MXPA00011673A - Agents for controlling plant pests - Google Patents
Agents for controlling plant pestsInfo
- Publication number
- MXPA00011673A MXPA00011673A MXPA/A/2000/011673A MXPA00011673A MXPA00011673A MX PA00011673 A MXPA00011673 A MX PA00011673A MX PA00011673 A MXPA00011673 A MX PA00011673A MX PA00011673 A MXPA00011673 A MX PA00011673A
- Authority
- MX
- Mexico
- Prior art keywords
- active
- compound
- formula
- test
- weight
- Prior art date
Links
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- BQYJATMQXGBDHF-UHFFFAOYSA-N difenoconazole Chemical compound O1C(C)COC1(C=1C(=CC(OC=2C=CC(Cl)=CC=2)=CC=1)Cl)CN1N=CN=C1 BQYJATMQXGBDHF-UHFFFAOYSA-N 0.000 description 1
- TUKQLEWOUPCTOS-UHFFFAOYSA-N dimagnesium;dioxido(oxo)silane;hydroxy-oxido-oxosilane;hydrate Chemical compound O.[Mg+2].[Mg+2].O[Si]([O-])=O.O[Si]([O-])=O.[O-][Si]([O-])=O TUKQLEWOUPCTOS-UHFFFAOYSA-N 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- FBOUIAKEJMZPQG-BLXFFLACSA-N diniconazole-M Chemical compound C1=NC=NN1/C([C@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1Cl FBOUIAKEJMZPQG-BLXFFLACSA-N 0.000 description 1
- KARVSHNNUWMXFO-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane;hydrate Chemical compound O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Al]O[Al]=O KARVSHNNUWMXFO-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- PYZSVQVRHDXQSL-UHFFFAOYSA-N dithianon Chemical compound S1C(C#N)=C(C#N)SC2=C1C(=O)C1=CC=CC=C1C2=O PYZSVQVRHDXQSL-UHFFFAOYSA-N 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 230000012173 estrus Effects 0.000 description 1
- DWRKFAJEBUWTQM-UHFFFAOYSA-N etaconazole Chemical compound O1C(CC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 DWRKFAJEBUWTQM-UHFFFAOYSA-N 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable Effects 0.000 description 1
- FKLFBQCQQYDUAM-UHFFFAOYSA-N fenpiclonil Chemical compound ClC1=CC=CC(C=2C(=CNC=2)C#N)=C1Cl FKLFBQCQQYDUAM-UHFFFAOYSA-N 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- RYLHNOVXKPXDIP-UHFFFAOYSA-N flufenoxuron Chemical compound C=1C=C(NC(=O)NC(=O)C=2C(=CC=CC=2F)F)C(F)=CC=1OC1=CC=C(C(F)(F)F)C=C1Cl RYLHNOVXKPXDIP-UHFFFAOYSA-N 0.000 description 1
- IJJVMEJXYNJXOJ-UHFFFAOYSA-N fluquinconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1C(=O)C2=CC(F)=CC=C2N=C1N1C=NC=N1 IJJVMEJXYNJXOJ-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- RGNPBRKPHBKNKX-UHFFFAOYSA-N hexaflumuron Chemical compound C1=C(Cl)C(OC(F)(F)C(F)F)=C(Cl)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F RGNPBRKPHBKNKX-UHFFFAOYSA-N 0.000 description 1
- AEMXANZTBWZJBY-UHFFFAOYSA-N hexanedioic acid Chemical compound OC(=O)CCCCC(O)=O.OC(=O)CCCCC(O)=O.OC(=O)CCCCC(O)=O AEMXANZTBWZJBY-UHFFFAOYSA-N 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 229910000460 iron oxide Inorganic materials 0.000 description 1
- 159000000014 iron salts Chemical class 0.000 description 1
- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- ZOTBXTZVPHCKPN-HTXNQAPBSA-N kresoxim-methyl Chemical group CO\N=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC=C1C ZOTBXTZVPHCKPN-HTXNQAPBSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 125000003977 lipoyl group Chemical group S1SC(C([H])([H])C(C(C(C(=O)[*])([H])[H])([H])[H])([H])[H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 229920000940 maneb Polymers 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- CIFWZNRJIBNXRE-UHFFFAOYSA-N mepanipyrim Chemical compound CC#CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 CIFWZNRJIBNXRE-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 230000003641 microbiacidal Effects 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 150000002780 morpholines Chemical class 0.000 description 1
- WIBFFTLQMKKBLZ-SEYXRHQNSA-N n-butyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCC WIBFFTLQMKKBLZ-SEYXRHQNSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- AFMIYEXCCPCEKD-UHFFFAOYSA-N nitromethane Chemical group [CH][N+]([O-])=O AFMIYEXCCPCEKD-UHFFFAOYSA-N 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000011087 paperboard Substances 0.000 description 1
- MOQRZWSWPNIGMP-UHFFFAOYSA-N pentyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCC MOQRZWSWPNIGMP-UHFFFAOYSA-N 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- ATROHALUCMTWTB-OWBHPGMISA-N phoxim Chemical compound CCOP(=S)(OCC)O\N=C(\C#N)C1=CC=CC=C1 ATROHALUCMTWTB-OWBHPGMISA-N 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 230000003032 phytopathogenic Effects 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 description 1
- QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 description 1
- 229910052904 quartz Inorganic materials 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-M stearate Chemical class CCCCCCCCCCCCCCCCCC([O-])=O QIQXTHQIDYTFRH-UHFFFAOYSA-M 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 239000004308 thiabendazole Substances 0.000 description 1
- 235000010296 thiabendazole Nutrition 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 229910001929 titanium oxide Inorganic materials 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N vinyl chloride Chemical class ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- CHNQZRKUZPNOOH-UHFFFAOYSA-J zinc;manganese(2+);N-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[Zn+2].[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S CHNQZRKUZPNOOH-UHFFFAOYSA-J 0.000 description 1
Abstract
The invention relates to agents for controlling plant pests, which contain the compound of formula (I) in mixture with other fungicidal active ingredients, with the exception of cyclopropylcarboxamide derivatives and azolylmethylcycloalkanes.
