CS207456B1 - herbicide means - Google Patents
herbicide means Download PDFInfo
- Publication number
- CS207456B1 CS207456B1 CS320677A CS320677A CS207456B1 CS 207456 B1 CS207456 B1 CS 207456B1 CS 320677 A CS320677 A CS 320677A CS 320677 A CS320677 A CS 320677A CS 207456 B1 CS207456 B1 CS 207456B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- amino
- propyl
- acid
- salt
- carboxy
- Prior art date
Links
- 230000002363 herbicidal effect Effects 0.000 title claims description 8
- 239000004009 herbicide Substances 0.000 title abstract description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 25
- 239000004480 active ingredient Substances 0.000 claims abstract description 15
- 150000003839 salts Chemical class 0.000 claims abstract description 13
- 239000001257 hydrogen Substances 0.000 claims abstract description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
- BCDIWLCKOCHCIH-UHFFFAOYSA-N methylphosphinic acid Chemical compound CP(O)=O BCDIWLCKOCHCIH-UHFFFAOYSA-N 0.000 claims description 32
- 239000000203 mixture Substances 0.000 claims description 26
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical group [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims description 10
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- CCNFQMNABFUFMN-UHFFFAOYSA-N Cl.CP(O)=O Chemical compound Cl.CP(O)=O CCNFQMNABFUFMN-UHFFFAOYSA-N 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical class CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 5
- 150000007529 inorganic bases Chemical class 0.000 claims description 4
- 150000007530 organic bases Chemical class 0.000 claims description 4
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 2
- 238000010494 dissociation reaction Methods 0.000 claims description 2
- 230000005593 dissociations Effects 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 239000011737 fluorine Substances 0.000 claims description 2
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical class CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims 1
- 125000003884 phenylalkyl group Chemical group 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 abstract description 22
- 239000002253 acid Substances 0.000 abstract description 19
- 150000007513 acids Chemical class 0.000 abstract description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000004970 halomethyl group Chemical group 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052717 sulfur Chemical group 0.000 abstract 1
- 239000011593 sulfur Chemical group 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 21
- 239000000243 solution Substances 0.000 description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- -1 2-hydroxyethoxy, 4-hydroxybutoxy Chemical group 0.000 description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 239000011734 sodium Substances 0.000 description 11
- 229910052708 sodium Inorganic materials 0.000 description 11
- 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 10
- 238000006243 chemical reaction Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 7
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000000354 decomposition reaction Methods 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- 239000004495 emulsifiable concentrate Substances 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- SAWKFRBJGLMMES-UHFFFAOYSA-N methylphosphine Chemical compound PC SAWKFRBJGLMMES-UHFFFAOYSA-N 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- 244000075850 Avena orientalis Species 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 125000005210 alkyl ammonium group Chemical group 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 244000038559 crop plants Species 0.000 description 3
