CA1099126A - Herbicidal compositions - Google Patents
Herbicidal compositionsInfo
- Publication number
- CA1099126A CA1099126A CA293,189A CA293189A CA1099126A CA 1099126 A CA1099126 A CA 1099126A CA 293189 A CA293189 A CA 293189A CA 1099126 A CA1099126 A CA 1099126A
- Authority
- CA
- Canada
- Prior art keywords
- weight
- parts
- phenoxy
- iii
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 62
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 19
- 125000005907 alkyl ester group Chemical group 0.000 claims abstract description 10
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims abstract description 6
- WZJZMXBKUWKXTQ-UHFFFAOYSA-N desmedipham Chemical compound CCOC(=O)NC1=CC=CC(OC(=O)NC=2C=CC=CC=2)=C1 WZJZMXBKUWKXTQ-UHFFFAOYSA-N 0.000 claims abstract description 4
- VHCNQEUWZYOAEV-UHFFFAOYSA-N metamitron Chemical compound O=C1N(N)C(C)=NN=C1C1=CC=CC=C1 VHCNQEUWZYOAEV-UHFFFAOYSA-N 0.000 claims abstract description 4
- OOLBCHYXZDXLDS-UHFFFAOYSA-N 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CC=C(Cl)C=C1Cl OOLBCHYXZDXLDS-UHFFFAOYSA-N 0.000 claims abstract 2
- BSFAVVHPEZCASB-UHFFFAOYSA-N 2-[4-(4-chlorophenoxy)phenoxy]propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CC=C(Cl)C=C1 BSFAVVHPEZCASB-UHFFFAOYSA-N 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims description 46
- -1 isobutyl ester Chemical class 0.000 claims description 12
- 150000004702 methyl esters Chemical class 0.000 claims description 9
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 claims description 5
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 claims description 4
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 claims description 4
- 230000008635 plant growth Effects 0.000 claims 1
- 241000209504 Poaceae Species 0.000 abstract description 7
- 230000002195 synergetic effect Effects 0.000 abstract description 3
- AKGGOMZLAADIQD-UHFFFAOYSA-N [3-(methoxycarbonylamino)phenyl]-(3-methylphenyl)carbamic acid Chemical compound COC(=O)NC1=CC=CC(N(C(O)=O)C=2C=C(C)C=CC=2)=C1 AKGGOMZLAADIQD-UHFFFAOYSA-N 0.000 abstract description 2
- 229940095574 propionic acid Drugs 0.000 abstract 2
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 47
- 241001621841 Alopecurus myosuroides Species 0.000 description 19
- 241000196324 Embryophyta Species 0.000 description 17
- 238000009472 formulation Methods 0.000 description 16
- 235000007320 Avena fatua Nutrition 0.000 description 14
- 235000012239 silicon dioxide Nutrition 0.000 description 14
- 241001647031 Avena sterilis Species 0.000 description 13
- 235000004535 Avena sterilis Nutrition 0.000 description 12
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 12
- 235000021536 Sugar beet Nutrition 0.000 description 12
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 12
- 240000005979 Hordeum vulgare Species 0.000 description 8
- 235000007340 Hordeum vulgare Nutrition 0.000 description 8
- 241000209140 Triticum Species 0.000 description 8
- 235000021307 Triticum Nutrition 0.000 description 8
- 239000011734 sodium Substances 0.000 description 8
- 229910052708 sodium Inorganic materials 0.000 description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 7
- 239000004563 wettable powder Substances 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 244000075850 Avena orientalis Species 0.000 description 4
- 241000335053 Beta vulgaris Species 0.000 description 4
- 244000025254 Cannabis sativa Species 0.000 description 4
- 229940126062 Compound A Drugs 0.000 description 4
- 241000508725 Elymus repens Species 0.000 description 4
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 229940000425 combination drug Drugs 0.000 description 4
- 244000038559 crop plants Species 0.000 description 4
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 240000005611 Agrostis gigantea Species 0.000 description 3
- 235000016068 Berberis vulgaris Nutrition 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- PHHWLDOIMGFHOZ-UHFFFAOYSA-L disodium;dinaphthalen-1-ylmethanedisulfonate Chemical compound [Na+].[Na+].C1=CC=C2C(C(C=3C4=CC=CC=C4C=CC=3)(S(=O)(=O)[O-])S([O-])(=O)=O)=CC=CC2=C1 PHHWLDOIMGFHOZ-UHFFFAOYSA-L 0.000 description 3
- 229920002689 polyvinyl acetate Polymers 0.000 description 3