Description
AGENTS FOR THE CONTROL OF PESTS OF PLANTS Field of the Invention The present invention relates to agents for combating pests, which contain a combination of the compound of the formula (I)
with fungicides. BACKGROUND OF THE INVENTION Fungicidal active compounds are known, such as azole derivatives, arylbenzyl ethers, benzamides, morpholine compounds and other heterocycles (cf. KH Büchel "Pflanzenschutz und Schádlingsbekámpfung" pages 140 to 153, Georg Thieme-Verlag, Stuttgart 1977, EP- OS 0 040 345, DE-OS 2 324 010, DE-OS 2 201 063, EP-OS 0 112 284, EP-OS 0 304 758 and DD-PS 140 412). Mixtures of certain nitromethyl derivatives with fungicidal active compounds REF .: 125039 and their use as agents for controlling pests in the protection of plants are already known (US-P-4 731 385; JP-OS 63-68507, 63 / 68505; 63/72608; 63/72 609, 63/72 610, WO 96/03 045, JP 08 245 323, JP 04 368 303, JP 05 017 311, WO 97/22 254, WO 92/21 241) . Mixtures of certain open-chain nitromethylenes and nitroguanidines with fungicides are already known (JP-OS 30 47 106, US-P 5 181 587). Mixtures of cyclopropylcarboxamides with certain nitromethylene or no troguanidine derivatives are already known (JP-OS 3 271 207). Mixtures of Imidacloprid and fungicidal active compounds for use in the protection of materials and against termites are already known, but not for use against pests harmful to plants (EP-OS 0 511 541). Mixtures of Imidacloprid and azolylmethylcycloalkanes, especially Triticonazole, are known from EP-OS 545 834. However, nothing has yet been disclosed about the fact that nitroguanidine derivatives and fungicides, with the exception of cyclopropylcarboxamides and Triticonazole, are they influence each other in their effect in such a favorable way that they can be used, with good compatibility with plants, excellently as pesticide agents against plant pests. Description of the Invention The present invention relates to agents against plant pests, which contain the compound of the formula (I)
in admixture with fungicidal active compounds, with the exception of the cyclopropylcarboxamide derivatives of the azolylmethylcycloalkanes. As fungicides in the agents according to the invention for the control of plant pests, mention may be made, by way of example. (1) Azole derivatives of the formula R2 R'-C-R3 (? H2) "so
(TEBUCONAZOLE)
i-2) R1 R2, R3. -OCH2CH (n-C3H7) O-, n = 1, (PROPICONAZOLE)
R, R3 = -OCH2CH (CH3) O-, (DIFENCONAZOLE)
-CH-CH, (II-4) R ^ CI- J- f R2 = JL? R3 = -OH, n = l,
(CYPROCONAZOLE) (II 5) R ?. F-H - R2 = K. R3.oH.n-l.
(FLUTRIAFOL)
Cl
(II-6) R3 = CIHQ-? R4 =. (CH2) 3CH3) R5aOH n = 1 ((HEXACONAZOLE)
(MYCLOBUTANIL)
(PENCONAZOLE)
"-? CHCH2CH2-. N., OCH2CF3 (FURCONAZOLE) (ETACONAZOLE)
(BROMUCONAZOLE)
(11-14) Rl = (^ J- R = -CH2-CH3- ^ -CI, n = 1, R3 ~ CN, (FENBUCONAZOLE)
(11-15) Rl = 1, (TETRACONAZOLE) (11-16) R = Cl- ^ "" O. R = -CH (OH) -C (CH3) 3. n = 0, R = H,
(TRIADIMENOL)
Gl-17) Rl = C | - == / "° • R2" -CO-C (CH3) 3 > n = 0. R = H,
(TRIADIMEFON)
(I -188)) Rl = f ~ - ~ O-. R2 = -CH (OH) -C (CH3) 3, n = 0,
R3 = H, (BITERTANOL)
(11-19) R = "-CH (OH) -C (CH3) 3, n - 0. R = H. (DICLOBUTRAZOL)
yes-20) Rl a. R2 - 0. (DINICONAZOLE)
Azole derivatives of the formula (FLUSILAZOLE)
(3) the azole derivative of the formula
(PROCHLORAZ)
(4) the compound S * (V)
(5) Azole derivatives of the formula
(FLUQUINCONAZOLE)
(6) heterocycles of the formula
(VII-1) X = 0, R8 = CH3, R9 = H, R10 = C10H2I
(TRIDEMORPH)
(VII-2) X = 0. R8 = CH3, R9 = H, RIO = c9H19
(ALDIMORPH)
(VII-3) X (FENPROPIMORPH)
(V? -4) X-CH2.R8-H, R9-CH3.RIO- (FENPROPIDIN) (7) the compound of the formula
-.j ^^ ^ - ^ aaij the compound of the formula
the compound of the formula
the compound of the formula
(PYRJFENOX) the compound of the formula
(FENARJMO) (12) the compound of the formula
(TRIFLUMIZOLE) (13) compounds of the formula
(VINCLOZOLIN)
(PROCYMIDONE)
^ áfife ^ s ^ (IPRODIONE)
(14) the compounds of the formula
(XV-l) Rl2 = CH3 (PYRIMETHANIL)
(XV-2) Rl2 = C C-CH3 (MEPANIPYRIM)
(15) the compounds of the formula
(XVI-1) Rl3 = H (DICHLORFLUANID)
(XVI-2) Rl3 = CH3. (TOLYLFLUANID)
6) the compound of the fopula
(DITHIANON)
(l?) the compound of the formula
H3C- (CH2) "- NH and NH22 C -H -33C ~ O22H" '(XVIII) NH (DODINE)
(! 8) the compound of the formula?
(CHLOROTHALONIL)
(19) the compound of the formula (DIMETHOMORPH) (20) the compound of the formula
(METALAXYL)! (21) the compound of the formula
(CYMOXANILE) (22) the compound of the formula (XXIII) (FLUAZINAM) (23) the compound of the formula
(24) the compounds of the formula CI3C-S-R14 (XXV)
(CAPTAN)
(FOLPET) (25) the compound of the fopula
(ANYLAZINE) (26) the compound of the formula (XXVII) (OXADIXYL)
(27) the compound of the formula
HSC2 Al (XXVIII)
(FOSETYL AL) (28) the compound of the formula
(DINOCAP)
(29) the compound of the formula (30) the compound of the formula
(31) the compound of the formula
(ANTRACOL) 20 (32) the compound of the formula (XXXIII) &x- (XXX3II-1) M = Zn (ZINEB)
(XXXIII-2) M = Mn (MANEB)
(XXXIII-3) M = Mn / Zn (MANCOZEB)
(33) the compound of the formula
s s (CH3) 2N- ^ "N (CH3) 2 S -S (XXXIV)
(THIRAM)
(34) the compound of the formula
(TYMIBENCONAZOLE)
• J: .. 3¡ »,: 3? ..
