CA2072104A1 - Herbicides selectifs - Google Patents

Herbicides selectifs

Info

Publication number: CA2072104A1
Authority: CA; Canada
Prior art keywords: weight; agent; component; acid esters; phenoxy
Prior art date: 1989-10-28
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.): Abandoned

Application number

CA 2072104

Other languages

English (en)

Inventor

Rudolf Heinrich

Thomas Maier

Hans Schumacher

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Hoechst AG

Original Assignee

Individual

Priority date (The priority date 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 date listed.)

1989-10-28

Filing date

1990-10-24

Publication date

1991-04-29

1990-10-24 Application filed by Individual filed Critical Individual

1991-04-29 Publication of CA2072104A1 publication Critical patent/CA2072104A1/fr

Status Abandoned legal-status Critical Current

Links

239000004009 herbicide Substances 0.000 title claims abstract description 10
150000001875 compounds Chemical class 0.000 claims abstract description 26
239000003795 chemical substances by application Substances 0.000 claims abstract description 17
239000000839 emulsion Substances 0.000 claims abstract description 12
239000012141 concentrate Substances 0.000 claims abstract description 10
239000000080 wetting agent Substances 0.000 claims abstract description 10
239000003995 emulsifying agent Substances 0.000 claims abstract description 9
230000002363 herbicidal effect Effects 0.000 claims abstract description 8
125000001931 aliphatic group Chemical group 0.000 claims abstract description 6
239000000654 additive Substances 0.000 claims abstract description 5
239000003960 organic solvent Substances 0.000 claims abstract description 5
239000003381 stabilizer Substances 0.000 claims abstract description 5
150000003014 phosphoric acid esters Chemical class 0.000 claims abstract description 4
150000001733 carboxylic acid esters Chemical class 0.000 claims abstract description 3
150000005846 sugar alcohols Polymers 0.000 claims abstract description 3
-1 phenoxyphenoxy- Chemical class 0.000 claims description 22
239000008096 xylene Substances 0.000 claims description 10
239000010695 polyglycol Substances 0.000 claims description 8
239000000194 fatty acid Substances 0.000 claims description 7
229920000151 polyglycol Polymers 0.000 claims description 7
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
150000002170 ethers Chemical class 0.000 claims description 6
229920001522 polyglycol ester Polymers 0.000 claims description 6
239000002904 solvent Substances 0.000 claims description 6
238000000034 method Methods 0.000 claims description 5
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 4
150000002009 diols Chemical class 0.000 claims description 4
150000002148 esters Chemical class 0.000 claims description 4
229920005862 polyol Polymers 0.000 claims description 4
150000003077 polyols Chemical class 0.000 claims description 4
238000002360 preparation method Methods 0.000 claims description 4
229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
235000014113 dietary fatty acids Nutrition 0.000 claims description 3
229930195729 fatty acid Natural products 0.000 claims description 3
150000004665 fatty acids Chemical class 0.000 claims description 3
239000007788 liquid Substances 0.000 claims description 3
QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical class C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 claims description 2
YQSGAPRTTCXZBP-UHFFFAOYSA-N [2-(1,3-benzothiazol-2-yloxy)phenyl] hydrogen carbonate Chemical class OC(=O)OC1=CC=CC=C1OC1=NC2=CC=CC=C2S1 YQSGAPRTTCXZBP-UHFFFAOYSA-N 0.000 claims description 2
125000003118 aryl group Chemical group 0.000 claims description 2
238000009835 boiling Methods 0.000 claims description 2
239000012456 homogeneous solution Substances 0.000 claims description 2
150000003738 xylenes Chemical class 0.000 claims description 2
239000000306 component Substances 0.000 claims 10
239000000203 mixture Substances 0.000 abstract description 17
238000009472 formulation Methods 0.000 abstract description 7
239000003849 aromatic solvent Substances 0.000 abstract description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 8
235000008504 concentrate Nutrition 0.000 description 8
PQKBPHSEKWERTG-UHFFFAOYSA-N Fenoxaprop ethyl Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 PQKBPHSEKWERTG-UHFFFAOYSA-N 0.000 description 7