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical class CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 3
- 150000002903 organophosphorus compounds Chemical class 0.000 description 3
- 230000008635 plant growth Effects 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 description 2
- JFTHBDBUVHRREF-UHFFFAOYSA-N 2-acetamidopropanedioic acid Chemical class CC(=O)NC(C(O)=O)C(O)=O JFTHBDBUVHRREF-UHFFFAOYSA-N 0.000 description 2
- 240000001592 Amaranthus caudatus Species 0.000 description 2
- 235000009328 Amaranthus caudatus Nutrition 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 244000075634 Cyperus rotundus Species 0.000 description 2
- 235000016854 Cyperus rotundus Nutrition 0.000 description 2
- 244000133098 Echinacea angustifolia Species 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 241000209082 Lolium Species 0.000 description 2
- 244000042664 Matricaria chamomilla Species 0.000 description 2
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-O Methylammonium ion Chemical compound [NH3+]C BAVYZALUXZFZLV-UHFFFAOYSA-O 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 240000006694 Stellaria media Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 150000001879 copper Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 125000005131 dialkylammonium group Chemical group 0.000 description 2
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical class CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 235000014134 echinacea Nutrition 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000003306 harvesting Methods 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 description 2
- NDRKHLDFNRVLBW-UHFFFAOYSA-N hydroxy-methyl-sulfidophosphanium Chemical compound CP(O)=S NDRKHLDFNRVLBW-UHFFFAOYSA-N 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- GXJQMKFJQFGQKV-KHPPLWFESA-N 2-[methyl-[(z)-octadec-9-enoyl]amino]ethanesulfonic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CCS(O)(=O)=O GXJQMKFJQFGQKV-KHPPLWFESA-N 0.000 description 1
- IDBRULKICVRMNG-UHFFFAOYSA-N 2-amino-4-hydroxyphosphonoylbutanoic acid Chemical compound OC(=O)C(N)CCP(O)=O IDBRULKICVRMNG-UHFFFAOYSA-N 0.000 description 1
- ZNVFLMYQLVSXSK-UHFFFAOYSA-N 4-[butoxy(methyl)phosphoryl]butan-2-one Chemical compound CCCCOP(C)(=O)CCC(C)=O ZNVFLMYQLVSXSK-UHFFFAOYSA-N 0.000 description 1
- 241000209136 Agropyron Species 0.000 description 1
- 244000291564 Allium cepa Species 0.000 description 1
- 241000743985 Alopecurus Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000219318 Amaranthus Species 0.000 description 1
- 235000005781 Avena Nutrition 0.000 description 1
- 241000339490 Brachyachne Species 0.000 description 1
- 244000056139 Brassica cretica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- VSEALZMXPGYWSV-UHFFFAOYSA-N C(C)OP(=O)C=CC Chemical compound C(C)OP(=O)C=CC VSEALZMXPGYWSV-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 235000007866 Chamaemelum nobile Nutrition 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000723353 Chrysanthemum Species 0.000 description 1
- 235000007516 Chrysanthemum Nutrition 0.000 description 1
- 235000005633 Chrysanthemum balsamita Nutrition 0.000 description 1
- 240000005250 Chrysanthemum indicum Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 235000021506 Ipomoea Nutrition 0.000 description 1
- 241000207783 Ipomoea Species 0.000 description 1
- 241000209510 Liliopsida Species 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 235000017945 Matricaria Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- RSPISYXLHRIGJD-UHFFFAOYSA-N OOOO Chemical compound OOOO RSPISYXLHRIGJD-UHFFFAOYSA-N 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical class CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- 241000209048 Poa Species 0.000 description 1