(35) the compound of the formula
[(S-CS-NH-CHj-CH2-NH-CS-S-) Zn (NH3),)] (-S-CS-NH-CH2-CH2-NH-CS-S-] (XXXVI)
(ME? RAM)
(36) the compound of the formula
(XXXVII)
(37) the compound of the formula
(XXXVIII)
(38) the compound of the formula
(XXXIX)
wherein, R1D and R16, independently of one another, mean hydrogen, halogen, methyl or phenyl and R, 17 signifies hydrogen or methyl, (39) 8-tbutyl-2- (N-ethyl-Nn-propylamino) -methyl -1, 4 -dioxaespiro [4.5] dean of the formula of the fopula
(40) the compound of the formula
(41) the compound of the formula
(42) the compound of the formula
A Fludioxonil A = Fenpicloni!
(43) the compound of the formula CH,, Bu? -st? H > - CH? O
(44) the compound of the formula
R "
R9 = CONHtBu; R6 = -NHCOOMe Benomyl
R9 = H; R6 Thiabendazole
R9-H; R6 = -NHCOOMe Carbendazin
(45) the compound of the formula NH-CS-NHCOOMe NH-CS-NHCOOMe
(46) the compound of the formula (47) the compound of the formula
(48) the compound of the formula
(49) the compound of the fopula
(50) the compound of the fopula
(51) the compound of the formula (52) the compound of the formula
(53) the compound of the formula Dcorr
(54) the compound of the formula
QX Butylbenzisothiazolinon
(55) the compound of the formula
Benzothiophen-2-cyclohexyl-carboxamide-S, S-dioxide. The active product of the formula (I) is known from EP-OS 0 235 725. The fungicidal active compounds are also known.
Thus, for example, the following publications are described: (1) compounds of formula (II) DE-OS 2 201 063 DE-OS 2 324 010 DE-OS 2 737 489 DE-OS 3 018 866 DE- OS 2 551 560 EP 47 594 DE 2 735 872 (2) the compounds of the formula (III) EP 68 813 US 4 496 551 (3) the compounds of the formula (IV) DE-OS 2 429 523 DE-OS 2 856 974 US 4 108 411 (6) the compounds of the formula (VII) DL 140 041 (7) the compound of the formula (VIII) EP 382 375 (8) the compound of the formula (IX) EP 515 901
.--. ^^ - faith. '.
(9) the compound of the formula (X) EP 314 422 (10) the compound of the formula (XI) EP 49 854 (11) the compound of the formula (XII) DE-OS 1 770 288 US 3 869 456 ( 13) the compounds of the formula (XIV) DE 2 207 576 US 3 903 0909 US 3 755 350 US 3 823 240 (14) the compounds of the formula (XV) EP 270 111 (19) the compound of the formula (XX) EP 219 756 (34) the compound of the formula (XXXV) US 4 512 989 (38) the compounds of the formula (XXXIX) EP 398 692 (48) the compound of WO 97/27189 (49) the compound of WO 96/16048, this compound can be presented in 2 tautomeric forms (A) and (B)
The compounds of groups (15), (16), (17), (18), (23), (34), (25), (28), (31), (32), (33) and ( 38) to (47) have been described, for example, in
K.H. Büchel, "Pflanzenschut z und
Schádlingsbekampfung, pages 121-153, Georg Thie e- Verlag, Stuttgart, 1977. The group's compound
(39) is known from EP-OS 281 842. The compound of group (50) is known from WO 97/06 171. The compound of group (51) is known from DE-24 33 410.
The compounds of groups (52) to (54) are known to W. Paulus, "Microbicides for the Protection of Matrials, Chepman &Hall 1993." The compound of group (55) is known from EP-05 512 349. The active compound combinations according to the invention contain, together with the active compound of formula (I), at least one fungicidal active compound, for example selected from the compounds from groups (1) to (55). They can also contain other active products as well as auxiliary products and additives as well as diluents. As fungicidal active agents in the agents according to the invention, mention may be made of: Kresoximmethyl, Cyproconazole, Pencycuron, Tolylfluanid, Fenpiclonil, TMTD, Fludioxonil, Metalaxyl, Propiconazole, Tebuconazole, Triadimenol, Bitertanol, Azoxystrobin and SZX 722. When the active products are present in the combinations of active compounds according to the invention in certain proportions by weight, a clear synergistic effect of the mixtures is observed. However, the proportions by weight of the active products in the combinations of active products can vary within a relatively large range. In general, they correspond to 1 part by weight of active compound of the formula (I) 0.1 to 10 parts by weight, preferably 0.3 to 3 parts by weight of at least one active fungicide, for example of the groups (1) to (55) ). The active compound combinations according to the invention have very good fungicidal properties. They can be used, above all, for the fight against phytopathogenic fungi, such as plasmodioforomycetes, oomycetes, chytridiomycetes, zygomycetes, ascomycetes, basidiomycetes, deuteromycetes, etc. The active compound combinations according to the invention are particularly suitable for the control of cereal diseases, such as Erysiphe, Cochliobolus, Septoria, Pyrenophora and Leptosphaeria, and against attack by fungi on vegetables, vines and fruit trees, for example against Venturia or Podosphaera in the apple tree, Uncinula in vines or Sphaeroteca in cucumbers.
The combinations of active ingredients are suitable for the control of animal pests, especially against arthropods, especially insects, which occur in agriculture, in forestry, for the protection of stored products and materials and in the field of hygiene. They are active against normally sensitive and resistant species as well as against all or some of the stages of development. The plagues cited above belong: From the order of the isopods, for example, Oniscus asellus, Armadillidium vulgare, Porcellio scaber. From the order of the diplópodos, for example, Blaniulus guttulatus. From the order of the chilopoda, for example, Geophilus carpophagus, Scutigera spec. From the order of the sinfilos, for example, Scutigerella im aculata. Of the order of the tisanes, for example,
Lepisma saccharina. From the order of springtails, for example, Onychiurus armatus.
