CN1187755A - Microbicidal compositions - Google Patents
Microbicidal compositions Download PDFInfo
- Publication number
- CN1187755A CN1187755A CN96194804A CN96194804A CN1187755A CN 1187755 A CN1187755 A CN 1187755A CN 96194804 A CN96194804 A CN 96194804A CN 96194804 A CN96194804 A CN 96194804A CN 1187755 A CN1187755 A CN 1187755A
- Authority
- CN
- China
- Prior art keywords
- tolyl
- oxygen base
- component
- methyl
- imino group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 114
- 230000003641 microbiacidal effect Effects 0.000 title description 2
- -1 propargyloxy Chemical group 0.000 claims abstract description 155
- 150000001875 compounds Chemical class 0.000 claims abstract description 29
- 239000005807 Metalaxyl Substances 0.000 claims abstract description 13
- ZQEIXNIJLIKNTD-GFCCVEGCSA-N metalaxyl-M Chemical group COCC(=O)N([C@H](C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-GFCCVEGCSA-N 0.000 claims abstract description 13
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 claims abstract description 13
- 230000002195 synergetic effect Effects 0.000 claims abstract description 10
- CJPQIRJHIZUAQP-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-UHFFFAOYSA-N 0.000 claims abstract description 8
- CIEXPHRYOLIQQD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-2-furoylalaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)C1=CC=CO1 CIEXPHRYOLIQQD-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000005802 Mancozeb Substances 0.000 claims abstract description 5
- 125000005605 benzo group Chemical group 0.000 claims abstract description 5
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 131
- 239000001301 oxygen Substances 0.000 claims description 131
- 229910052760 oxygen Inorganic materials 0.000 claims description 131
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 127
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 112
- HHLFWLYXYJOTON-UHFFFAOYSA-N Glyoxylic acid Natural products OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 claims description 73
- 241000196324 Embryophyta Species 0.000 claims description 57
- 229940073608 benzyl chloride Drugs 0.000 claims description 33
- 238000000034 method Methods 0.000 claims description 14
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 13
- 239000000463 material Substances 0.000 claims description 12
- 201000010099 disease Diseases 0.000 claims description 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 7
- JFSPBVWPKOEZCB-UHFFFAOYSA-N fenfuram Chemical compound O1C=CC(C(=O)NC=2C=CC=CC=2)=C1C JFSPBVWPKOEZCB-UHFFFAOYSA-N 0.000 claims description 7
- 235000013399 edible fruits Nutrition 0.000 claims description 6
- JHXVRRJXCDAINK-UHFFFAOYSA-N NC(=O)N.N#CC#N Chemical compound NC(=O)N.N#CC#N JHXVRRJXCDAINK-UHFFFAOYSA-N 0.000 claims description 5
- 244000061456 Solanum tuberosum Species 0.000 claims description 5
- 240000006365 Vitis vinifera Species 0.000 claims description 5
- 235000014787 Vitis vinifera Nutrition 0.000 claims description 5
- 241000233654 Oomycetes Species 0.000 claims description 4
- 235000002595 Solanum tuberosum Nutrition 0.000 claims description 3
- 235000013311 vegetables Nutrition 0.000 claims description 3
- 206010017533 Fungal infection Diseases 0.000 claims description 2
- 208000031888 Mycoses Diseases 0.000 claims description 2
- 230000002265 prevention Effects 0.000 claims description 2
- 239000000969 carrier Substances 0.000 claims 1
- 230000000813 microbial effect Effects 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 abstract description 3
- 101000623895 Bos taurus Mucin-15 Proteins 0.000 abstract description 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 2
- XERJKGMBORTKEO-VZUCSPMQSA-N (1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 abstract 1
- OWDLFBLNMPCXSD-UHFFFAOYSA-N 2-chloro-N-(2,6-dimethylphenyl)-N-(2-oxotetrahydrofuran-3-yl)acetamide Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)C1C(=O)OCC1 OWDLFBLNMPCXSD-UHFFFAOYSA-N 0.000 abstract 1
- 239000005734 Benalaxyl Substances 0.000 abstract 1
- 239000005756 Cymoxanil Substances 0.000 abstract 1
- 239000012876 carrier material Substances 0.000 abstract 1
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- 241000233866 Fungi Species 0.000 description 33
- 239000007921 spray Substances 0.000 description 30
- 230000000694 effects Effects 0.000 description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- 239000000725 suspension Substances 0.000 description 19
- 239000002689 soil Substances 0.000 description 18
- 241000209140 Triticum Species 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 235000021307 Triticum Nutrition 0.000 description 10
- 238000011534 incubation Methods 0.000 description 9
- 239000000843 powder Substances 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 230000001681 protective effect Effects 0.000 description 8
- 238000010790 dilution Methods 0.000 description 7
- 239000012895 dilution Substances 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 6
- 240000007594 Oryza sativa Species 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 6
- 230000006378 damage Effects 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 230000009885 systemic effect Effects 0.000 description 6
- 235000013339 cereals Nutrition 0.000 description 5
- 239000004927 clay Substances 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000009736 wetting Methods 0.000 description 5
- 241000335053 Beta vulgaris Species 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 240000005979 Hordeum vulgare Species 0.000 description 4
- 235000007340 Hordeum vulgare Nutrition 0.000 description 4
- 240000003768 Solanum lycopersicum Species 0.000 description 4
- 235000021536 Sugar beet Nutrition 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 244000005700 microbiome Species 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- 239000004576 sand Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 244000105624 Arachis hypogaea Species 0.000 description 3
- 235000007319 Avena orientalis Nutrition 0.000 description 3
- 235000016068 Berberis vulgaris Nutrition 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 235000007164 Oryza sativa Nutrition 0.000 description 3
- 241000233614 Phytophthora Species 0.000 description 3
- 241000233622 Phytophthora infestans Species 0.000 description 3
- 235000007238 Secale cereale Nutrition 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 235000008504 concentrate Nutrition 0.000 description 3
- 235000005822 corn Nutrition 0.000 description 3
- 230000035772 mutation Effects 0.000 description 3
- 235000009566 rice Nutrition 0.000 description 3
- 229920005552 sodium lignosulfonate Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical compound CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 description 2
- 235000017060 Arachis glabrata Nutrition 0.000 description 2
- 235000010777 Arachis hypogaea Nutrition 0.000 description 2
- 235000018262 Arachis monticola Nutrition 0.000 description 2
- 235000000832 Ayote Nutrition 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- 241000123650 Botrytis cinerea Species 0.000 description 2
- 229910021532 Calcite Inorganic materials 0.000 description 2
- 244000025254 Cannabis sativa Species 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- 240000008067 Cucumis sativus Species 0.000 description 2
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 2