- 241000209049 Poa pratensis Species 0.000 description 1
- 241001071900 Scapanus orarius Species 0.000 description 1
- 235000005775 Setaria Nutrition 0.000 description 1
- 241000232088 Setaria <nematode> Species 0.000 description 1
- 241000220261 Sinapis Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 238000007059 Strecker synthesis reaction Methods 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 241001148683 Zostera marina Species 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 235000012735 amaranth Nutrition 0.000 description 1
- 239000004178 amaranth Substances 0.000 description 1
- 230000009435 amidation Effects 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 150000003931 anilides Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- GZUFHXSFPZCNJA-UHFFFAOYSA-N butoxy(methyl)phosphinic acid Chemical compound CCCCOP(C)(O)=O GZUFHXSFPZCNJA-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- OVFCVRIJCCDFNQ-UHFFFAOYSA-N carbonic acid;copper Chemical compound [Cu].OC(O)=O OVFCVRIJCCDFNQ-UHFFFAOYSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 229910000009 copper(II) carbonate Inorganic materials 0.000 description 1
- 239000011646 cupric carbonate Substances 0.000 description 1
- 235000019854 cupric carbonate Nutrition 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- ISOLMABRZPQKOV-UHFFFAOYSA-N diethyl 2-acetamidopropanedioate Chemical compound CCOC(=O)C(NC(C)=O)C(=O)OCC ISOLMABRZPQKOV-UHFFFAOYSA-N 0.000 description 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 241001233957 eudicotyledons Species 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
- 229940091173 hydantoin Drugs 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 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
- 239000004922 lacquer Substances 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- 125000001117 oleyl group Polymers [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 125000005208 trialkylammonium group Chemical group 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/301—Acyclic saturated acids which can have further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH615376 | 1976-05-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS207456B1 true CS207456B1 (en) | 1981-07-31 |
Family
ID=4305116
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS320677A CS207456B1 (en) | 1976-05-17 | 1977-05-16 | herbicide means |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US4168963A (de) |
| JP (1) | JPS52139727A (de) |
| AR (1) | AR220314A1 (de) |
| AT (1) | AT358315B (de) |
| AU (1) | AU506817B2 (de) |
| BE (1) | BE854753A (de) |
| BR (1) | BR7703155A (de) |
| CA (1) | CA1120052A (de) |
| CS (1) | CS207456B1 (de) |
| DD (1) | DD130094A5 (de) |
| DE (1) | DE2717440C2 (de) |
| DK (1) | DK142441B (de) |
| FR (1) | FR2351598A1 (de) |
| GB (1) | GB1587292A (de) |
| GR (1) | GR71675B (de) |
| HU (1) | HU185003B (de) |
| IL (1) | IL52098A (de) |
| IT (1) | IT1143658B (de) |
| KE (1) | KE3264A (de) |
| NL (1) | NL179866C (de) |
| NZ (1) | NZ184101A (de) |
| OA (1) | OA05664A (de) |
| PH (1) | PH13253A (de) |
| PL (1) | PL103386B1 (de) |
| PT (1) | PT66555B (de) |
| SE (1) | SE439416B (de) |
| SU (1) | SU659069A3 (de) |
| ZA (1) | ZA772828B (de) |
Families Citing this family (104)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5484529A (en) * | 1977-12-19 | 1979-07-05 | Meiji Seika Kaisha Ltd | Production of d,l-2-amino-4-methylphosphinobutyric acid |
| JPS5492627A (en) * | 1977-12-28 | 1979-07-23 | Meiji Seika Kaisha Ltd | Herbicidal composition |
| GB2011416B (en) * | 1977-12-28 | 1982-10-20 | Meiji Seika Kaisha | Herbicidal compositions |