From the order of the orthoptera, for example, Blatta orientalis, Periplaneta americana, Leucophaea maderae, Germanic Blattella, Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus differentialis, Schistocerca gregaria. Of the order of the dermápteros, for example ,. Formatic auricularia. From the order of the isoptera, for example, Reticulitermes spp .. From the order of the anoplines, for example,
Pediculus humanus corporis, Hae atopinus spp., Linognathus spp. From the order of the malophagus, for example, Trichodectes spp., Damalinea spp. From the order of the Thysanoptera, for example,
Hercinothrips femoralis, Thrips tabaci. From the order of the heteroptera, for example, Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex Lectularius, Rhodnius prolixus, Triatoma spp. From the order of the Homoptera, for example, Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cruptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Phylloxera vastatrix, Pemphigus spp., Macrosiphu avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecaniu corni , Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens; Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp. From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella maculipennis, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp. Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Laphygma exigua, Ma estra brassicae, Panolis flammea, Prodenia litura, Spodoptera spp., Trichoplusia ni, Carpocapséi pomonella, Pieris spp., Chilo spp. Pyraustói nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanimous, Tortrix viridana.
From the order of Coleoptera, for example, Anobium punctatum, Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica. Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus. Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica. From the order of Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis and Vespa spp. From the order of Diptera, for example, Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomia spp., Cuterebra spp., Gastrophilus spp. , Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinela frit, Phorbia spp., Pegomyia hyoscyami, Cera.titis capitana, Dacus oleae and Typula paludosa. The good compatibility with the plants of the combinations of the active products in the concentrations necessary to fight the diseases of the plants allows a treatment of the aerial parts of the plants, of the seedlings and of the seeds, and of the land. The active compound combinations according to the invention can be converted into the customary formulations, such as solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols, microencapsulations in polymeric materials and in seed coating compositions, as well as volume formulations ultra low (ULV). These formulations are prepared in known manner, for example by mixing the active compounds with extenders, that is, with liquid solvents, liquefied gases under pressure and / or solid excipients, optionally with the use of surfactants, ie emulsifiers and / or dispersants and / or foam generating means. When water is used as an extender, organic solvents can be used, for example, as auxiliary solvents. Preferred liquid solvents are: aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example petroleum fractions, alcohols such as butanol or glycol, as well as their ethers and esters, ketones, such as acetone, ethylethyl ketone, methyl isobutyl ketone or cyclohexanone, or strongly polar solvents, such as dimethylformamide and dimethyl sulfoxide as well as water; liquefied gaseous excipients or excipients are those liquids which are gaseous at normal temperature and pressure, for example propellant gases for aerosols, such as halogenated hydrocarbons, as well as butane, propane, nitrogen and carbon dioxide; as solid excipients, the ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite and diatomaceous earth and the synthetic molten minerals, such as highly dispersed silicic acid, aluminum oxide and silicates; as solid excipients for granulates, broken and fractionated natural minerals, such as calcite, marble, pumice, sepiolite and dolomite, as well as synthetic granules of inorganic and organic flours and granulates of organic material, such as sawdust or walnut shells, can be used of coconut, corn ears and tobacco stems; suitable emulsifiers and / or foamers are, for example, non-ionogenic and anionic emulsifiers, such as polyoxyethylenated esters of fatty acids, polyoxyethylened ethers of fatty alcohols, for example, alkylaryl polyglycol ether, alkylsulfonates, alkyl sulfates, the arylsulfonates, as well as the albumin hydrolysates; Dispersants include sulfite lignin bleach and methylcellulose. In the formulations, adhesives such as carboxymethylcellulose and natural and synthetic polymers powdery, granulated or in the form of latex, such as gum arabic, polyvinyl alcohol, and polyvinyl acetate, as well as phospholipids, such as cephalin and lecithin and synthetic phospholipids can be employed. Other additives can be mineral or vegetable oils. Dyes, such as inorganic pigments, for example, iron oxide, titanium oxide, Prussian blue and organic dyes, such as metallic alizarin, azo and phthalocyanine dyes as well as trace nutrients, such as iron salts, manganese, may be employed. , boron, copper, cobalt, molybdenum and zinc. The formulations contain, in general, between 0.1 and 95% by weight, preferably between 0.5 and 90% of active product. The active compound combinations according to the invention can be presented in admixture with other active compounds, such as fungicides, insecticides, acaricides and herbicides, as well as in mixtures with fertilizers or plant growth regulators. The active compound combinations can be as such, in the form of their formulations or of the forms of application prepared therefrom, such as ready-to-use solutions, emulsifiable concentrates, emulsions, suspensions, sprayable powders, soluble powders and granules. . The application is carried out in the usual manner, for example by watering, atomising, spraying, spreading, applying by brush, dry disinfected, disinfected in wet, disinfected in soaking, disinfected in suspension or inlaying. When treating parts of the plants, the concentrations of the active products can vary within wide limits in the forms of application. In general they are between 1 and 0.0001% by weight, preferably between 0.5 and 0.001%. When the seeds are treated, in general, amounts of active ingredient from 0.001 to 50 g per kilogram of seed, preferably from 0.01 to 10 g, will be required. When the soil is treated, active product concentrations of 0.00001 to 0.1% by weight, preferably 0.0001 to 0.02% by weight, will be required at the site of action. Furthermore, it has been found that the active compound combinations according to the invention show a high insecticidal effect against insects, which destroy industrial materials. In an exemplary and preferential manner - however without limitation - the following insects may be mentioned: Beetles, such as Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticornis, Dendrobium pertinex, Ernobius mollis, Priobium carpine, Lyc.tus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus: pubescens, Trogoxylon aequale, Minthes rugicollis; Xyleborus spec, Tryptodendron spec, Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec., Dinoderus minutus. Hymenoptera, such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur. Termites, such as Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicala, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus. Thysanides, such as Lepisma saccarina. By industrial materials, non-living materials will be understood in the present context, such as, preferably, synthetic materials, glues, glues, paper and cardboard, leather, wood and wood processing products and paints. In a very special way, the materials to be protected against attack by insects are made of wood and wood products. For wood and wood processing products, which can be protected by means of the agents according to the invention or of the mixtures containing them, it should be understood, for example: construction wood, wooden beams, railway sleepers, parts for bridges, boat ribs, wooden vehicles, boxes, pallets, containers, telephone poles, wooden coverings, wooden windows and doors, wooden plywood, plywood boards, carpentry works or wood products, which find application, in a very general way, at home or in the construction industry.