- 240000004244 Cucurbita moschata Species 0.000 description 2
- 235000009854 Cucurbita moschata Nutrition 0.000 description 2
- 235000009804 Cucurbita pepo subsp pepo Nutrition 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 244000020551 Helianthus annuus Species 0.000 description 2
- 235000003222 Helianthus annuus Nutrition 0.000 description 2
- 244000025221 Humulus lupulus Species 0.000 description 2
- 235000014647 Lens culinaris subsp culinaris Nutrition 0.000 description 2
- 244000043158 Lens esculenta Species 0.000 description 2
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 2
- 244000061176 Nicotiana tabacum Species 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 244000025272 Persea americana Species 0.000 description 2
- 235000008673 Persea americana Nutrition 0.000 description 2
- 235000010582 Pisum sativum Nutrition 0.000 description 2
- 240000004713 Pisum sativum Species 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 241000589516 Pseudomonas Species 0.000 description 2
- 241000599030 Pythium debaryanum Species 0.000 description 2
- 244000046109 Sorghum vulgare var. nervosum Species 0.000 description 2
- 244000078534 Vaccinium myrtillus Species 0.000 description 2
- 241000228452 Venturia inaequalis Species 0.000 description 2
- 235000010749 Vicia faba Nutrition 0.000 description 2
- 240000006677 Vicia faba Species 0.000 description 2
- 235000002098 Vicia faba var. major Nutrition 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 230000008485 antagonism Effects 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- 235000020971 citrus fruits Nutrition 0.000 description 2
- 238000010410 dusting Methods 0.000 description 2
- 238000006735 epoxidation reaction Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 238000012423 maintenance Methods 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 2
- 235000020232 peanut Nutrition 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 235000015136 pumpkin Nutrition 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 238000009331 sowing Methods 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 235000012222 talc Nutrition 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- ASWBNKHCZGQVJV-UHFFFAOYSA-N (3-hexadecanoyloxy-2-hydroxypropyl) 2-(trimethylazaniumyl)ethyl phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC[N+](C)(C)C ASWBNKHCZGQVJV-UHFFFAOYSA-N 0.000 description 1
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- TZCPCKNHXULUIY-RGULYWFUSA-N 1,2-distearoyl-sn-glycero-3-phosphoserine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC TZCPCKNHXULUIY-RGULYWFUSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- CFWRDBDJAOHXSH-SECBINFHSA-N 2-azaniumylethyl [(2r)-2,3-diacetyloxypropyl] phosphate Chemical compound CC(=O)OC[C@@H](OC(C)=O)COP(O)(=O)OCCN CFWRDBDJAOHXSH-SECBINFHSA-N 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- CAWGQUPKYLTTNX-UHFFFAOYSA-N 3,4,5,6-tetrahydro-2,7-benzodioxecine-1,8-dione Chemical compound O=C1OCCCCOC(=O)C2=CC=CC=C12 CAWGQUPKYLTTNX-UHFFFAOYSA-N 0.000 description 1
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 244000291564 Allium cepa Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- 241000223600 Alternaria Species 0.000 description 1
- 244000144730 Amygdalus persica Species 0.000 description 1
- 241000235349 Ascomycota Species 0.000 description 1
- 244000003416 Asparagus officinalis Species 0.000 description 1
- 235000005340 Asparagus officinalis Nutrition 0.000 description 1
- 241000209763 Avena sativa Species 0.000 description 1
- 235000007558 Avena sp Nutrition 0.000 description 1
- 241000221198 Basidiomycota Species 0.000 description 1
- 235000021533 Beta vulgaris Nutrition 0.000 description 1
- 241001465180 Botrytis Species 0.000 description 1
- 241000167854 Bourreria succulenta Species 0.000 description 1
- 241000219198 Brassica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000010149 Brassica rapa subsp chinensis Nutrition 0.000 description 1
- 235000000536 Brassica rapa subsp pekinensis Nutrition 0.000 description 1
- 241000499436 Brassica rapa subsp. pekinensis Species 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- 241000233684 Bremia Species 0.000 description 1
- 235000008499 Canella winterana Nutrition 0.000 description 1
- 244000080208 Canella winterana Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- 235000008534 Capsicum annuum var annuum Nutrition 0.000 description 1
- 240000008384 Capsicum annuum var. annuum Species 0.000 description 1
- 241001157813 Cercospora Species 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- 241000675108 Citrus tangerina Species 0.000 description 1
- 240000000560 Citrus x paradisi Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 240000000491 Corchorus aestuans Species 0.000 description 1
- 235000011777 Corchorus aestuans Nutrition 0.000 description 1
- 235000010862 Corchorus capsularis Nutrition 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 244000241257 Cucumis melo Species 0.000 description 1
- 235000009847 Cucumis melo var cantalupensis Nutrition 0.000 description 1
- 241000371644 Curvularia ravenelii Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 235000002767 Daucus carota Nutrition 0.000 description 1
- 244000000626 Daucus carota Species 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 208000035240 Disease Resistance Diseases 0.000 description 1
- 241000221785 Erysiphales Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 235000016623 Fragaria vesca Nutrition 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- 235000011363 Fragaria x ananassa Nutrition 0.000 description 1
- 241000223218 Fusarium Species 0.000 description 1
- ZWZWYGMENQVNFU-UHFFFAOYSA-N Glycerophosphorylserin Natural products OC(=O)C(N)COP(O)(=O)OCC(O)CO ZWZWYGMENQVNFU-UHFFFAOYSA-N 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 241000219146 Gossypium Species 0.000 description 1
- 235000008694 Humulus lupulus Nutrition 0.000 description 1
- 235000003228 Lactuca sativa Nutrition 0.000 description 1
- 240000008415 Lactuca sativa Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 241001330975 Magnaporthe oryzae Species 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 241001459558 Monographella nivalis Species 0.000 description 1
- 240000005561 Musa balbisiana Species 0.000 description 1
- 235000018290 Musa x paradisiaca Nutrition 0.000 description 1
- 241000234615 Musaceae Species 0.000 description 1
- 241000131448 Mycosphaerella Species 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 241001668536 Oculimacula yallundae Species 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- 240000001090 Papaver somniferum Species 0.000 description 1
- 241000736122 Parastagonospora nodorum Species 0.000 description 1
- 241000315044 Passalora arachidicola Species 0.000 description 1
- 241001223281 Peronospora Species 0.000 description 1
- 241000233679 Peronosporaceae Species 0.000 description 1
- 241000233626 Plasmopara Species 0.000 description 1
- 241001281803 Plasmopara viticola Species 0.000 description 1
- 235000009827 Prunus armeniaca Nutrition 0.000 description 1
- 244000018633 Prunus armeniaca Species 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- 241000221300 Puccinia Species 0.000 description 1
- 241001123569 Puccinia recondita Species 0.000 description 1
- 241000228454 Pyrenophora graminea Species 0.000 description 1