| US4226610A (en) * | 1978-04-15 | 1980-10-07 | Meiji Selka Kaisha, Ltd. | Herbicidal compounds, preparation thereof and herbicides containing the same |
| DE2963836D1 (en) * | 1978-05-25 | 1982-11-18 | Meiji Seika Kaisha | Process for producing alkyl 4-(alkoxy methyl phosphinoyl)butyrates and alkyl-(2-amino-4-(alkoxy methyl phosphinoyl)) butyrates |
| DE2839087A1 (de) * | 1978-09-08 | 1980-03-20 | Hoechst Ag | Herbizide mittel |
| EP0010067B1 (de) * | 1978-10-05 | 1983-08-31 | Ciba-Geigy Ag | Verfahren zur Beeinflussung des Pflanzenwachstums |
| DE2849003A1 (de) * | 1978-11-11 | 1980-08-21 | Hoechst Ag | Phosphorhaltige cyanhydrinderivate und verfahren zu ihrer herstellung |
| ATE11918T1 (de) * | 1979-12-08 | 1985-03-15 | Fbc Ltd | 4-(methylphosphinyl)-2-oxobuttersaeure-derivate, sie enthaltende herbizide zusammensetzungen und zwischenprodukte und verfahren zu ihrer herstellung. |
| DE3008186A1 (de) * | 1980-03-04 | 1981-10-15 | Hoechst Ag, 6000 Frankfurt | Synergistische kombinationen von phosphinothricin |
| DE3035554A1 (de) * | 1980-09-20 | 1982-05-06 | Hoechst Ag, 6000 Frankfurt | Herbizide mittel |
| US4466913A (en) * | 1981-06-30 | 1984-08-21 | Maiji Seika Kaisha Ltd. | Phosphorus-containing compounds and process for producing the same |
| US4477391A (en) * | 1981-08-14 | 1984-10-16 | Collins James F | Amino acid isomers, their production and their medicinal use |
| ZA828650B (en) * | 1981-12-01 | 1983-09-28 | Hunt Chem Corp Philip A | Herbicidal compositions and method using phosphonalkanoic acids, esters and salts thereof |
| DE3238958A1 (de) * | 1982-09-10 | 1984-03-15 | Hoechst Ag, 6230 Frankfurt | Phosphorhaltige funktionelle essigsaeurederivate, verfahren zu ihrer herstellung und sie enthaltende heribizide und wachstumsregulierende mittel |
| DE3508573A1 (de) * | 1985-03-11 | 1986-09-11 | Hoechst Ag, 6230 Frankfurt | Phosphorhaltige (alpha)-aminonitrile und verfahren zu ihrer herstellung |
| DE3544376A1 (de) * | 1985-12-14 | 1987-06-19 | Hoechst Ag | Dipeptide mit c-terminalem phosphinothricin, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses |
| EP0412577A1 (de) | 1986-05-09 | 1991-02-13 | Hoechst Aktiengesellschaft | Herbizide Mittel |
| JP2615777B2 (ja) | 1987-05-26 | 1997-06-04 | 日産化学工業株式会社 | ホスフィニルアミノ酸誘導体の製造方法 |
| DE3818435A1 (de) * | 1988-02-19 | 1989-08-31 | Hoechst Ag | Optisch aktive rhodiumkomplexe von 3,4-bis(diarylphosphino)-pyrrolidinen und ihre verwendung zur herstellung von phosphinothricin durch asymmetrische hydrierung |
| JP2682833B2 (ja) * | 1988-03-03 | 1997-11-26 | 日産化学工業株式会社 | 有機燐誘導体及びその製造法 |
| US5491125A (en) * | 1988-03-18 | 1996-02-13 | Hoechst Aktiengesellschaft | Liquid herbicidal formulations of glufosinate |
| DE3817191A1 (de) * | 1988-05-20 | 1989-11-30 | Hoechst Ag | Verfahren zur racemisierung von optisch aktiver d-2-n-phenacetylamino-4- methylphosphinobuttersaeure |
| US5173103A (en) * | 1988-07-05 | 1992-12-22 | Sumitomo Chemical Co., Ltd. | Herbicidal composition comprising2-[7-fluoro-3,4-dihydro-3-oxo-4-(2-pyropynyl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione and either glufosinate or bialaphos |
| DE3842025A1 (de) * | 1988-12-14 | 1990-07-05 | Hoechst Ag | Verfahren zur herstellung von l-phosphinothricin |
| ATE144519T1 (de) * | 1989-02-06 | 1996-11-15 | Hoechst Schering Agrevo Gmbh | Phosphinesterhaltige n-acyl-2-aminosäureamide, verfahren zu ihrer herstellung und n-acyl-2- aminosäurenitrile als vorprodukte |
| DE3940573A1 (de) * | 1989-12-08 | 1991-06-13 | Hoechst Ag | Selektive herbizide mittel |
| US5908810A (en) * | 1990-02-02 | 1999-06-01 | Hoechst Schering Agrevo Gmbh | Method of improving the growth of crop plants which are resistant to glutamine synthetase inhibitors |
| US5739082A (en) * | 1990-02-02 | 1998-04-14 | Hoechst Schering Agrevo Gmbh | Method of improving the yield of herbicide-resistant crop plants |