- 239000011118 polyvinyl acetate Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- XJRIDJAGAYGJCK-UHFFFAOYSA-N (1-acetyl-5-bromoindol-3-yl) acetate Chemical compound C1=C(Br)C=C2C(OC(=O)C)=CN(C(C)=O)C2=C1 XJRIDJAGAYGJCK-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 240000003173 Drymaria cordata Species 0.000 description 2
- 240000005702 Galium aparine Species 0.000 description 2
- 235000014820 Galium aparine Nutrition 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- 239000005579 Metamitron Substances 0.000 description 2
- RRVIAQKBTUQODI-UHFFFAOYSA-N Methabenzthiazuron Chemical compound C1=CC=C2SC(N(C)C(=O)NC)=NC2=C1 RRVIAQKBTUQODI-UHFFFAOYSA-N 0.000 description 2
- 239000005594 Phenmedipham Substances 0.000 description 2
- 241000005601 Trisetum Species 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000012876 carrier material Substances 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 229960000878 docusate sodium Drugs 0.000 description 2
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 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 2
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 2
- 125000005624 silicic acid group Chemical class 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 2
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 2
- 229940045870 sodium palmitate Drugs 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- KZOJQMWTKJDSQJ-UHFFFAOYSA-M sodium;2,3-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 KZOJQMWTKJDSQJ-UHFFFAOYSA-M 0.000 description 2
- GGXKEBACDBNFAF-UHFFFAOYSA-M sodium;hexadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCC([O-])=O GGXKEBACDBNFAF-UHFFFAOYSA-M 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical class [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 240000001913 Atriplex hortensis Species 0.000 description 1
- 235000004337 Atriplex hortensis Nutrition 0.000 description 1
- 244000022181 Atriplex patula Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 244000056139 Brassica cretica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 244000024671 Brassica kaber Species 0.000 description 1
- 235000011292 Brassica rapa Nutrition 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 239000005503 Desmedipham Substances 0.000 description 1
- 244000152970 Digitaria sanguinalis Species 0.000 description 1
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 1
- 244000058871 Echinochloa crus-galli Species 0.000 description 1
- 241000220485 Fabaceae Species 0.000 description 1
- 241000209082 Lolium Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 244000292697 Polygonum aviculare Species 0.000 description 1
- 235000006386 Polygonum aviculare Nutrition 0.000 description 1
- 235000007238 Secale cereale Nutrition 0.000 description 1
- 244000082988 Secale cereale Species 0.000 description 1
- 235000001155 Setaria leucopila Nutrition 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 241001444196 Trisetum spicatum subsp. ovatipaniculatum Species 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000008107 benzenesulfonic acids Chemical class 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000004318 erythorbic acid Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000000063 preceeding effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000009183 running Effects 0.000 description 1
- 239000000344 soap Chemical class 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000008096 xylene 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
- 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
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
Landscapes
- 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)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP2657583.7 | 1976-12-18 | ||
DE19762657583 DE2657583A1 (de) | 1976-12-18 | 1976-12-18 | Herbizide kombinationen |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1099126A true CA1099126A (en) | 1981-04-14 |
Family
ID=5995941
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA293,189A Expired CA1099126A (en) | 1976-12-18 | 1977-12-16 | Herbicidal compositions |
Country Status (21)
Country | Link |
---|---|
JP (1) | JPS5379031A (cs) |
AT (1) | AT362183B (cs) |
BE (1) | BE862011A (cs) |
BG (5) | BG28685A4 (cs) |
CA (1) | CA1099126A (cs) |
CS (1) | CS207493B2 (cs) |
DD (1) | DD134473A5 (cs) |
DE (1) | DE2657583A1 (cs) |
DK (1) | DK563077A (cs) |
ES (1) | ES464973A1 (cs) |
FR (3) | FR2379251A1 (cs) |