- 241000220324 Pyrus Species 0.000 description 1
- 241000233639 Pythium Species 0.000 description 1
- 241001361634 Rhizoctonia Species 0.000 description 1
- 241001515786 Rhynchosporium Species 0.000 description 1
- 240000000528 Ricinus communis Species 0.000 description 1
- 235000004443 Ricinus communis Nutrition 0.000 description 1
- 241001412171 Rubus corchorifolius Species 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 241000221696 Sclerotinia sclerotiorum Species 0.000 description 1
- 241000209056 Secale Species 0.000 description 1
- 239000004113 Sepiolite Substances 0.000 description 1
- 241001533598 Septoria Species 0.000 description 1
- 241001674391 Sphaerulina musiva Species 0.000 description 1
- 235000009337 Spinacia oleracea Nutrition 0.000 description 1
- 244000300264 Spinacia oleracea Species 0.000 description 1
- 235000009470 Theobroma cacao Nutrition 0.000 description 1
- 244000299461 Theobroma cacao Species 0.000 description 1
- 241000510929 Uncinula Species 0.000 description 1
- 235000003095 Vaccinium corymbosum Nutrition 0.000 description 1
- 235000017537 Vaccinium myrtillus Nutrition 0.000 description 1
- 241000317942 Venturia <ichneumonid wasp> Species 0.000 description 1
- 235000009754 Vitis X bourquina Nutrition 0.000 description 1
- 235000012333 Vitis X labruscana Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- ATBOMIWRCZXYSZ-XZBBILGWSA-N [1-[2,3-dihydroxypropoxy(hydroxy)phosphoryl]oxy-3-hexadecanoyloxypropan-2-yl] (9e,12e)-octadeca-9,12-dienoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCC\C=C\C\C=C\CCCCC ATBOMIWRCZXYSZ-XZBBILGWSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000000274 adsorptive effect Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- AWUCVROLDVIAJX-UHFFFAOYSA-N alpha-glycerophosphate Natural products OCC(O)COP(O)(O)=O AWUCVROLDVIAJX-UHFFFAOYSA-N 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 235000021028 berry Nutrition 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 235000021014 blueberries Nutrition 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
- 235000009120 camo Nutrition 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 229960001777 castor oil Drugs 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000019693 cherries Nutrition 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 235000016213 coffee Nutrition 0.000 description 1
- 235000013353 coffee beverage Nutrition 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000006806 disease prevention Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 238000006253 efflorescence Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 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 1
- 239000008187 granular material Substances 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- UWNADWZGEHDQAB-UHFFFAOYSA-N i-Pr2C2H4i-Pr2 Natural products CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 235000014571 nuts Nutrition 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 235000006502 papoula Nutrition 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 235000021017 pears Nutrition 0.000 description 1
- 244000000003 plant pathogen Species 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000001902 propagating effect Effects 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical class CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- 206010037844 rash Diseases 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
A phytomicrobicidal composition comprising such an amount of at least two active ingredient components that a synergistic effect is achieved, together with a suitable carrier material, wherein component I is a compound of formula (I), in which X is CH or N; R is CH3 or cyclopropyl; Y is H, F, Cl, Br, CF3, CF3O, propargyloxy; Z is H, F, Cl, CF3, CF3O; or Y and Z together are methylenedioxy, a (difluoromethylene)dioxy, an ethylenedioxy, a (trifluoroethylene)dioxy or a benzo group; and wherein component II is a compound selected from the group consisting of II A) metalaxyl, II B) R-metalaxyl, II C) furalaxyl, II D) benalaxyl, II E) ofurace, II F) oxadixyl, II G) cymoxanil and II H) mancozeb.
Description
The present invention relates to the novel crop protection mixture of active principles that the collaborative function of killing microorganism that strengthens of tool also contains two kinds of active components at least, and the method for in crop protection, using this class mixture, especially for the generation of control and pre-disease prevention.
Component I is the compound of formula I
Wherein:
X is CH or N;
R is CH
3Or cyclopropyl;
Y is H, F, Cl, Br, CF
3, CF
3O, propargyl;
Z is H, F, Cl, CF
3, CF
3O; Or
Y and Z one are all methylene-dioxy, (difluoro methylene) dioxy base, ethylenedioxy, (trifluoro ethylidene) dioxy base or benzo base,
These compounds are as described in EP-A-403 618, EP-A-460 575, WO 92/18494 and other publication.
Component I I is selected from compound as described below
IIA) N-(2-methoxy acetyl group)-N-(2, the 6-xylyl)-DL-methyl lactamine (" metalaxyl "; GB-1 500 581), its R enantiomer particularly.
IIB) N-(2-methoxy acetyl group)-N-(2, the 6-xylyl)-D-methyl lactamine (" R-metalaxyl "; GB-1 500 581),
IIC) N-(2-furoyl base)-N-(2, the 6-xylyl)-DL-methyl lactamine (" furalaxyl "; GB-1 448 810),
IID) N-phenylacetyl group-N-2,6-xylyl-DL-methyl lactamine (" M 9834 "; DE-2903 612),
IIE) (±)-α-(2-chloro-N-2,6 ,-xylyl acetylamino)-gamma-butyrolacton (" fenfuram ", USP.4 141 989),
IIF) 2-methoxyl group-N-(2-oxo-1,3-oxazolidine-3-yl)-acetyl-2 ', 6 '-dimethylaniline (“ Evil frost spirit "; GB-P.2 058 059),
IIG) 1-(2-itrile group-2-methoxyimino acetyl group)-3-ethyl urea (" white urea cyanogen "; US 3 957847) and
IIH) polycomponent coordination compound of ethylene bisdithiocarbamic manganese and zinc (" mancozeb "; USP 2 974 156).
The present invention and then relate to such mixture: wherein, in the component I of formula I
X is CH or N;
R is CH
3Or cyclopropyl;
Y is H, F, Cl, Br, CF
3, CF
3O, the alkynes propoxyl group;
Z is H, F, Cl; Or
Y and Z-are all methylene-dioxy, (difluoro methylene) dioxy base, ethylenedioxy, (trifluoro ethylidene) dioxy base or benzo base; Wherein component I I is selected from compound as described below
IIA) N-(2-methoxy acetyl group)-N-(2, the 6-xylyl)-DL-methyl lactamine (" metalaxyl "), particularly its R enantiomer,
IIB) N-(2-methoxy acetyl group)-N-(2, the 6-xylyl)-D-methyl lactamine (" R-metalaxyl "),
IIC) N-(2-furoyl base)-N-(2, the 6-xylyl)-DL-methyl lactamine (" furalaxyl "),
IID) N-phenylacetyl group-N-2,6-xylyl-DL-methyl lactamine (" M 9834 "),
IIE) (±)-α-(2-chloro-N-2,6 ,-xylyl acetylamino)-gamma-butyrolacton (" fenfuram "),
IIF) 2-methoxyl group-N-(2-oxo-1,3-oxazolidine-3-yl)-acetyl-2 ', 6 '-dimethylaniline (“ Evil frost spirit ") and
IIG) 1-(2-itrile group-2-methoxyimino acetyl group)-3-ethyl urea (" white urea cyanogen ").
We are surprised to find, in prevention and controlling plant disease, mixture I according to component I of the present invention and II is not only showing complementation or showing pure addition on anti-same pathogene on the anti-plurality of target pathogene, and they also show significant collaborative humidification.
The favourable mixed of two kinds of active components can ratio be I: II=25: 1 to 1: 20.Preferred I: II=20: 1 to 1: 10 and 12: 1 to 1: 8.