| US5391539A (en) * | 1990-06-20 | 1995-02-21 | Ishihara Sangyo Kaisha, Ltd. | Herbicidal composition comprising glufosinate and a heterocyclic sulfonylurea herbicide |
| US5599769A (en) * | 1990-11-13 | 1997-02-04 | Hoechst Aktiengesellschaft | Synergistic herbicidal compositions comprising glyphosate or glufosinate in combination with a sulfonylurea herbicide |
| US5308827A (en) * | 1990-11-28 | 1994-05-03 | Fumakilla Limited | Herbicidal foam composition |
| HU212802B (en) | 1991-07-19 | 1996-11-28 | Monsanto Europe Sa | Phytoactive sack-like composition containing glyphosate-izopropylamine salt |
| IL101539A (en) | 1991-04-16 | 1998-09-24 | Monsanto Europe Sa | Non-hygroscopic mono-ammonium salts of n-phosphonomethyl glycine derivatives their preparation and pesticidal compositons containing them |
| US5258358A (en) * | 1991-04-27 | 1993-11-02 | Hoechst Aktiengesellschaft | Liquid herbicidal compositions containing glufosinate and an alkyl polyglycoside |
| TW202380B (de) * | 1991-10-16 | 1993-03-21 | Sumitomo Chemical Co | |
| IL104056A (en) * | 1991-12-13 | 1997-02-18 | Hoechst Ag | Process for the preparation of L-phosphinothricin and its derivatives |
| JP2920446B2 (ja) * | 1992-10-27 | 1999-07-19 | 日本農薬株式会社 | 除草剤組成物及び除草方法 |
| DE4422045A1 (de) | 1994-06-26 | 1996-01-04 | Hoechst Schering Agrevo Gmbh | Verfahren zur enzymatischen Spaltung von 2-Amino-4-methylphosphinobutansäureamid-Derivaten |
| EP0982981A4 (de) * | 1997-04-28 | 2004-03-24 | Wengui Yan | Pflanzenkultur heterose und herbizide |
| CN1162078C (zh) | 1998-09-23 | 2004-08-18 | 汉普郡化学公司 | 作为草铵膦助剂的肌氨酸类 |
| DE19919848A1 (de) | 1999-04-30 | 2000-11-02 | Aventis Cropscience Gmbh | Verfahren zur Herstellung von L-Phosphinothricin durch enzymatische Transaminierung mit Aspartat |
| AR024781A1 (es) | 1999-07-27 | 2002-10-23 | Bayer Ag | Agentes herbicidas basados en flufenacet. |
| WO2006104120A1 (ja) | 2005-03-29 | 2006-10-05 | Meiji Seika Kaisha Ltd. | L－２－アミノ－４－（ヒドロキシメチルホスフィニル）－ブタン酸の製造法 |
| EA201270781A1 (ru) | 2005-06-09 | 2013-09-30 | Байер Кропсайенс Аг | Комбинации биологически активных веществ |
| DE102005026482A1 (de) | 2005-06-09 | 2006-12-14 | Bayer Cropscience Ag | Wirkstoffkombinationen |
| PL2060578T3 (pl) | 2006-09-04 | 2014-08-29 | Meiji Seika Pharma Co Ltd | Sposób wytwarzania optycznie czynnego kwasu aminofosfinylobutanowego |
| EP2065391B1 (de) | 2006-09-20 | 2014-06-18 | Meiji Seika Pharma Co., Ltd. | Verfahren zur herstellung einer phosphorhaltigen a-aminosäure und zwischenprodukt für die herstellung davon |
| EP2052611A1 (de) | 2007-10-24 | 2009-04-29 | Bayer CropScience AG | Herbizid-Kombination |
| DE102008037626A1 (de) * | 2008-08-14 | 2010-02-18 | Bayer Cropscience Ag | Herbizid-Kombination mit Dimethoxytriazinyl-substituierten Difluormethansulfonylaniliden |
| WO2010135141A1 (en) | 2009-05-18 | 2010-11-25 | Monsanto Technology Llc | Recovery of phosphorus values and salt impurities from aqueous waste streams |
| WO2011129820A1 (en) | 2010-04-14 | 2011-10-20 | Strategic Enzyme Applications, Inc. | Process for producing phosphinothricin employing nitrilases |
| WO2011144691A1 (de) | 2010-05-21 | 2011-11-24 | Bayer Cropscience Ag | Herbizide mittel für tolerante oder resistente maiskulturen |
| BR112012029634A2 (pt) | 2010-05-21 | 2015-10-20 | Bayer Ip Gmbh | agentes herbicidas para as culturas de arroz tolerantes ou resistentes |
| CA2799690A1 (en) | 2010-05-21 | 2011-11-24 | Bayer Intellectual Property Gmbh | Herbicidal agents for tolerant or resistant rape cultures |
| EP2571365A1 (de) | 2010-05-21 | 2013-03-27 | Bayer Intellectual Property GmbH | Herbizide mittel für tolerante oder resistente getreidekulturen |