The active compounds can be used as such, in the form of concentrates or customary formulations in general, such as powders, granules, solutions, suspensions, emulsions or pastes. Said formulations can be prepared in a manner known per se, for example by mixing the active ingredients with at least one solvent or diluent, emulsifier, dispersants and / or binder or binding agent, water repellent, if appropriate drying agents and stabilizers against UV and, if necessary, dyes and pigments as well as other processing aids. The insecticidal agents or concentrates to be used for the protection of wood and wood materials contain the active compound according to the invention in a concentration of 0.0001 to 95% by weight, especially 0.001 to 60% by weight. The amounts of the agents or concentrates used depend on the type and origin of the insects and the environment. The optimum application quantities can be determined respectively by means of series of tests prior to the application. In general, however, it is sufficient to employ from 0.0001 to 20% by weight, preferably from 0.001 to 10% by weight of the active product, based on the material to be protected. A solvent or a mixture of organochemical solvents and / or a solvent or mixture of organo-chemical, oleaginous or oil-like solvents, which are difficult to volate and / or a solvent or mixture of polar organochemical solvents, is used as solvent and / or diluent. and / or water and, if appropriate, an emulsifier and / or humectant. The organochemical solvents used are preferably oleaginous or oleaginous solvents, with an evaporation value above 35 and a flame point above 30 ° C, preferably above 45 ° C. By way of such water-insoluble, oil-soluble or oleaginous-type solvents which are difficult to volatile, corresponding mineral oils or their aromatic fractions or mixtures of solvents containing mineral oils, preferably benzine for tests, petroleum and / or alkylbenzene, are used.
Advantageously, mineral oils with a boiling range of 170 to 220 ° C, benzine for tests with a boiling range of 170 to 220 ° C, spindle oil with a boiling range of 250 to 350 ° C, petroleum or aromatic hydrocarbons with a boiling range of 160 to 280 ° C, terpene oil and the like. In a preferred embodiment, liquid aliphatic hydrocarbons having a boiling range of 180 to 210 ° C or a high-boiling mixture of aromatic and aliphatic hydrocarbons having a boiling range of 180 to 220 ° C and / or oil for use are used. spindles and / or monochloronaphthalene, preferably a-monochloronaphtal ina. The organic solvents, hardly volatile, oleaginous or of oleaginous type, with an index of evaporation located above 35 and with a point of flame located above 30 ° C. preferably above 45 ° C, they can be partially replaced by light or medium volatility organochemical solvents, with the proviso that the solvent mixture has an evaporation index above 35 and a flame point located above 30 ° C, preferably above 45 ° C, and that the insecticidal-fungicidal mixture is soluble or emulsifiable in this solvent mixture. According to a preferred embodiment, a part of the solvent or mixture of organochemical solvents or a solvent or mixture of aliphatic, polar organochemical solvents will be replaced. Preference is given to using aliphatic organochemical solvents containing hydroxyl and / or ester and / or ether groups, such as, for example, glycol ether, esters or the like. As organochemical binders, the synthetic resins and / or the drying drying oils will be used within the scope of the present invention., known per se, dilutable with water and / or soluble or dispersible or emulsifiable in the organo-chemical solvents used, especially binders consisting of or containing acrylic resin, a vinyl resin, for example polyvinyl acetate, polyester resin, resin polycondensation or polyaddition, polyurethane resin, alkyd resin or modified alkyd resin, phenolic resin, hydrocarbon resin such as indeno-coumaron resin, silicone resin, vegetable drying and / or drying oils and / or physical binder based dryers of a natural and / or synthetic resin. The synthetic resin used as a binder can be used in the form of an emulsion, dispersion or solution. Bitumen or bituminous substances up to 10% by weight can also be used as binders. In a complementary way it can. colorants, pigments, water repellent agents, odor correctors and inhibitors or corrosion protection agents known per se, and the like, are used. It is preferred to use at least one alkyd resin or a modified alkyd resin and / or a vegetative oil in the medium or concentrate according to the invention as an organochemical binder. drying. Preferably, alkyd resins having an oil content of greater than 45% by weight, preferably from 50 to 68% by weight, are preferably used according to the invention. The aforementioned binder can be partially or totally replaced by an agent (mixture) of
¿¿¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡¡? fixation or by a plasticizer (mixture). These additives should avoid volatilization of active products as well as crystallization or precipitation. They preferably replace 0.01 to 30% of the binder (based on 100% of the binder used). The plasticizers are of the chemical class of the esters of phthalic acid such as dibutyl phthalate, dioctyl phthalate or benzyl butyl, phosphoric acid esters, such as tributyl phosphate, adipic acid esters, such as di- (adipate) adipate. 2-ethylhexyl), stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate, glycerin ethers or high molecular weight glycol ethers, esters. of glycerin as well as esters of p-toluenesulfonic acid. Fixative agents are chemically based on polyvinylalkyl ethers such as polyvinyl methyl ether or ketones such as benzophenone, ethylenebenzophenone. Suitable as solvent or diluent is water, if appropriate mixed with one or more of the aforementioned solvents or diluents, emulsifier and organochemical dispersants. Especially effective protection of the wood is achieved by impregnation processes on an industrial scale, for example vacuum, double vacuum or pressure processes. The ready-for-application agents may optionally contain other insecticides and, if appropriate, one or more additional fungicides. The insecticides and fungicides mentioned in WO 94/29 268 are preferably used as additional components of the mixture. The compounds mentioned in this document are expressly an integral part of the present application. Particularly preferred mixing components are insecticides, such as Chlorpyriphos, Phoxim, Silafluofin, Alphamethrin, Cyfluthrin, Cypermethrin, Deltamethrin, Permethrin, Imidacloprid, NI-25, Flufenoxuron, Hexaflumuron and Triflumuron. The good pesticidal effect of the active compound combinations according to the invention is apparent from the following examples. While the individual active products or the known combinations of the active ingredients have weaknesses in the pesticidal effect, it is clear from the tables of the following examples that the effect found on the active compound combinations according to the invention is greater than the sum of the effects of the individual active products and also greater than the effects of the known combinations of the active products. In the following examples, the active compound of the formula (I) is used
The active fungicidal products, also used, are indicated in the examples. Example A Test with Phaedon larvae. Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether.