Particularly advantageous mixed proportion is
I: IIA=10: 1 to 1: 10
I: IIB=10: 1 to 1: 8
I: IIC=6: 1 to 1: 8
I: IID=8: 1 to 1: 4
I: IIE=10: 1 to 1: 6
I: IIF=10: 1 to 1: 8
I: IIG=10: 1 to 1: 5
I: IIH=I: 30 to 1: 1
Preferred two component mixtures are such mixture, and wherein component I is selected from following compounds:
(01) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(02) 3-methoxyl group-2-[α-[(α-cyclopropyl-3,4-(difluoro methylene-dioxy) benzyl)-imino group] oxygen base)-the o-tolyl] methyl acrylate;
(03) 2-[α-{ [(Alpha-Methyl-3-bromobenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(04) 2-[α-{ [(α-cyclopropyl-3,4-methylenedioxy benzyl)-imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(05) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-alkynes propoxyl group benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(06}2-[α-{ [(Alpha-Methyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base)-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(07) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-3,4-(methylenedioxy benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(08) 2-[α-{ [(Alpha-Methyl-3-alkynes propoxyl group benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(09) 2-[α-{ [(α-cyclopropyl-4-luorobenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(10) 2-[α-{ [(Alpha-Methyl-4-fluoro-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(11) 3-methoxyl group-2-[α-{ [(1-(betanaphthyl) ethyl) subunit] oxygen base }-o-tolyl] methyl acrylate;
(12) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-methylenedioxy benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(13) 2-[α-{ [(Alpha-Methyl-3-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(14) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-ethylenedioxy benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(15) 2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(16) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-3-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate;
(17) 2-[α-{ [(α-cyclopropyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(18) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(19) 2-[α-{ [(Alpha-Methyl-3,4-methylenedioxy benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(20) 2-[α-{ [(α-cyclopropyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(21) 2-[α-{ [(Alpha-Methyl-3,4-ethylenedioxy benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(22) 3-methoxyl group-2-[α-{ [(1-(2,3-dihydro-2,2,3-three fluoro-1,4-benzodioxan-6-yl) ethyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(23) 2-[α-{ [(1-(2,3-dihydro-2,2,3-three fluoro-1,4-benzodioxan-6-yl) ethyl) imino group] oxygen base }-o-tolyl] methyloxime of glyoxylic ester;
(24) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(25) 2-[α-{ [(Alpha-Methyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(26) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate;
(27) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-bromobenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(28) 2-[α-{ [(1-(betanaphthyl) ethyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(29) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(30) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-4-luorobenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(31) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-4-fluoro-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(33) 2-[α-{ [(α-cyclopropyl-3-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(34) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate;
(35) 2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(36) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate;
(37) 2-[α-{ [(α-cyclopropyl-4-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(38) 2-[α-{ [(α-cyclopropyl-4-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
Below be particularly preferred compound:
(25) 2-[α-{ [(Alpha-Methyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(24) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(12) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-methylenedioxy benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(09) 2-[α-{ [(α-cyclopropyl-4-luorobenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(26) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate;
(18) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(35) 2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(15) 2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(36) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate;
(37) 2-[α-[(α-cyclopropyl-4-trifluoromethyl benzyl) imino group] oxygen base)-the o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(38) 2-[α-{ [(α-cyclopropyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
Can produce especially effectively mixture as the metalaxyl of component I I, the particularly same enantiomer R-metalaxyl IIB (all the other are the S-enantiomer) that is at least 85% pure type when being used when the component of structural formula I is same.
Other preferred mixture is such mixture, and wherein component I I is white urea cyanogen or mancozeb.
It also is preferred containing as the component I of the mancozeb that adds the third component and the mixture of II.
Has the very effective characteristic that the protective plant disease resistance takes place according to mixture of active principles I+II of the present invention.Utilize this mixture of active principles, can control or eliminate the microorganism of finding at multiple beneficial plant, crop or its position (fruit, flower, leaf, stem, stem tuber, root), even the plant parts in growth later stage also can not be subjected to the infringement of these microorganisms.They can also be used as the seed dressing material, particularly seed (fruit, stem tuber, grain) of treatment of plant propagation material and cultivate plants (as rice), with protect its be not subjected to fungi infect with soil in the harm of phytopathogen.Characteristics according to mixture of active principles of the present invention are that plant has tolerance and environmental sound to it.
Owing to can control Oomycete (Oomycetes) fungi (as Phytophthora, Peronospora, Bremia, pythium, Plasmopara) as the exemplary formulations of component I I, the characteristics of foundation mixture of the present invention are the efficients with these diseases of antagonism.Yet this mixture of active principles can also resist the plant pathogen epiphyte of following kind: Ascomycetes (for example Venturia, cross hair list softgel shell Pseudomonas, hundred powder Pseudomonas, chain sclerotinia sclerotiorum genus, mycosphaerella, Uncinula); (for example Botrytis, Helminthosporium, Rhynchosporium spp, Fusarium, Septoria, Cercospora, Alternaria, pyriform spore belong to and Pseudocercosporella herpotrichoides particularly for Basidiomycetes (for example hunchbacked spore Rust, Rhizoctonia, Puccinia) and deuteromycetes.
Here disclosed is applicable to that the target crop example in the scope of the invention is as follows: cereal (wheat, barley, rye, oat, rice, Chinese sorghum and relevant crop); Beet (sugar beet and fodder beet); The operatic circle, dry fruit, berry (apple, pears, plum, peach, apricot, cherry, strawberry, Rubus corchorifolius and blackberry, blueberry); Leguminous plant (broad bean, lentil, pea, soybean); Oil crop (coleseed, mustard, opium poppy class plant, olive, sunflower, coconut, castor-oil plant, cocoa, peanut); Cucurbit class (pumpkin, cucumber, muskmelon); Fibre plant (cotton, flax, hemp, jute); Citrus fruit (orange, lemon, grapefruit, red tangerine); Vegetables (spinach, lettuce, asparagus, Chinese cabbage, carrot, onion, tomato, potato, green pepper); Canella (avocado, cinnamon, camphor) or such as plant, Musaceae plant and latex class plant and ornamental plantss (flower, shrub, deciduous tree and coniferous tree) such as corn, tobacco, nut, coffee, sugarcane, tealeaves, grape vine, hops.Be not limited to above-mentioned example.
According to the crop that mixture of active principles of the present invention is particularly useful for being subjected to the harm of Oomycete fungi, promptly those are subjected to the crop of various downy mildew class fungi harm.These crops comprise grape vine, potato, tobacco, vegetables (for example tomato, Italian thin skin pumpkin, cucumber, avocado) and such as citrus fruit; Hop, sugar beet, banana, corn, view and admire grass (turf) or the like.Also can utilize mixture of active principles to protect the propagating materials (as seed) of leguminous plant (broad bean, pea, lentil), corn, Chinese sorghum and sunflower, particularly be used for the harm of frost-resistant Mucedinaceae fungi.Yet these mixtures can also be used for other crop in addition, particularly aforesaid cereal (as wheat and barley).
The mixture of the active component of structural formula I and II usually can combining form use.The active component of structural formula I and II can be applied to pending zone or plant simultaneously, perhaps can be on the same day uses in succession, needs, and can promote the formulation art typical additives of using together to use with other carrier, surfactant or other.Suitable carrier and additive can be solid or liquid, and those materials that are suitable for preparing, for example natural or reviviscence mineral matter, solvent, dispersant, wetting agent, adhesive, thickener, binding agent and fertilizer.