| AR083112A1 (es) | 2010-10-01 | 2013-01-30 | Syngenta Participations Ag | Metodo para controlar enfermedades fitopatogenas y composiciones fungicidas utiles para dicho control |
| EP2524602A1 (de) | 2011-05-20 | 2012-11-21 | Bayer CropScience AG | Herbizide Mittel für tolerante oder resistente Sojakulturen |
| CN103288874B (zh) * | 2013-05-15 | 2015-05-20 | 山东省农药科学研究院 | 一种草铵膦及其衍生物的制备方法 |
| EA036169B1 (ru) | 2014-05-13 | 2020-10-09 | Басф Се | Способ получения фосфорсодержащих циангидринов |
| PH12017501940B1 (en) | 2015-04-27 | 2023-05-24 | Basf Se | Herbicide combinations comprising glufosinate and indaziflam |
| KR102632658B1 (ko) | 2015-05-11 | 2024-02-01 | 바스프 에스이 | L-글루포시네이트 및 인다지플람을 포함하는 제초제 조합물 |
| JP2018526379A (ja) | 2015-09-02 | 2018-09-13 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | リン含有シアノヒドリンエステルの製造方法 |
| KR20180048662A (ko) | 2015-09-02 | 2018-05-10 | 바이엘 크롭사이언스 악티엔게젤샤프트 | 인 함유 시아노히드린 에스테르의 제조 방법 |
| BR112018004247A2 (pt) | 2015-09-02 | 2018-09-25 | Bayer Cropscience Aktiengesellschaft | método para produção de ésteres de cianidrina contendo fósforo. |
| KR20180048894A (ko) | 2015-09-02 | 2018-05-10 | 바이엘 크롭사이언스 악티엔게젤샤프트 | 인 함유 시아노하이드린 에스테르의 제조 방법 |
| BR112018006414B1 (pt) | 2015-09-29 | 2020-11-24 | Bayer Cropscience Aktiengesellschaft | processo para produzir fosfinatos |
| CN105875633A (zh) * | 2016-04-30 | 2016-08-24 | 浙江新安化工集团股份有限公司 | 一种以草铵膦中间体为原料制备固体制剂的方法 |
| WO2018108797A1 (de) | 2016-12-15 | 2018-06-21 | Bayer Cropscience Aktiengesellschaft | Verfahren zur herstellung von l-glufosinat oder dessen salzen unter verwendung von ephedrin |
| WO2018108794A1 (de) | 2016-12-15 | 2018-06-21 | Bayer Cropscience Aktiengesellschaft | Verfahren zur herstellung von d-glufosinat oder dessen salzen unter verwendung von ephedrin |
| TW201840578A (zh) | 2017-02-22 | 2018-11-16 | 以色列商亞當阿甘公司 | 製備甲基膦酸丁基酯的方法 |
| EP3392237B1 (de) | 2017-04-21 | 2019-10-02 | Evonik Degussa GmbH | Verfahren zur herstellung von acroleincyanhydrinen |
| BR112020001209B1 (pt) | 2017-07-21 | 2023-04-11 | Basf Se | Processos para preparar uma mistura e para preparar glufosinato e uso de uma mistura |
| AU2018308563B2 (en) | 2017-07-27 | 2024-01-04 | Basf Se | Use of herbicidal compositions based on L-glufosinate in tolerant field crops |
| CR20230111A (es) | 2017-08-09 | 2023-03-28 | Basf Se | MEZCLAS HERBICIDAS QUE COMPRENDEN L-GLUFOSINATO O SUS SALES, Y SAFLUFENACIL (Divisional 2020-0062) |
| US11220520B2 (en) | 2017-12-19 | 2022-01-11 | Basf Se | Method for preparing phosphorus-containing α-aminonitriles |
| US20230082754A1 (en) | 2020-01-23 | 2023-03-16 | Basf Se | Glufosinate formulations containing amines or ammonium salts |
| BR112022014879A2 (pt) | 2020-01-31 | 2022-09-20 | Basf Se | Combinação de herbicidas, composição, métodos de produção de combinações de herbicidas, de tratamento ou proteção de plantas produtoras em fileiras e de tratamento ou proteção de plantas especializadas e uso da combinação de herbicidas |
| US20230076646A1 (en) | 2020-01-31 | 2023-03-09 | Basf Se | Herbicide combinations comprising glufosinate and sulfentrazone |
| BR112022014955A2 (pt) | 2020-01-31 | 2022-09-20 | Basf Se | Combinação herbicida, composição, métodos para produzir uma combinação herbicida, para controlar o crescimento indesejado das plantas e/ou controlar plantas nocivas, para tratar ou proteger culturas em linha e para tratar ou proteger culturas especiais e uso de combinação herbicida |
| US20230068414A1 (en) | 2020-01-31 | 2023-03-02 | Basf Se | Herbicide combinations comprising glufosinate and trifludimoxazin |
| WO2021151738A1 (en) | 2020-01-31 | 2021-08-05 | Basf Se | Herbicide combinations comprising glufosinate and epyrifenacil |