To obtain a suitable preparation of active compound, 1 part by weight of active compound or of a combination of the active compounds is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the concentration desired. Cabbage leaves (Brassica olerácea) are treated by being dipped into the preparation of active compound at the desired concentration and covered with larvae of the horseradish leaf beetle.
(Phaedon cochleariae), as long as the leaves are still wet. After the desired time the destruction is determined in%. In this case 100% means that all larvae of the beetle were removed; 0% means that no larvae were removed from the beetle. In this test, for example, the following combinations of the active compounds according to the present application show a synergistically reinforced activity in comparison with the active ingredients used individually:
Table A (Insects harmful to plants) Phaedon larvae test
Example B Test with Plutella. Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound or of a combination of the active compounds is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the concentration desired. Cabbage leaves (Brassica olerácea) are treated by immersion in the preparation of active compound at the desired concentration and are covered with larvae of the cabbage moth (Plutella xylostella), as long as the leaves are still moist. After the desired time the destruction is determined in%. In this case 100% means that all caterpillars were removed; 0% means that no caterpillar was removed. In this test, for example, the following combinations of the active compounds according to the present application show a reinforced activity in a synergistic manner compared with the active ingredients used individually: Table B (Insects harmful to plants) Test with Plutella
Table B (Continued) (Insects harmful to plants) Essay with Plutella
Table B (Continued) (Insects harmful to plants) Essay with Plutella
Example C Assay with Heliothis virescens. Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound or of a combination of the active compounds is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the concentration desired. Soybean seedlings (Glycine max) are treated by immersion in the preparation of active compound at the desired concentration and covered with Heliothis virescens caterpillars, as long as the leaves are still moist. After the desired time the destruction is determined in%. In this case 100% means that all caterpillars were removed; 0% means that no caterpillar was removed. In this test, for example, the following combinations of the active compounds according to the present application show a synergistically reinforced activity in comparison with the active ingredients used individually:
Table C (Insects harmful to plants)
Test with Heliothis virescens
.Ay. **
Example D Test with Nephotettix. Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound or of a combination of the active compounds is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the concentration desired. Rice seedlings (Oryza sativa) are treated by immersion in the preparation of active compound at the desired concentration and covered with green rice cicadas (Nephotettix cinticeps), as long as the leaves are still moist. At the end of the desired time, the destruction in% is determined. In this case 100% means that all the cicadas were eliminated; 0% means that no cicada was removed. In this test, for example, the following combinations of the active compounds show, according to the present application, a reinforced synergistic metal activity in comparison with that of the active ingredients: used individually:
Table D (Insects harmful to plants) Test with Nephotettix
Table D (Continued) (Insects harmful to plants) Test with Nephotettix
Table D (Continued) (Insects harmful to plants)
Test with Nephotettix
Example E Test with Myzus. Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a convenient preparation of the active compound, 1 part by weight of active compound or of a combination of the active compounds is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration. Cabbage leaves are treated (Brassica olerácea), which are strongly attacked by the louse of the peach leaf, by immersion in the preparation of the active product of the desired concentration. After the desired time the elimination is determined in%. In this case 100% means that all lice were removed from the leaves; 0% means that no louse was removed. In this test, for example, the following combinations of the active ingredients show, according to the present application, a reinforced activity in a synergistic manner compared to that of the active products used individually:
Table E (Insects harmful to plants) Test with Myzus
Example F Limit concentration test / soil insects. Test Insect: Larvae in the field of Diabrotica balteata Solvent: 4 Parts by weight of acetone. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether.
To obtain a convenient preparation of the active compound, 1 part by weight of the active compound is mixed with the indicated amount of solvent, the indicated amount of emulsifier is added and the concentrate is diluted with water to the desired concentration. The preparation of the active product is intimately mixed with the soil. In this case practically no role plays the concentration of the active product in the preparation, being decisive only the amount of active product or the amount of mixture of the active products per unit of land volume, which is expressed in ppm (mg. / l).
The soil is loaded in pots of 0.5 liters and allowed to stand at 20 ° C. Immediately after loading, 5 pregerminated grains of corn are sown in each pot. After 2 days, the test insects are placed in the treated areas. After another 7 days, the degree of elimination is determined in%. In this case 100 means that all insects were eliminated; 0% means that no insect was eliminated. In this test, for example, the following combinations of the active compounds according to the present application show a reinforced activity in a synergistic manner in comparison with the active ingredients applied individually:
Table F Test with Diabrotica balteata
Table F (Continued) Test with Diabrotica balteata Table F (Continued) Test with Diabrotica balteata Table F (Continued) Test with Diabrotica balteata Table F (Continued) Test with Diabrotica balteata Test G Test of concentration limit / insects of the ground. Test Insects: Spodoptera frugiperda Solvent: 4 Parts by weight of acetone. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. In order to obtain a suitable preparation of the active compound, 1 part e: weight of the active compound or of a combination of the active compounds is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to a minimum. the desired concentration. The preparation of the active product is intimately mixed with the soil. In this case practically no role plays the concentration of the active product in the preparation, being the fundamental only the quantity of active product or of the mixture of the active products per unit of volume of the land, which occurs er. ppm (mg / l). The soil is loaded in pots of 0.5 liters and left to stand at 20 ° C. Immediately after loading, 3 pregerminated grains of corn are placed in each pot. After the outbreak of the corn kernels, pods are placed on the pots. After 9 days from the load, the corn is covered with the test animals. After another 5 days, the degree of destruction in% is determined. In this case 100% means that all test insects were destroyed; 0% means that exactly the same number of insects lived as in the untreated controls. In this test, for example, the following combinations of the active compounds according to the present application show a synergistically reinforced activity in comparison with the active ingredients used individually:
Table G Test with Spodoptera frugiperda Table G (Continued) Test with Spodoptera frugiperda Table G (Continued) Test with Spodoptera frugiperda Table G (Continued) Test with Spodoptera frugiperda
Example H
Limit concentration test / systemic effect on the roots.