The method for optimizing of using mixture of active principles (comprise among the active component I and II at least a kind of) in each situation is to use at the gas first portion of plant, particularly leaf portion (leaf portion uses).Quantity of using and speed depend on the biology and the climatic environment of pathogene.In addition, active component can arrive plant (systemic action) through soil or moisture by root system, method is to soak the concrete position (for example rice growing period) of plant or mix the material of solid form in soil with liquid preparation, for example particle form (soil application).The compound of structural formula I and II can also be used for the purpose (coating) that the seed seed reaches seed treatment, and method is liquid preparation continuous dipping stem tuber or the seed with active component, perhaps applies with the moistening preparation or the dry preparation that are pre-mixed.In addition, it also is possible in the special circumstances that the plant of other type is applied in, for example to the specially treated of sprout or the real head of son.The compound of this combination can use by pure active component, perhaps preferably together use with the employed adjuvant of conventional formulation, thereby can handle them by known method and obtain as emulsification concentrate, coating cream, directly spray liquid or dilution, dilution emulsion, wetting powder, soluble powder, pulvis, granule, or carry out sealing and handle, for example with polymeric form.Can select application process and composition characteristic being applicable to the purpose and the surrounding environment that will reach,, efflorescence, send out, brush and stroke or topple over as spray, atomizing.Effective amount of application of mixture of active principles is generally 20-1000g a.i./ha, and particularly 50-800g a.i./ha is preferably 100-700g a.i./ha especially.The amount of application that is used for seed treatment is per 100 kilograms of seed 0.5-800ga.i., is preferably 5-100g a.i..
Can be by known method preparation prescription, for example active component is carefully mixed with extender and/or grind, for example with solvent, solid carrier and surfactant in addition if possible.
Below be possible solvent: aromatic hydrocarbon, especially C
8To C
12Cut, xylene mixture or replace naphthalene, phthalic acid ester (as butylene phthalate or dioctyl phthalate), aliphatic hydrocarbon (as cyclohexane or paraffin), pure and mild dihydroxylic alcohols and ether and ester (as ethanol, ethylidene glycol, ethylidene glycol monomethyl ether or ethylidene glycol list ether), ketone (as cyclohexanone), intensive polar solvent (as N-N-methyl-2-2-pyrrolidone N-, dimethyl sulfoxide (DMSO) or dimethyl formamide) and epoxidation or non-epoxidized vegetable oil (as epoxidation coconut or soybean oil) or water for example.
Usually the solid carrier that can be used as powder and mark pulvis is a face of land property natural mineral matter, as calcite, talcum, potter's clay, montmorillonite or attapulgite.In order to improve physical characteristic, may more add the silica of polymolecularity or the absorbing polymer body of polymolecularity.Possible granular, particle absorption carrier are the porous type, as erratic boulder, masonry, coarse sand, sepiolite or bentonite, or the non-adsorptive support material, as calcite or sand.In addition, can use the material of a large amount of pre-particle disposalization of inorganic or organic property, particularly as dolomite or property plant residue in small, broken bits.
The characteristic of structural formula I that foundation is filled a prescription and the active component of II, suitable surface active cpd is nonionic, cation and/or the anion surfactant with well emulsify, dispersion and wet characteristic.Surfactant is interpreted as also referring to surfactant mixture.
Can promote that the useful especially adjuvant that uses can be the natural or synthetic property phosphatide from multiple cephalin and lecithin, for example phosphatidyl acetamide, phosphatidylserine, phosphatidyl glycerol, lysolecithin.
As routine, structural formula I in the agrochemical formulations and the active component content of II are 0.1-99%, especially 0.1-95%, the content of solid or liquid additive is 99.9-1%, especially 99.9-5%, surface-active contents is 0-25%, especially 0.1-25%.
Though the composition that concentrates is preferred commerciality product, the user tends to use diluted composition.
Such composition is a part of the present invention.
Following embodiment will illustrate the present invention, and " active component " is interpreted as being meant the Compound I of specific blend ratio and the mixture of II (particularly metalaxyl IIA, especially R-metalaxyl IIB).
Formulation Example
Wetting powder is b a)) c)
Active component [I: II=4: 1 (a),
1∶4(b)，3∶2(c)] 25％ 50％ 75％
Sodium lignosulfonate 5% 5%-
NaLS 3%-5%
Diisobutyl sodium naphthalene sulfonate-6% 10%
Octyl phenol polyglycol ether-2%-
(oxirane of 7-8mol)
Polymolecularity silica 5% 10% 10%
Potter's clay 62% 27%-
Active component is fully mixed with additive, mixture is placed suitable grinding machine for grinding.Obtained wetting powder like this, dilutable water and obtain the suspension of any desired concn.
Concentrated emulsion
Active component (I: II=3: 7) 10%
Octyl phenol polyglycol ether 3%
(oxirane of 4-5mol)
Calcium dodecyl benzene sulfonate 3%
Castor oil polyglycol ether 4%
(oxirane of 35mol)
Cyclohexanone 30%
Xylene mixture 50%
Can from this concentrate, prepare any required dilution emulsion that is used for crop protection to its dilution by water.
Pulvis is b a)) c)
Active component [I: II=2: 3 (a),
5∶1(b)，1∶1(c)] 5％ 6％ 4％
Talcum 95%--
Potter's clay-94%-
Rock dust--96%
Can obtain ready-made pulvis by this active component and carrier are mixed to be incorporated in to grind in the suitable grinder.This pulvis can be used for the dry type seed dressing.
Extruding property particle
Active component (I: II=4: 11) 15%
Sodium lignosulfonate 2%
Carboxymethyl cellulose 1%
Potter's clay 82%
This active component is mixed mutually with additive, to mixture grind and water moistening.This mixture is pushed, in air flow, carry out drying subsequently.
Coating particle
Active component (I: II=7: 1) 8%
Polyethylene glycol (MW 200) 3%
Potter's clay 89%
(MW=molecular weight)
In blender, using the active component that evenly applies fine gtinding on the moistening potter's clay of polyethylene glycol.Can obtain not having the coating particle of powder by this method.
The suspension concentrating agents
Active component (I: II=3: 1) 40%
Propane diols 10%
Nonyl phenol polyglycol ether 6%
(oxirane of 15mol)
Sodium lignosulfonate 10%
Carboxymethyl cellulose 1%
Silicone oil (form be 75% water become second nature emulsion) 1%
Water 32%
The active component of fine gtinding is carefully mixed with additive.So just obtain a kind of suspension concentrating agents, water is prepared into its dilution required dilution suspension arbitrarily.This dilution can be used to by spray, topples over or soak and handle living plant and plant propagation material, thereby can protect it not to be subjected to the infringement of microorganism.
Biology embodiment
When the combined activity of active component has surpassed the gross activity of single component, will produce synergistic effect.
The active E of desired given active component combination defers to so-called COLBY formula, can carry out following calculating (COLBY, S.R. " to the calculating of the collaborative of combinations of herbicides and antagonism reaction ", weeds (Weeds), 15 volumes, 20-22 page or leaf, 1967):
If
(=a.i.) the milligram number of active component in every liter of the ppm=spray mixture
X=is when using p ppm active component I, because of the caused active percentage of active component
Y=is when using q ppm active component II, because of the caused active percentage of active component
E=when using (p+q) ppm active component (adduction effect), the expection activity of active component I+II
So, the Colby formula can be write:
If actual observation to activity (O) surpassed the activity (E) of expection, the super additive properties of combined activity promptly exists synergistic effect so.The O/E=factor (SF) that acts synergistically.
In embodiment subsequently, the disease level of unprocessed plant equals 100%, the activity corresponding to 0%.
B-1: the activity of anti-Puccinia recondita f. sp. tritici (Puccinia recondita)
A) residual deposit protective effect
After 6 days of sowing, use by wettable powdery mixture of active principles (0.02% active component) the preparation water outlet spray mixture that becomes second nature wheat is sprayed to the drip point, after 24 hours, infect with the uredospore suspension of fungi.After 48 hours incubation (condition: 20 ℃, relative moisture 95-100%), plant placed 22 ℃ greenhouse.After infecting 12 days, the dissemination of fungi is assessed.