| BR112022014831A2 (pt) | 2020-01-31 | 2022-09-27 | Basf Se | Combinação de herbicidas, composição, métodos para produzir uma combinação de herbicidas, para controlar o crescimento de plantas indesejadas e para tratar ou proteger culturas e uso de uma combinação de herbicidas |
| WO2021151735A1 (en) | 2020-01-31 | 2021-08-05 | Basf Se | Herbicide combinations comprising glufosinate and carfentrazone-ethyl |
| WO2021151733A1 (en) | 2020-01-31 | 2021-08-05 | Basf Se | Herbicide combinations comprising glufosinate and saflufenacil |
| WO2021151734A1 (en) | 2020-01-31 | 2021-08-05 | Basf Se | Herbicide combinations comprising glufosinate and flumiclorac-pentyl |
| BR112022014800A2 (pt) | 2020-01-31 | 2022-09-20 | Basf Se | Combinação de herbicidas, composição, métodos para produzir combinação de herbicidas, para controlar o crescimento indesejado das plantas e/ou controle de plantas nocivas e para tratar ou proteger culturas e uso da combinação de herbicidas |
| WO2021151753A1 (en) | 2020-01-31 | 2021-08-05 | Basf Se | Herbicide combinations comprising glufosinate and selected ppo inhibitors |
| WO2021151739A1 (en) | 2020-01-31 | 2021-08-05 | Basf Se | Herbicide combinations comprising glufosinate and pyraflufen-ethyl |
| WO2021151741A1 (en) | 2020-01-31 | 2021-08-05 | Basf Se | Herbicide combinations comprising glufosinate and tiafenacil |
| US20230089506A1 (en) | 2020-01-31 | 2023-03-23 | Basf Se | Herbicide Combinations Comprising Glufosinate and Fluthiacet-Methyl |
| EP4000400A1 (de) | 2020-11-17 | 2022-05-25 | Basf Se | Herbizidkombination aus glufosinat, saflufenacil und trifludimoxazin |
| US20240023556A1 (en) | 2020-10-12 | 2024-01-25 | Basf Se | Herbicide combination comprising glufosinate, saflufenacil and trifludimoxazin |
| CN116828987A (zh) | 2021-02-05 | 2023-09-29 | 巴斯夫欧洲公司 | 液体除草组合物 |
| CA3213964A1 (en) | 2021-04-01 | 2022-10-06 | Klaus Ditrich | Methods for preparing l-glufosinate |
| US20240248442A1 (en) | 2021-05-21 | 2024-07-25 | Basf Se | Computer-implemented method for applying a glutamine synthetase inhibitor on an agricultural field |
| JP2024543482A (ja) | 2021-11-15 | 2024-11-21 | ビーエーエスエフ ソシエタス・ヨーロピア | 除草剤の効力を向上させるための方法 |
| MX2024007022A (es) * | 2021-12-10 | 2024-06-19 | Basf Se | Actividad herbicida de alquilfosfinatos. |
| CA3266992A1 (en) | 2022-09-14 | 2024-03-21 | Basf Se | USE OF AN ALKYLETHOLTER SULFATE TO IMPROVE THE EFFICACY OF HERBICIDES |
| EP4338592A1 (de) | 2022-09-15 | 2024-03-20 | Basf Se | Verwendung einer verbindung zur verbesserung der wirksamkeit von herbiziden |
| EP4669760A1 (de) | 2023-02-23 | 2025-12-31 | Basf Se | Verfahren zur herstellung von l-glufosinat aus cyanhydrin oder cyanhydrinderivaten |
| WO2024175476A1 (en) | 2023-02-24 | 2024-08-29 | Syngenta Crop Protection Ag | Herbicidal compositions |
| AR133857A1 (es) | 2023-09-21 | 2025-11-05 | Specialty Operations France | Composiciones herbicidas que comprenden tensioactivos específicos |
| WO2025061719A1 (en) | 2023-09-21 | 2025-03-27 | Specialty Operations France | Emulsion in water concentrate comprising glufosinate, vlcfa inhibitor and specific surfactants |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PH16509A (en) * | 1971-03-10 | 1983-11-08 | Monsanto Co | N-phosphonomethylglycine phytotoxicant composition |
-
1977
- 1977-04-20 DE DE2717440A patent/DE2717440C2/de not_active Expired
- 1977-05-12 ZA ZA00772828A patent/ZA772828B/xx unknown
- 1977-05-12 NL NLAANVRAGE7705259,A patent/NL179866C/xx not_active IP Right Cessation
- 1977-05-12 DD DD7700198900A patent/DD130094A5/de unknown
- 1977-05-13 IT IT23579/77A patent/IT1143658B/it active
- 1977-05-14 GR GR53461A patent/GR71675B/el unknown
- 1977-05-16 AR AR267641A patent/AR220314A1/es active
- 1977-05-16 BR BR3155/77A patent/BR7703155A/pt unknown
- 1977-05-16 DK DK212977AA patent/DK142441B/da not_active IP Right Cessation