Test Insects: Phaedon cochleariae larvae Solvent: 4 parts by weight of acetone. Emulsifier: part in alkylation of the lipoyl glycol ether.
In order to obtain a suitable preparation of active compound, 1 part by weight of the active compound or of a combination of the active compounds is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the desired concentration. The preparation of the active product is intimately mixed with the soil. In this case practically no role plays the concentration of the active product in. the preparation, being the fundamental only the quantity of active product or of the mixture of the active products by unit of volume of the land, that is given in ppm (mg / l). The soil is loaded in 250 ml pots and these are planted with (Brassica olerácea). The active product or the combination of the active products can be absorbed in this way from the roots of the plants from the ground and transported to the leaves. After 7 days the leaves are covered cor. the aforementioned test animals. After another 3 days, the degree of destruction is determined.
In this case 100% means that all the test insects were eliminated; 0% means that the same number of insects still lived as in the untreated controls. In this test, for example, the following combinations of the active compounds according to the present application show a reinforced activity in a synergistic manner in comparison with the: active ingredients used individually:
Table H Test with Phaedon cochleariae Table H (Continued) Test with Phaedon cochleariae Table H (Continued) Test with Phaedon cochleariae
Example I Formula for calculating the degree of activity of a combination consisting of two active products: The expected effect of a given combination of two active products can be calculated (see Colby, SR, "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds) 1_5, pages 20-22, 1967) in the following manner: If X is the degree of activity, expressed in% of the untreated controls, when the active product A is used with an application amount of mg / ha, Y is the degree of activity, expressed in% of the untreated controls, when the active product B is used with an application amount of ng / ha, E is the degree of activity, expressed in% of the untreated controls, when they are used the active products A and B with application amounts of m and n / ha, then
E = X + Y - X + Y 100 If the actual fungicidal effect is greater than calculated, then the combination is superadditive in terms of its effect, ie a synergistic effect is present. In this case, the degree of activity actually observed must be greater than the value calculated by means of the formula previously indicated for the expected degree of activity (E).
Test with Phytophthora (tomato) / protector Solvent: 47 parts by weight of acetone. Emulsifier: 3 parts by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of the active compound, 1 part by weight of the active compound or of the mixture of the active compounds is mixed with the indicated amounts of solvent and emulsifier and the concentrate IS; dilute with water to the desired concentration, or dilute an active product formulation or a combination of the active ingredients, commercially available, with water to the desired concentration. To test the protective activity, young plants are sprayed with the commercially available preparation of the active compound in the indicated application amount. After drying of the spray-applied coating, the plants are inoculated with an aqueous suspension of spores of Phytophthora infestans. The plants are then placed in an incubation chamber at approximately 20 ° C and with a relative humidity of 100%. After 3 days, from the inoculation, the evaluation is carried out. In this case, 0 means a degree of activity that corresponds to that of the controls, while a degree of activity of 100% means that no attack is observed. From the following tables it can be clearly seen that the effect found of the combinations of the active compounds according to the invention is greater than the calculated effect (see above), that is to say that a synergistic effect is present.
Table 1/1 Phytophthora (tomato) trial / protector
Table 1/2
Test with Phytophthora (tomato) / protector
Table 1/2 (continued) Test are Phytophthora (tomato) / protector Example J Sphaerotheca test (cucumber) / protector Solvent: 47 parts by weight of acetone. Emulsifier: 3 parts by weight of; alkylaryl polyglycol ether. To obtain a convenient preparation of the active compound, 1 part by weight of the active compound or mixture of the active compounds is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration, or A formulation of the active product or a combination of the active products, usually commercially available, is diluted with water to the desired concentration. To test the protective activity, young plants are sprayed with the commercially available preparation of the active compound in the indicated application amount. After drying the spray applied coating, the plants are inoculated with an aqueous spore suspension of Sphaerotheca fuliginea. The plants are then placed in an incubation chamber at approximately 23 ° C and with a relative humidity of 70%.
After 10 days, from the inoculation, the evaluation is carried out. In this case 0% means a degree of activity that corresponds to that of the controls, while a degree of activity of: l 100% means that no attack is observed. From the following tables you can clearly see that the effect found of the combinations of the active compounds according to the invention is greater than the calculated effect (see above), that is to say that a synergistic effect is present.
Table J Assay with Sphaerothesa (cucumber) / protector
Example K Test with Botrytis (beans) / protector. Solvent: 47 parts by weight of acetone. Emulsifier: 3 parts by weight of alkylaryl polyglycol ether. To obtain a convenient preparation of the active compound, 1 part by weight of the active compound or mixture of the active compounds is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration, or A formulation of the active product or a combination of the active products, usually commercially available, is diluted with water to the desired concentration. To test the protective activity, young plants are sprayed with the preparation of the active compound in the indicated application amount. After drying the spray applied coating, 2 pieces of agar covered with Botrytis cinerea are placed in each leaf. The inoculated plants are placed in an obscured chamber at approximately 20 ° C and with a relative humidity of 100%.
After 2 days, from the inoculation, the magnitude of the attack spots on the leaves is evaluated. In this case 0% means a degree of activity that corresponds to that of the controls, while an activity level of 100 means that no attack is observed. From the following tables it can clearly be seen that the effect found of the combinations of the active compounds according to the invention is greater than the calculated effect (see above), that is to say that a synergistic effect is present.
Table K / l Test with Botrytis (beans) / protector
Table K / 2 Test with Botrytis (beans) / protector
Table K / 3 Test with Botrytis (beans) / protector
Example L Test with Fusarium culmorum (wheat) / treatment of seeds The application of the active ingredients is carried out as a dry disinfectant agent. They are prepared by spreading the corresponding active product with mineral flour to give a finely pulverulent mixture, which guarantees a homogeneous distribution on the surface of the seeds. For disinfection, the infected seeds are shaken for 3 minutes in the disinfectant agent in a closed glass bottle. The wheat is planted at a rate of 2 x 100 grains at a depth of 1 cm in a standard soil and is grown in the greenhouse at a temperature of about 18 ° C and with an approximate relative humidity of 95% in seedbeds, which undergo daily 15 hours of light. Approximately after 3 weeks, from the sowing, the evaluation of the plants and the symptoms is carried out. In this case 0% means a degree of activity, which corresponds to that of the controls, while a degree of activity of 100% means that no attack is observed. Table L Trial with Fusarium culmorum (wheat) / treatment of «» seeds
EXAMPLE M Assay with Puccinia (wheat) / protector Solvent: 25 parts by weight of N, N-dimethylacetamide. Emulsifier: 0.6 Parts by weight of alkylaryl polyglycol ether. To obtain a convenient preparation of the active compound, 1 part by weight of the active compound or mixture of the active compounds is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration, or A formulation of the active product or a combination of the active products, usually commercially available, is diluted with water to the desired concentration. To test the protective activity, young plants are sprayed with the preparation of the active compound in the indicated application amount. After drying of the spray-applied coating, the plants are sprayed with a suspension of recondite Puccinia conids. The plants remain 48 hours at approximately 20 ° C and with a relative humidity of 100%.