B) systemic action
With wettable powdery mixture of active principles (counting 0.006% active component) the preparation water outlet spray mixture that becomes second nature, after 5 days of sowing, near wheat, topple over it according to the soil volume.Careful operation makes the spray mixture not touch the gas first portion of plant.After 48 hours, infect plant with the uredospore suspension of fungi.After 48 hours incubation (condition: under 20 ℃, relative moisture 95-100%), plant placed 22 ℃ greenhouse.After infecting 12 days, the dissemination of fungi is assessed.
Mixture of active principles shows good synergistic especially, and component I is in the described mixture
(29) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(18) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(09) 2-[α-{ [(α-cyclopropyl-4-luorobenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(15) 2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(35) 2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester; Or
(06) 2-[α-{ [(Alpha-Methyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
Embodiment B-2: grape is given birth to the activity of single shaft mould (Plasmopara viticola) on the anti-grape vine
With wettable powdery mixture of active principles (0.02% active component) the preparation water outlet spray mixture that becomes second nature, interim at the 4-5 leaf, with it grape vine seedling is sprayed to the drip point, after 24 hours, infect with the sporangia suspension of fungi.Infect and afterwards the dissemination of fungi was assessed in 6 days, condition remains on relative moisture 95-100%, 20 ℃ of temperature.
Mixture of active principles shows significant synergistic effect especially, and component I is in the described mixture
(12) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-methylenedioxy benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(18) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(15) 2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(06) 2-[α-{ [(Alpha-Methyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base }-o-tolyl] glyoxalic acid methylester the O-methyloxime or
(35) 2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
And wherein component I I is fenfuram (IIE), Evil frost spirit (IIF) or particularly metalaxyl (IIA) or a R-metalaxyl (IIB).
Embodiment B-3: the residual deposit protective effect of venturia inaequalis on the anti-apple (Venturia inaequalis)
With wettable powdery mixture of active principles (0.02% active component) the preparation water outlet spray mixture that becomes second nature, is that 10-20 centimetre apple branch sprays to the drip point with it to fresh branch length, after 24 hours, infect with the conidial suspension of fungi.Incubation is 5 days under relative moisture 90-100%, plant is placed 20-24 ℃ greenhouse 10 days.Infect and afterwards the dissemination of fungi was assessed in 12 days.
Have significant active the growth according to mixture of active principles of the present invention.
Embodiment B-4: the activity of standing grain powdery mildew on the Chinese People's Anti-Japanese Military and Political College wheat
A) residual deposit protective effect
With wettable powdery active component (0.02% active component) the preparation water outlet spray mixture that becomes second nature, with it barley strain that highly is about 8 centimetres is sprayed to the drip point, after 3-4 hour, carry out dusting with the conidium of fungi.The plant of being infected placed 22 ℃ greenhouse.Infect and afterwards the dissemination of fungi was assessed in 12 days.
B) systemic action
With wettable powdery active component (counting 0.002% active component) the preparation water outlet spray mixture that becomes second nature, be poured near about 8 centimetres of high barley strains according to the soil volume.Careful operation makes the spray mixture not touch the gas first portion of plant.After 48 hours, carry out dusting with the conidium of fungi.The plant of being infected placed 22 ℃ greenhouse.Infect and afterwards the dissemination of fungi was assessed in 12 days.
Mixture of active principles shows good synergistic especially, and component I is in the described mixture
(06) 2-[α-{ [(Alpha-Methyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(09) 2-[α-{ [(α-cyclopropyl-4-luorobenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(15) 2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(24) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(25) 2-[α-{ [(Alpha-Methyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(35) 2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(18) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(36) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate or
(37) 2-[α-{ [(α-cyclopropyl-4-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
Embodiment B-5: the activity of phytophthora infestans in the anti-tomato (Phytophthora infestans)
A) curative effect effect
Allow 3 weeks of tomato plant mutation " Roter Gnom " growth, spray also incubation (temperature 18-20 ℃, relative moisture is saturated) in cell with the zoospore suspension of fungi.Interrupt humidification after 24 hours.After the plant drying, with contain active component, prescription is that the wettable powder agent composition of concentration 200ppm sprays.After the spraying layer drying, plant is back to put in the humidity storehouse 4 days.After this quantity that the typicalness blade face that produced is corroded and size are as the yardstick of assessing test substances usefulness.
B) preventative systemic action
The soil surface of tomato plant mutation " Roter Gnom " in 3 weeks of growth in the basin use prescription for concentration 60ppm (for the soil volume), be mixed with the active component of wetting powder.After being interrupted 3 days, the leaf inboard is sprayed with the zoospore suspension of phytophthora infestans.Under the saturated condition of temperature 18-20 ℃, relative moisture, be placed in the spray cell 5 days.After this, quantity that the typicalness blade face that is produced is corroded and size are as the yardstick of assessment test substances usefulness.
Mixture of active principles shows good synergistic especially, and component I is in the described mixture
(35) 2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(12) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-methylenedioxy benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(15) 2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(24) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(36) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate;
And wherein component I I Wei Evil frost spirit (IIF), fenfuram (IIE) or particularly metalaxyl (IIA) or R-metalaxyl (IIB).
Embodiment B-6: the residual deposit protective effect of peanut tail spore (Cercospora arachidicola) in the anti-peanut
The water spray mixture (0.02% active component) that becomes second nature sprays 10-15 centimetre of high peanut plant to the drip point, after 48 hours, infects with the conidial suspension of fungi.Under 21 ℃, high atmospheric humidity,, be placed on again in the greenhouse to corrode and occur until typical blade face with plant incubation 72 hours.According to quantity that infects the blade face erosion after 12 days and the big or small active function of assessing active component.
Mixture of active principles shows significant active the growth especially, and component I is in the described mixture
(32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-methyl] the O-methyloxime of glyoxalic acid methylester;
(24) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(15) 2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(18) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(36) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate;
(38) 2-[α-{ [(α-cyclopropyl-4-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] glyoxalic acid methylester the O-methyloxime or
(26) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate.
Embodiment B-7: the activity of anti-rice blast pyriform spore (Pyricularia oryzae)
A) residual deposit protective effect
Rice plants was grown for two weeks, then water become second nature the spray mixture (0.02% active component) spray to the drip point, after 48 hours, infect with the conidium of fungi.Infect and afterwards fungal infection was assessed in 5 days, wherein condition is remained on 22 ℃ of atmospheric humidity 95-100% and temperature.
B) systemic action
With water become second nature the spray mixture (counting 0.006% active component) according to the soil volume be poured over two the week ages rice plants near.Careful operation makes the spray mixture not touch the gas first portion of plant.Allow the basin fills with water make the bottommost of rice plants stem be submerged.After 96 hours, infect, under the relative moisture of 95-100% and 24 ℃ of temperature, shelved 5 days with the conidial suspension of fungi.Show the growth activity of anti-pyriform spore bacterium according to mixture of active principles of the present invention.
Embodiment B-8: the activity of Botrytis cinerea in the anti-apple fruit (Botrytis cinerea).The residual deposit protective effect
By dropwise use spray mixture (0.02% active component) at damage location the apple of artificial damage is handled.Handled fruit is inoculated with the spore suspension of fungi, in high relative moisture and about 20 ℃ of following one weeks of incubation.The Fungicidally active of inferring test substances from the number of observing corrupt undermined position.