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 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
GMBRUAIJEFRHFQ-UHFFFAOYSA-N Fenchlorazole-ethyl Chemical compound N1=C(C(=O)OCC)N=C(C(Cl)(Cl)Cl)N1C1=CC=C(Cl)C=C1Cl GMBRUAIJEFRHFQ-UHFFFAOYSA-N 0.000 description 6
AOGQPLXWSUTHQB-UHFFFAOYSA-N hexyl acetate Chemical compound CCCCCCOC(C)=O AOGQPLXWSUTHQB-UHFFFAOYSA-N 0.000 description 6
238000002474 experimental method Methods 0.000 description 5
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
239000013459 phenoxy herbicide Substances 0.000 description 4
URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 3
239000004359 castor oil Substances 0.000 description 3
235000019438 castor oil Nutrition 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
235000021388 linseed oil Nutrition 0.000 description 3
239000000944 linseed oil Substances 0.000 description 3
BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 description 3
239000007921 spray Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 3
KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
241000209510 Liliopsida Species 0.000 description 2
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
230000002411 adverse Effects 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
239000011575 calcium Substances 0.000 description 2
MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 2
PQKBPHSEKWERTG-LLVKDONJSA-N ethyl (2r)-2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoate Chemical group C1=CC(O[C@H](C)C(=O)OCC)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 PQKBPHSEKWERTG-LLVKDONJSA-N 0.000 description 2
HVCNNTAUBZIYCG-UHFFFAOYSA-N ethyl 2-[4-[(6-chloro-1,3-benzothiazol-2-yl)oxy]phenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=NC2=CC=C(Cl)C=C2S1 HVCNNTAUBZIYCG-UHFFFAOYSA-N 0.000 description 2
241001233957 eudicotyledons Species 0.000 description 2
235000013773 glyceryl triacetate Nutrition 0.000 description 2
QNVRIHYSUZMSGM-UHFFFAOYSA-N hexan-2-ol Chemical compound CCCCC(C)O QNVRIHYSUZMSGM-UHFFFAOYSA-N 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
MFSWTRQUCLNFOM-UHFFFAOYSA-N methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl MFSWTRQUCLNFOM-UHFFFAOYSA-N 0.000 description 2
ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
GJQIMXVRFNLMTB-UHFFFAOYSA-N nonyl acetate Chemical compound CCCCCCCCCOC(C)=O GJQIMXVRFNLMTB-UHFFFAOYSA-N 0.000 description 2
JYVLIDXNZAXMDK-UHFFFAOYSA-N pentan-2-ol Chemical compound CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 description 2
PGMYKACGEOXYJE-UHFFFAOYSA-N pentyl acetate Chemical compound CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
229960002622 triacetin Drugs 0.000 description 2
NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
XUKSWKGOQKREON-UHFFFAOYSA-N 1,4-diacetoxybutane Chemical compound CC(=O)OCCCCOC(C)=O XUKSWKGOQKREON-UHFFFAOYSA-N 0.000 description 1
SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 1
QNVRIHYSUZMSGM-LURJTMIESA-N 2-Hexanol Natural products CCCC[C@H](C)O QNVRIHYSUZMSGM-LURJTMIESA-N 0.000 description 1
MIJLZGZLQLAQCM-UHFFFAOYSA-N 2-ethoxyethyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OCCOCC)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl MIJLZGZLQLAQCM-UHFFFAOYSA-N 0.000 description 1
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
LRDIEHDJWYRVPT-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC(O)=C2C(N)=CC=C(S(O)(=O)=O)C2=C1 LRDIEHDJWYRVPT-UHFFFAOYSA-N 0.000 description 1
NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 1
DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
206010052804 Drug tolerance Diseases 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
ZCZSIDMEHXZRLG-UHFFFAOYSA-N acetic acid heptyl ester Natural products CCCCCCCOC(C)=O ZCZSIDMEHXZRLG-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000008065 acid anhydrides Chemical class 0.000 description 1
238000001720 action spectrum Methods 0.000 description 1
150000003998 acyclic ketones Chemical class 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
125000003342 alkenyl group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
230000004071 biological effect Effects 0.000 description 1
CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
VAIZTNZGPYBOGF-UHFFFAOYSA-N butyl 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OCCCC)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 VAIZTNZGPYBOGF-UHFFFAOYSA-N 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