The plants are then placed in a greenhouse at a temperature of approximately 20 ° C and with a relative humidity of 80%, to favor the development of rust pustules. After 10 days, from the inoculation, the evaluation is carried out. In this case 0% means a degree of activity that corresponds to that of the controls, while a degree of activity of 100% means that no attack is observed.
Table M Assay with Puccinia (wheat) / protector
Example N Test with Pyrenophora (barley) / protector Solvent: 25 parts by weight of N, N-dimethylacetamide. Emulsifier: 0.6 Parts by weight of alkylaryl polyglycol ether. To obtain a convenient preparation of the active compound, 1 part by weight of the active compound or mixture of the active compounds is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration, or A formulation of the active product or a combination of the active products, usually commercially available, is diluted with water to the desired concentration. To test the protective activity, young plants are sprayed with the preparation of the active compound in the indicated application amount. After drying the spray-applied coating, the plants are sprayed with a suspension of Pyrenophora teres conids. The plants remain 48 hours at approximately 20 ° C and with a relative humidity of 100%. The plants are then placed in a greenhouse at a temperature of approximately 20 CC and with a relative humidity of 80%. After 7 days, from the inoculation, the evaluation is carried out. In this case, 0% means a degree of activity corresponding to that of the controls, while a degree of activity of the
100% means that no attack is observed.
Table N
Test with Pyrenophora (barley) / protector Table N Test with Pyrenophora (barley) / protector
Example O Test with Erysiphe (barley) / protector. Solvent: 25 parts by weight of N, N-dimethylacetamide. Emulsifier: 0.6 Parts by weight of alkylaryl polyglycol ether. To obtain a convenient preparation of the active compound, 1 part by weight of the active compound or of the mixture of the active compounds is mixed with the indicated amounts of. solvent and emulsifier and the concentrate is diluted with water to the desired concentration, or a formulation of the active product or a combination of the active ingredients, commercially available, is diluted with water to the desired concentration. To test the protective activity, young plants are sprayed with the preparation of the active compound in the indicated application amount. After drying the spray applied coating, the plants are sprayed with spores of Erysiphe graminis f. sp. hordei The plants are placed in a greenhouse at a temperature of approximately 20 ° C and with a relative humidity of 80%, to favor the development of the powdery mildew pustules. After 7 days, from the inoculation, the evaluation is carried out. In this case, 0% means a degree of activity corresponding to that of the controls, while a degree of activity of the
100% means that no attack is observed.
Table O Test with Erysiphe (barley) / protestor Example P Test are Erysiphe (wheat) / protestor Solvent: 25 Parts by weight of N, N-dimethylacetamide. Emulsifier: 0.6 Parts by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of the active compound, 1 part by weight of the active compound or the combination of the active compounds is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration or diluted. a commercially available formulation of the active compound or of the combination of the active compounds with water up to the desired concentration. To test the protective activity, young plants are sprayed with the preparation of the active compound in the indicated application amounts. After drying the spray-applied coating, the plants are sprinkled with spores of Erysiphe graminis f.sp. tritici. The plants are placed in a greenhouse at a temperature of approximately 20 ° C and with a relative humidity of approximately 80%, to favor the development of the pustules of the mildew. The evaluation is carried out 7 days after inoculation. In this case 0% means a degree of activity that corresponds to that of the controls, while a degree of activity of 100% means that no attack is observed.
Table P Test are Erysiphe (wheat) / protestor
Example Q
Test are limit consentration / insestos of the land Test essay: Larvae in the field of Diabrotica balteata. Solvent: 4 parts by weight of acetone Emulsifier: 1 parts by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of the active compound, 1 part by weight of the active compound is mixed with the indicated amount of solvent, the indicated amount of emulsifier is added and the concentrate is diluted with water to the desired concentration. In this case practically no role plays the concentration of the active product in the preparation, what is decisive is only the amount of active product mixture per unit volume in the field, which is expressed in ppm (mg / l). The soil is loaded in pots of 0.5 liters and these are allowed to stand at 20 ° C. Immediately after loading, 5 corn kernels are sown in each pot. After 3 days, the test insects are placed in the treated areas. After another 7 days, the degree of activity is determined. The degree of activity is calculated from the number of maize plants that have sprouted. The active products, the application quantities and the results can be seen in the following table:
Table Q Insistisidas del terreno Larvas of the terrain of Diabrotisa balteata.
It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention is that which is clear from the present description of the invention. Having described the invention as above, property is claimed as contained in the following:
Claims (5)
1. Agents, characterized in that they contain the compound of the general formula (I) in admixture with active fungicide products, with the exception of the cyclopropylcarboxamide derivatives and the azolylmethylcycloalkanes.
2. Agents according to claim 1, characterized in that in the active compound combinations correspond, at 1 part by weight of the active compound of the formula (I), from 0.1 to 10 parts by weight of at least one active fungicide.
3. Procedure for the fight against fungi and insects, characterized in that the combinations of the active ingredients according to claim 1 are allowed to act on fungi and insects.
4. Use of the combinations of the active ingredients according to claim 1 for the control of fungi and insects.
5. Process for obtaining agents according to claim 1, characterized in that the combinations of the active ingredients according to claim 1 are mixed with spreaders! and / or with surfactants.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19826941.2 | 1998-06-17 | ||
DE19829075.6 | 1998-06-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
MXPA00011673A true MXPA00011673A (en) | 2001-11-21 |
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