GB (1) | GB1593167A (cs) |
GR (1) | GR74888B (cs) |
IL (1) | IL53631A (cs) |
IT (1) | IT1088569B (cs) |
NL (1) | NL7713780A (cs) |
NZ (1) | NZ185999A (cs) |
PL (2) | PL106093B1 (cs) |
SE (1) | SE7714306L (cs) |
TR (1) | TR20230A (cs) |
ZA (1) | ZA777484B (cs) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5551005A (en) * | 1978-10-12 | 1980-04-14 | Kumiai Chem Ind Co Ltd | Herbicidal composition |
US4309210A (en) * | 1978-12-01 | 1982-01-05 | Ciba-Geigy Corporation | Preemergence method of selectively controlling weeds in crops of cereals and composition therefor |
DE3202440A1 (de) * | 1982-01-26 | 1983-07-28 | Bayer Ag, 5090 Leverkusen | Herbizide mittel enthaltend methabenzthiazuron in kombination mit bestimmten phenoxypropionsaeureestern |
DE3205103A1 (de) * | 1982-02-12 | 1983-08-18 | Bayer Ag, 5090 Leverkusen | Herbizide mittel enthaltend metamitron in kombination mit bestimmten phenoxypropionsaeureestern |
GB2122901A (en) * | 1982-05-21 | 1984-01-25 | Sandoz Ltd | Synergistic herbicidal mixture |
DE3406655A1 (de) * | 1984-02-24 | 1985-08-29 | Bayer Ag, 5090 Leverkusen | Herbizide mittel enthaltend methabenzthiazuron in kombination mit bestimmten pyridinyloxyessigsaeure-derivaten |
GB2190293B (en) * | 1986-05-10 | 1990-12-19 | J D Campbell & Sons Limited | Herbicidal compositions containing phenoxy alkanoic esters |
US5012017A (en) * | 1988-08-18 | 1991-04-30 | Dowelanco | Phenoxyphenoxypropionates, intermediates thereof and methods of preparation |
DE3919036A1 (de) * | 1989-06-10 | 1990-12-13 | Hoechst Ag | Fluessige herbizide mischformulierungen |
-
1976
- 1976-12-18 DE DE19762657583 patent/DE2657583A1/de not_active Withdrawn
-
1977
- 1977-12-12 ES ES464973A patent/ES464973A1/es not_active Expired
- 1977-12-13 TR TR20230A patent/TR20230A/xx unknown
- 1977-12-13 BG BG7739615A patent/BG28685A4/xx unknown
- 1977-12-13 BG BG038024A patent/BG28547A3/xx unknown
- 1977-12-13 BG BG7839616A patent/BG28686A4/xx unknown
- 1977-12-13 NL NL7713780A patent/NL7713780A/xx not_active Application Discontinuation
- 1977-12-15 SE SE7714306A patent/SE7714306L/xx unknown
- 1977-12-15 AT AT896277A patent/AT362183B/de not_active IP Right Cessation
- 1977-12-15 ZA ZA00777484A patent/ZA777484B/xx unknown
- 1977-12-16 JP JP15072477A patent/JPS5379031A/ja active Pending
- 1977-12-16 CS CS778472A patent/CS207493B2/cs unknown
- 1977-12-16 IT IT30868/77A patent/IT1088569B/it active
- 1977-12-16 CA CA293,189A patent/CA1099126A/en not_active Expired
- 1977-12-16 DD DD77202716A patent/DD134473A5/xx unknown
- 1977-12-16 DK DK563077A patent/DK563077A/da unknown
- 1977-12-16 NZ NZ185999A patent/NZ185999A/xx unknown
- 1977-12-16 GB GB52433/77A patent/GB1593167A/en not_active Expired
- 1977-12-17 PL PL1977203087A patent/PL106093B1/pl unknown
- 1977-12-17 PL PL1977213543A patent/PL110328B1/pl unknown
- 1977-12-18 IL IL53631A patent/IL53631A/xx unknown
- 1977-12-19 FR FR7738214A patent/FR2379251A1/fr not_active Withdrawn
- 1977-12-19 BE BE183586A patent/BE862011A/xx unknown
-
1978
- 1978-04-19 FR FR7811510A patent/FR2379253A1/fr active Pending
- 1978-04-19 FR FR7811511A patent/FR2379254A1/fr not_active Withdrawn
- 1978-12-13 BG BG039615A patent/BG28685A3/bg unknown
- 1978-12-13 BG BG039616A patent/BG28686A3/bg unknown
-
1981
- 1981-04-22 GR GR55004A patent/GR74888B/el unknown
Also Published As
Publication number | Publication date |
---|---|
TR20230A (tr) | 1980-11-04 |
NZ185999A (en) | 1979-11-01 |
CS207493B2 (en) | 1981-07-31 |
GB1593167A (en) | 1981-07-15 |
JPS5379031A (en) | 1978-07-13 |
ATA896277A (de) | 1980-09-15 |
BE862011A (fr) | 1978-06-19 |
SE7714306L (sv) | 1978-06-19 |
PL203087A1 (pl) | 1978-07-17 |
BG28686A3 (bg) | 1980-06-16 |
DK563077A (da) | 1978-06-19 |
IT1088569B (it) | 1985-06-10 |
ES464973A1 (es) | 1979-01-16 |
DE2657583A1 (de) | 1978-06-22 |
IL53631A (en) | 1981-01-30 |
BG28685A3 (bg) | 1980-06-16 |
BG28547A3 (bg) | 1980-05-15 |
FR2379254A1 (fr) | 1978-09-01 |
BG28686A4 (en) | 1980-06-16 |
AT362183B (de) | 1981-04-27 |
FR2379251A1 (fr) | 1978-09-01 |
GR74888B (cs) | 1984-07-12 |
PL106093B1 (pl) | 1979-11-30 |
DD134473A5 (de) | 1979-03-07 |
PL110328B1 (en) | 1980-07-31 |
NL7713780A (nl) | 1978-06-20 |
IL53631A0 (en) | 1978-03-10 |
FR2379253A1 (fr) | 1978-09-01 |
BG28685A4 (en) | 1980-06-16 |
ZA777484B (en) | 1978-10-25 |
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