RNWGYDIGXJHCHP-UHFFFAOYSA-L calcium;dodecane-1-sulfonate Chemical compound [Ca+2].CCCCCCCCCCCCS([O-])(=O)=O.CCCCCCCCCCCCS([O-])(=O)=O RNWGYDIGXJHCHP-UHFFFAOYSA-L 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
238000002144 chemical decomposition reaction Methods 0.000 description 1
244000038559 crop plants Species 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
ZJULYDCRWUEPTK-UHFFFAOYSA-N dichloromethyl Chemical compound Cl[CH]Cl ZJULYDCRWUEPTK-UHFFFAOYSA-N 0.000 description 1
150000005690 diesters Chemical class 0.000 description 1
230000000694 effects Effects 0.000 description 1
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 description 1
NJCROJMMGIPPHZ-UHFFFAOYSA-N ethyl 1-(2,4-dichlorophenyl)-5-(1,1,2,2-tetrafluoroethyl)-1,2,4-triazole-3-carboxylate Chemical compound N1=C(C(=O)OCC)N=C(C(F)(F)C(F)F)N1C1=CC=C(Cl)C=C1Cl NJCROJMMGIPPHZ-UHFFFAOYSA-N 0.000 description 1
JQSUKFONXCOFOY-UHFFFAOYSA-N ethyl 2-[4-(6-fluoroquinoxalin-2-yl)oxyphenoxy]propanoate Chemical compound C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=CN=C(C=C(F)C=C2)C2=N1 JQSUKFONXCOFOY-UHFFFAOYSA-N 0.000 description 1
OSUHJPCHFDQAIT-UHFFFAOYSA-N ethyl 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoate Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 OSUHJPCHFDQAIT-UHFFFAOYSA-N 0.000 description 1
NEHGWVYDSJWTJK-UHFFFAOYSA-N ethyl 4-[4-[4-(trifluoromethyl)phenoxy]phenoxy]pent-2-enoate Chemical compound C1=CC(OC(C)C=CC(=O)OCC)=CC=C1OC1=CC=C(C(F)(F)F)C=C1 NEHGWVYDSJWTJK-UHFFFAOYSA-N 0.000 description 1
JPXGPRBLTIYFQG-UHFFFAOYSA-N heptan-4-yl acetate Chemical compound CCCC(CCC)OC(C)=O JPXGPRBLTIYFQG-UHFFFAOYSA-N 0.000 description 1
ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-UHFFFAOYSA-N hexane-1,2,3,4,5,6-hexol Chemical compound OCC(O)C(O)C(O)C(O)CO FBPFZTCFMRRESA-UHFFFAOYSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 description 1
WVWKXYWWQHOXRW-UHFFFAOYSA-N methyl 2-[4-(4-bromo-2-chlorophenoxy)phenoxy]propanoate Chemical compound C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Br)C=C1Cl WVWKXYWWQHOXRW-UHFFFAOYSA-N 0.000 description 1
MYUXNKKGOFZPPL-UHFFFAOYSA-N methyl 2-[4-[2-chloro-4-(trifluoromethyl)phenoxy]phenoxy]propanoate Chemical compound C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(C(F)(F)F)C=C1Cl MYUXNKKGOFZPPL-UHFFFAOYSA-N 0.000 description 1
MDXGYOOITGBCBW-UHFFFAOYSA-N methyl 2-[4-[4-(trifluoromethyl)phenoxy]phenoxy]propanoate Chemical compound C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(C(F)(F)F)C=C1 MDXGYOOITGBCBW-UHFFFAOYSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
QQZOPKMRPOGIEB-UHFFFAOYSA-N n-butyl methyl ketone Natural products CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
229920000847 nonoxynol Polymers 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
238000005191 phase separation Methods 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
WBHHMMIMDMUBKC-QJWNTBNXSA-N ricinoleic acid Chemical class CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O WBHHMMIMDMUBKC-QJWNTBNXSA-N 0.000 description 1
239000011877 solvent mixture Substances 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
230000000087 stabilizing effect Effects 0.000 description 1
239000000126 substance Substances 0.000 description 1
150000003852 triazoles Chemical class 0.000 description 1
ZBZJXHCVGLJWFG-UHFFFAOYSA-N trichloromethyl(.) Chemical compound Cl[C](Cl)Cl ZBZJXHCVGLJWFG-UHFFFAOYSA-N 0.000 description 1
150000004072 triols Chemical class 0.000 description 1
KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 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
- 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
- A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
- 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
- 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
- A01N25/22—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 ingredients stabilising the active ingredients
- 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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
- 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
- A01N43/72—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
- A01N43/74—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 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
- 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
- A01N43/72—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
- A01N43/74—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 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles

Landscapes

Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Dentistry (AREA)
Plant Pathology (AREA)
Engineering & Computer Science (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Toxicology (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

CA 2072104 1989-10-28 1990-10-24 Herbicides selectifs Abandoned CA2072104A1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19893935977 DE3935977A1 (de)	1989-10-28	1989-10-28	Selektive herbizide mittel
DEP3935977.8		1989-10-28

Publications (1)

Publication Number	Publication Date
CA2072104A1 true CA2072104A1 (fr)	1991-04-29

Family

ID=6392444

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2072104 Abandoned CA2072104A1 (fr)	1989-10-28	1990-10-24	Herbicides selectifs

Country Status (10)

Country	Link
EP (1)	EP0497806A1 (fr)
JP (1)	JPH05501251A (fr)
AU (1)	AU642920B2 (fr)
CA (1)	CA2072104A1 (fr)
DE (1)	DE3935977A1 (fr)
HU (1)	HUT60601A (fr)
IE (1)	IE903870A1 (fr)
PL (1)	PL287531A1 (fr)
PT (1)	PT95713A (fr)
WO (1)	WO1991006215A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6296864B1 (en) *	1996-11-01	2001-10-02	Sumitomo Chemical Company, Limited	Pesticidal composition

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ATE142422T1 (de) *	1991-05-18	1996-09-15	Hoechst Schering Agrevo Gmbh	Neue suspoemulsionen auf basis fenoxapropethyl
AU6576594A (en) *	1993-05-10	1994-12-12	Zeneca Limited	Safening pyridyloxyphenoxy propionic acid herbicides
AUPN265895A0 (en)	1995-04-28	1995-05-25	Risk Management Resources Pty Ltd	Control wheel assembly for trolleys
DE19913036A1 (de) *	1999-03-23	2000-09-28	Aventis Cropscience Gmbh	Flüssige Zubereitungen und Tensid/Lösungsmittel-Systeme
JP4543738B2 (ja) *	2004-05-11	2010-09-15	住友化学株式会社	農薬乳剤

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3203779A1 (de) *	1982-02-04	1983-08-11	Hoechst Ag, 6230 Frankfurt	Herbizide mittel
GR78909B (fr) *	1982-08-13	1984-10-02	Sipcam Spa
DE3525205A1 (de) *	1984-09-11	1986-03-20	Hoechst Ag, 6230 Frankfurt	Pflanzenschuetzende mittel auf basis von 1,2,4-triazolderivaten sowie neue derivate des 1,2,4-triazols
DD251276A5 (de) *	1985-06-04	1987-11-11	��`��@��k��	Stabilisierte fluessige herbizid- zusammensetzungen auf basis von m-bis carbanaten und ihre verwendung
DE3878378D1 (de) *	1987-10-02	1993-03-25	Ciba Geigy Ag	1,5-diphenyl-1,2,4,-triazol-3-carbonsaeurederivate zum schutz von kulturpflanzen vor der phytotoxischen wirkung von herbiziden.
DE3817192A1 (de) *	1988-05-20	1989-11-30	Hoechst Ag	1,2,4-triazolderivate enthaltende pflanzenschuetzende mittel sowie neue derivate des 1,2,4-triazols