- 1977-05-16 CS CS320677A patent/CS207456B1/cs unknown
- 1977-05-16 NZ NZ184101A patent/NZ184101A/xx unknown
- 1977-05-16 AT AT347477A patent/AT358315B/de not_active IP Right Cessation
- 1977-05-16 HU HU77HO1982A patent/HU185003B/hu unknown
- 1977-05-16 CA CA000278456A patent/CA1120052A/en not_active Expired
- 1977-05-16 IL IL52098A patent/IL52098A/xx unknown
- 1977-05-16 JP JP5555077A patent/JPS52139727A/ja active Granted
- 1977-05-16 PL PL1977198145A patent/PL103386B1/pl not_active IP Right Cessation
- 1977-05-16 PT PT66555A patent/PT66555B/pt unknown
- 1977-05-16 US US05/797,171 patent/US4168963A/en not_active Expired - Lifetime
- 1977-05-16 AU AU25151/77A patent/AU506817B2/en not_active Expired
- 1977-05-17 PH PH19781A patent/PH13253A/en unknown
- 1977-05-17 OA OA56172A patent/OA05664A/xx unknown
- 1977-05-17 GB GB27063/77A patent/GB1587292A/en not_active Expired
- 1977-05-17 SU SU772480278A patent/SU659069A3/ru active
- 1977-05-17 SE SE7705872A patent/SE439416B/xx not_active IP Right Cessation
- 1977-05-17 BE BE177677A patent/BE854753A/xx not_active IP Right Cessation
- 1977-05-17 FR FR7715031A patent/FR2351598A1/fr active Granted
-
1983
- 1983-02-25 KE KE3264A patent/KE3264A/xx unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CS207456B1 (en) | herbicide means | |
| CA1140566A (en) | Compositions | |
| US4270948A (en) | Herbicidal compound, herbicidal composition containing the same, and method of use thereof | |
| EP0014684B1 (de) | 2-Substituierte 5-Phenoxy-phenylphosphonsäurederivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide | |
| IL47972A (en) | N-phosphonomethylglycines and herbicidal compositions containing them | |
| EP0073574A1 (de) | N-phosphonomethylglyzin Phosphonium Salze, Herstellung und Zusammensetzungen davon und deren Verwendung als Herbizide und Pflanzenwachstumsregulatoren | |
| EP0281103A2 (de) | Phenoxycarbonsäureverbindungen und diese als Aktivsubstanz enthaltendes Unkrautvertilgungsmittel | |
| EP0013660B1 (de) | Aminoalkylester der 2-Nitro-5-(ortho-chlor-para-trifluor-methylphenoxy)-benzoesäure, deren Herstellung, sie als Wirkstoff enthaltende herbizide Mittel und deren Verwendung | |
| US3371132A (en) | O-alkyl o(s)-(n-alkoxy-n-alkyl-carbamyl methyl) phenyl (thiolo) (thiono)phosphonates | |
| US4729781A (en) | 3,6-dichloro-2-methoxybenzohydroxamic acid derivatives and use as herbicidal agents | |
| CA1088065A (en) | Pesticidal agents | |
| EP0115176B1 (de) | Zinn-N-Phosphonomethylglyzin-Verbindungen und ihre Verwendung als Herbizide | |
| NZ205526A (en) | Phosphorus-containing derivatives of acetic acid as herbicides and plant growth regulants | |
| US4421547A (en) | 4-Hydroxy-5-isopropyl-2-methylphenyl trimethylammonium, 1-piperidine carboxylate salt of N-phosphonomethylglycine and its use as a herbicide | |
| US4461764A (en) | Pesticidal phosphoryl- and phosphinyl-thioalkyl cyclic sufones | |
| DD252752A5 (de) | Mittel zur unkrautbekaempfung | |
| EP0038636A2 (de) | Sulfonamidderivate, sie enthaltende Zusammensetzungen, ihre Herstellung und Verwendung | |
| US3647850A (en) | Fluorine substituted benzyl dithiocarbamates and their production and use | |
| CA1120747A (en) | Herbicidal agents | |
| EP0201807B1 (de) | Oximinophosphorsäurederivate, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung von Schädlingen | |
| CH620812A5 (en) | Herbicide | |
| DE2601447A1 (de) | Cyclohexen-ester | |
| EP0232500A2 (de) | Di- und Tripeptide mit N-terminalem Phosphinothricin, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung unerwünschten Pflanzenwuchses | |
| CS210604B2 (en) | Herbicide and preparation method of active substance | |
| EP0433446B1 (de) | Herbizide organo-phosphor-verbindungen |