Mixture of active principles shows significant active the growth especially, and component I is in the described mixture
(09) 2-[α-{ [(α-cyclopropyl-4-luorobenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(35) 2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(24) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(15) 2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(18) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate; Or
(36) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate;
And wherein component I I is furalaxyl (IIC), metalaxyl (IIA) or R-metalaxyl (IIB).
Embodiment B-9: the wriggle activity of spore (Helminthosporium gramineum) of anti-standing grain length
Spore suspension with fungi infects the wheat wheat and carries out drying.Mix the wheat that is infected with test substances suspension (counting the 600ppm active component) according to seed weight.After two days, wheat is placed on the suitable agar plate,, the fungus colony that takes place around the wheat is assessed again through after 4 days.Number and size with fungus colony are assessed the material of being tested.Show significant active the growth according to mixture of active principles of the present invention.
Embodiment B-10: the activity of the rotten sickle spore of anti-rye moderate snow (Fusarium nivale)
Come natural infection rye mutation Tetrahell plant with the rotten sickle spore of snow, come it is applied with test fungicide, use following concentration: 20 or the a.i. (according to the weight of seed) of 6ppm at mixing roll mill.Use drilling machine the rye of infecting and handling to be planted in the plot of 6 seeds of 3 meters long, every row in October.Every kind of concentration repeats 3 times.To test the field condition (being preferably the uninterrupted snow-clad region of tool in winter) that normal crop management is adjusted in the plot, can obtain estimating up to the disease level.In order to assess plant toxicity, to the seedling in autumn sprout and spring plant spacing/tillering counts.
In order to estimate the activity of active component, at the beginning of the year percentage that is subjected to sickle spore bacterium to infect plant is estimated, just behind defrost, estimate.
Mixture of active principles shows good synergistic especially, and component I is in the described mixture
(26) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate;
(32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(18) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(06) 2-[α-{ [(Alpha-Methyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(38) 2-[α-{ [(α-cyclopropyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
Embodiment B-11: the activity of clever withered septoria musiva (Septoria nodorum) in the anti-wheat
Prepare spray mixture (a.i. of 60ppm) with wettable powdery active component, 3 leaf phase wheat plants are sprayed with it.After 24 hours, handled plant is infected with the conidial suspension of fungi.Incubation 2 days under the relative moisture of 90-100% then, and in 20-24 ℃ greenhouse, placed again 10 days.Infect and afterwards the dissemination of fungi was assessed in 13 days.Mixture of active principles shows the activity that significantly improves especially, and component I is in the described mixture
(32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(25) 2-[α-{ [(Alpha-Methyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(35) 2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(24) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(36) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate.
Embodiment B-12: the activity of Phytophthora in the anti-potato plant (Phytophthora)
A) residual deposit protective effect
Allow 2-3 potato plant (Bintje kind) 3 weeks of regrowth in age in week, use the spray mixture of preparing by wettable powdery mixture of active principles (0.02% active component) to spray.After 24 hours, infect handled plant with the sporangia suspension of fungi.The plant of being infected is assessed the dissemination of fungi after 5 days at 20 ℃ of following incubations of relative moisture, temperature of 90-100%.
B) systemic action
The spray mixture of preparing with wettable powdery active component (count according to the soil volume 0.002% active component) is poured over 2-3 age in week, has grown near the potato plant (Bintje kind) in 3 weeks.Careful operation makes the spray mixture not touch the gas first portion of plant.After 48 hours, infect handled plant with the sporangia suspension of fungi.The plant of being infected is assessed the dissemination of fungi after 5 days at 20 ℃ of following incubations of relative moisture, temperature of 90-100%.
Mixture of active principles shows good synergistic especially, and component I is in the described mixture
(32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(06) 2-[α-{ [(Alpha-Methyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(15) 2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(24) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) subunit] oxygen base }-o-tolyl] methyl acrylate;
(12) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-methylenedioxy benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(18) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate; Or
(35) 2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
Particularly same metalaxyl (IIA), M 9834 (IID) or R-metalaxyl (IIB) are combined.
Embodiment B-13: the activity of pythium debaryanum (Pythiumdebaryanum) in the anti-sugar beet (Beta vulgaris)
A) activity after the soil application
Allow conk on aseptic oat wheat and in the mixture of soil and sand, add fungi.In flowerpot, fill and thisly infect soil and plant the sugar beet seed.Kind down, in soil, topple over the test formulation of making wetting powder with the become second nature form of suspension of water at once.Flowerpot is shelved 2-3 week in 20-24 ℃ greenhouse.Water slowly sprays and makes that the constant maintenance of soil is evenly moistening.When evaluation test, determine sprouting and the ratio healthy and the disease plant of sugar beet plant.
B) activity after the seed dressing
Allow conk on aseptic oat wheat and in the mixture of soil and sand, add fungi.In the sugar beet that the flowerpot neutralization had been handled with the test formulation that is made into the seed dressing pulvis, fill this soil that infects.Kind there is the flowerpot of this seed in 20-24 ℃ greenhouse, shelve 2-3 week.Water slowly sprays and makes that the constant maintenance of soil is evenly moistening.When evaluation test, determine sprouting and the ratio healthy and the disease plant of sugar beet plant.With the plant of handling according to mixture of the present invention is healthy in appearance, and the undressed sprouting of minority plant looks it is unsound.Preferred active ingredient I is
(12) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-methylenedioxy benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(15) 2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester;
(18) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(24) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(29) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate;
(35) 2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] glyoxalic acid methylester the O-methyloxime and
(37) 2-[α-{ [(α-cyclopropyl-4-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
Preferred active ingredient II is M 9834 (IID), fenfuram (IIE), Evil frost spirit (IIF), but especially metalaxyl (IIA) and R-metalaxyl (IIB).
Claims (28)
1. one kind is killed flora microbial composition, and it contains at least two kinds of active components that consumption can reach synergistic effect, also contains the appropriate carriers material, and wherein component I is the compound of formula I
Wherein:
X is CH or N;
R is CH
3Or cyclopropyl;
Y is H, F, Cl, Br, CF
3, CF
3O, the alkynes propoxyl group;
Z is H, F, Cl, CF
3, CF
3O; Or
Y and Z one are all methylene-dioxy, (difluoro methylene) dioxy base, ethylenedioxy, (trifluoro ethylidene) dioxy base or benzo base;
Wherein, component I I is selected from compound as described below
IIA) metalaxyl,
IIB) R-metalaxyl,
IIC) furalaxyl,
IID) M 9834,
IIE) fenfuram,
IIF) Evil frost spirit,
IIG) white urea cyanogen and
IIH) mancozeb.
2. according to the composition of claim 1, wherein in formula I
X is CH or N;
R is CH
3Or cyclopropyl;
Y is H, F, Cl, Br, CF
3, CF
3O, the alkynes propoxyl group;
Z is H, F, and Cl, or
Y and Z one are all methylene-dioxy, (difluoro methylene) dioxy base, ethylenedioxy, (trifluoro ethylidene) dioxy base or benzo base,
Wherein, component I I is selected from compound as described below
IIA) metalaxyl,
IIB) R-metalaxyl,
IIC) furalaxyl,
IID) M 9834,
IIE) fenfuram and
IIF) Evil frost spirit.