1989
- 1989-10-28 DE DE19893935977 patent/DE3935977A1/de not_active Withdrawn
1990
- 1990-10-24 JP JP2514414A patent/JPH05501251A/ja active Pending
- 1990-10-24 HU HU921384A patent/HUT60601A/hu unknown
- 1990-10-24 WO PCT/EP1990/001799 patent/WO1991006215A1/fr not_active Ceased
- 1990-10-24 EP EP19900915442 patent/EP0497806A1/fr not_active Withdrawn
- 1990-10-24 CA CA 2072104 patent/CA2072104A1/fr not_active Abandoned
- 1990-10-24 AU AU65494/90A patent/AU642920B2/en not_active Ceased
- 1990-10-26 IE IE387090A patent/IE903870A1/en unknown
- 1990-10-26 PT PT9571390A patent/PT95713A/pt not_active Application Discontinuation
- 1990-10-26 PL PL28753190A patent/PL287531A1/xx unknown

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6296864B1 (en) *	1996-11-01	2001-10-02	Sumitomo Chemical Company, Limited	Pesticidal composition

Also Published As

Publication number	Publication date
AU642920B2 (en)	1993-11-04
WO1991006215A1 (fr)	1991-05-16
HUT60601A (en)	1992-10-28
EP0497806A1 (fr)	1992-08-12
AU6549490A (en)	1991-05-31
DE3935977A1 (de)	1991-05-02
JPH05501251A (ja)	1993-03-11
IE903870A1 (en)	1991-05-08
PT95713A (pt)	1991-09-13
PL287531A1 (en)	1991-10-21

Legal Events

Date	Code	Title	Description
1992-04-28	EEER	Examination request
1995-04-24	FZDE	Dead

Publication	Publication Date	Title
RU1836012C (ru)	1993-08-23	Способ защиты зерновых культур от фитотоксического действи феноксапропэтила
CA2647381C (fr)	2014-02-25	Formulations microemulsifiables comprenant de l'azoxystrobine et du propiconazole
JP3011724B2 (ja)	2000-02-21	水性マイクロエマルジョンの形態の除草剤
CA2078092C (fr)	2003-12-09	Compositions herbicides selectives sous forme de micro-emulsions concentrees
EP2381771A1 (fr)	2011-11-02	Composition herbicide à base d'auxine
EP0183384B1 (fr)	1988-08-10	Sel de dicamba à volatilité basse et herbicides
CA1182301A (fr)	1985-02-12	Herbicides
US6232272B1 (en)	2001-05-15	Manufacture and use of herbicide chlorinated phenoxy formulation
CA2072104A1 (fr)	1991-04-29	Herbicides selectifs
EP0645964B1 (fr)	1996-10-09	Composition herbicide
EP0057035B1 (fr)	1985-01-09	Formulation biocide liquide, procédé de préparation de cette formulation, et l'utilisation de cette formulation
CN1060009A (zh)	1992-04-08	水可稀释的异噻唑酮组合物
US4250179A (en)	1981-02-10	Metal complex imidazole fungicides, and methods of controlling fungi with them
EP0669078A1 (fr)	1995-08-30	Concentrés émulsionnables de pesticides moins nuisibles pour l'environnement
CA1114289A (fr)	1981-12-15	Substances a base de 1-(alkoxyphenyl)-5-(phenyl) biguande, servant de fongicides en agriculture
CZ375397A3 (cs)	1998-05-13	Fungicidní prostředek, jeho použití a způsob potírání hub
JPH0826907A (ja)	1996-01-30	低環境有害性・乳化性濃厚農薬製剤
HU189576B (en)	1986-07-28	Compositions of diminished phytotoxicity containing acetamide herbicides and thiazol-carboxylic-ester derivatives as antidotums
US4011062A (en)	1977-03-08	Novel compositions containing acetylenic glycol safeners for spring wheat
EP1043929B1 (fr)	2006-03-01	Melanges de chloroacetamides permettant de supprimer la precipitation
GB2091558A (en)	1982-08-04	Liquid biocidal formulation
DE4135587A1 (de)	1993-05-06	Selektive herbizide mittel in form konzentrierter mikroemulsionen

CA2072104A1 - Herbicides selectifs - Google Patents

Info

Links

Classifications

Landscapes

Applications Claiming Priority (2)

Publications (1)

Family

ID=6392444

Family Applications (1)

Country Status (10)

Cited By (1)

Families Citing this family (5)

Family Cites Families (6)

Cited By (1)

Also Published As

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