3. according to the composition of claim 1, wherein component I I is IIA) metalaxyl or IIB) the R-metalaxyl.
4. according to the composition of claim 1, wherein component I I is IIG) white urea cyanogen.
5. according to the composition of claim 1, wherein component I is compound (25) 2-[α-{ [(Alpha-Methyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
6. according to the composition of claim 1, wherein component I is compound (24) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the acrylates methyl esters.
7. according to the composition of claim 1, wherein component I is compound (06) 2-[α-{ [(Alpha-Methyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
8. according to the composition of claim 1, wherein component I is compound (32) 2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
9. according to the composition of claim 1, wherein component I is compound (29) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-(difluoro methylene-dioxy) benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate.
10. according to the composition of claim 1, wherein component I is compound (09) 2-[α-{ [(α-cyclopropyl-4-luorobenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
11. according to the composition of claim 1, wherein component I is compound (26) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate.
12. according to the composition of claim 1, wherein component I is compound (18) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] methyl acrylate.
13. according to the composition of claim 1, wherein component I is compound (35) 2-[α-{ [(Alpha-Methyl-3-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
14. according to the composition of claim 1, wherein component I is compound (15) 2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
15. according to the composition of claim 1, wherein component I is compound (36) 3-methoxyl group-2-[α-{ [(α-cyclopropyl-4-benzyl chloride base) imino group] oxygen base }-o-tolyl] methyl acrylate.
16. according to the composition of claim 1, wherein component I is compound (12) 3-methoxyl group-2-[α-{ [(Alpha-Methyl-3,4-methylenedioxy benzyl) imino group] oxygen base }-o-tolyl] methyl acrylate.
17. according to the composition of claim 1, wherein component I is compound (37) 2-[α-{ [(α-cyclopropyl-4-trifluoromethyl benzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
18. according to the composition of claim 1, wherein component I is compound (38) 2-[α-{ [(α-cyclopropyl-4-trifluoro-methoxybenzyl) imino group] oxygen base }-o-tolyl] the O-methyloxime of glyoxalic acid methylester.
19. according to the weight ratio of the composition of claim 1, wherein I: II=25: 1 to 1: 20.
20. according to the weight ratio of the composition of claim 19, wherein I: II=20: 1 to 1: 10.
21. according to the weight ratio of the composition of claim 20, wherein I: II=12: 1 to 1: 8.
22. the method for control and prevention plant disease comprises with the component I of claim 1 and component I I with random order or handle the position that is subjected to fungal infection or might quilt be infected simultaneously.
23., wherein plant or its part that infected by Oomycete are handled according to the method for claim 22.
24., wherein grape vine is handled according to the method for claim 22.
25., wherein potato is handled according to the method for claim 22.
26., wherein vegetables and fruit are handled according to the method for claim 22.
27., wherein plant propagation material is handled according to the method for claim 22.
28. carried out the plant propagation material of processing according to claim 27.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN96194804A CN1187755A (en) | 1995-06-16 | 1996-06-04 | Microbicidal compositions |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1786/95 | 1995-06-16 | ||
| CH1822/95 | 1995-06-21 | ||
| CN96194804A CN1187755A (en) | 1995-06-16 | 1996-06-04 | Microbicidal compositions |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA03148428XA Division CN1478396A (en) | 1995-06-16 | 1996-06-04 | Microbicide composition |
| CN01102907A Division CN1312001A (en) | 1995-06-16 | 2001-02-07 | Microbial pesticide composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1187755A true CN1187755A (en) | 1998-07-15 |
Family
ID=5128832
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN96194804A Pending CN1187755A (en) | 1995-06-16 | 1996-06-04 | Microbicidal compositions |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1187755A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6932947B2 (en) | 2002-05-09 | 2005-08-23 | Environmentalcare Ltd. | Fluid purification and disinfection device |
| CN102630683A (en) * | 2004-10-12 | 2012-08-15 | 拜尔农作物科学股份公司 | Fungicidal active ingredient combinations containing fluoxastrobin |
-
1996
- 1996-06-04 CN CN96194804A patent/CN1187755A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6932947B2 (en) | 2002-05-09 | 2005-08-23 | Environmentalcare Ltd. | Fluid purification and disinfection device |
| CN102630683A (en) * | 2004-10-12 | 2012-08-15 | 拜尔农作物科学股份公司 | Fungicidal active ingredient combinations containing fluoxastrobin |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1478396A (en) | Microbicide composition | |
| CN1162083C (en) | Pesticide | |
| CN1221526C (en) | Novel phenyl-proparylether derivatives | |
| CN1152007C (en) | Pesticides | |
| CN1255380C (en) | Pyrrolecarboxamides and pyrrolethioamides as fungicides | |
| CN101031204A (en) | Protectant for controlling phytopathogenic fungi | |
| CN101039578A (en) | Fungicidal active ingredient combinations containing fluoxastrobin | |
| CN1705668A (en) | Heterocyclocarboxamide derivatives | |
| CN1064957C (en) | N-sulphonyl and N-sulphinyl amino acid amides as microbiocides | |
| CN1153454A (en) | Fungicidal composition including 2-imidazoline-5-one | |
| CN1134212C (en) | A novel method to protect plants from fungal infection | |
| CN1096446C (en) | N-(ortho-substd. benzyloxy) imine derivs. and their use as fungicides, acaricides or insecticides | |
| CN1090848A (en) | Oxadiazole and thiadiazoles derivative | |
| CN1102958C (en) | Microorganisms for biological control of plant diseases | |
| CN1037067A (en) | The Synergistic biocidal and the miticide composition that contain two or three active component | |
| CN1314083A (en) | Sterilizing agent composition | |
| CN1068596C (en) | Pesticidal tris-oximino heterocyclic compounds | |
| CN1108652A (en) | Alpha-pyrimidinyl acrylic acid derivatives | |
| CN1155312C (en) | Herbicidal synergic composition and method for controlling weed | |
| CN1325268A (en) | Fungicidal combinations comprising thieno [2,3-d] pyrimidin-4-one | |
| CN1226284C (en) | N-sulphonyl and N-sulphinyl phenylglycinamide | |
| CN87103905A (en) | With the aminopyridine derivative is the sterilant of base-material and new aminopyrimidine compounds | |
| CN1187755A (en) | Microbicidal compositions | |
| CN1206914C (en) | Pesticide containing 0-benzyl oximeether derivative and its use | |
| CN1029189C (en) | Isothiazolecarboxylic acid derivatives, rice blast control agents containing same as active ingredients, and rice blast control method applying control agents |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| ASS | Succession or assignment of patent right |
Owner name: SINGENTA PARTICIPATION AG Free format text: FORMER OWNER: NOVANNIS COMPANY Effective date: 20010804 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TA01 | Transfer of patent application right |
Effective date of registration: 20010804 Applicant after: Xingenta Shara Co., Ltd. Applicant before: Novartis AG |
|
| ASS | Succession or assignment of patent right |
Owner name: BAYER AG Free format text: FORMER OWNER: NOVANNIS COMPANY Effective date: 20010805 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TA01 | Transfer of patent application right |
Effective date of registration: 20010805 Address after: Germany Leverkusen Applicant after: Bayer AG Address before: Basel Applicant before: Novartis AG |
|
| C12 | Rejection of a patent application after its publication | ||
| RJ01 | Rejection of invention patent application after publication |