CN112189661B - Fungicidal and bacterial compositions and uses - Google Patents
Fungicidal and bacterial compositions and uses Download PDFInfo
- Publication number
- CN112189661B CN112189661B CN201910609654.7A CN201910609654A CN112189661B CN 112189661 B CN112189661 B CN 112189661B CN 201910609654 A CN201910609654 A CN 201910609654A CN 112189661 B CN112189661 B CN 112189661B
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- Prior art keywords
- copper
- bacterial
- fungicidal
- composition
- component
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- 239000000203 mixture Substances 0.000 title claims abstract description 67
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 18
- 230000001580 bacterial effect Effects 0.000 title claims description 29
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229910052802 copper Inorganic materials 0.000 claims abstract description 12
- 239000010949 copper Substances 0.000 claims abstract description 12
- 230000000844 anti-bacterial effect Effects 0.000 claims abstract description 8
- 239000003899 bactericide agent Substances 0.000 claims abstract description 4
- -1 malononitrile oxime ether compound Chemical class 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- 239000001257 hydrogen Substances 0.000 claims description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- 241000233866 Fungi Species 0.000 claims description 13
- 208000035143 Bacterial infection Diseases 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- 235000013399 edible fruits Nutrition 0.000 claims description 8
- 241000894006 Bacteria Species 0.000 claims description 7
- 230000001717 pathogenic effect Effects 0.000 claims description 6
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 claims description 5
- 239000005750 Copper hydroxide Substances 0.000 claims description 5
- 239000005752 Copper oxychloride Substances 0.000 claims description 5
- MGIWDIMSTXWOCO-UHFFFAOYSA-N butanedioic acid;copper Chemical compound [Cu].OC(=O)CCC(O)=O MGIWDIMSTXWOCO-UHFFFAOYSA-N 0.000 claims description 5
- PBGNLHHLENTMLB-UHFFFAOYSA-J calcium;copper;disulfate Chemical compound [Ca+2].[Cu+2].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O PBGNLHHLENTMLB-UHFFFAOYSA-J 0.000 claims description 5
- HKMOPYJWSFRURD-UHFFFAOYSA-N chloro hypochlorite;copper Chemical compound [Cu].ClOCl HKMOPYJWSFRURD-UHFFFAOYSA-N 0.000 claims description 5
- 229910001956 copper hydroxide Inorganic materials 0.000 claims description 5
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 claims description 5
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 claims description 5
- MMUFAGXJPKNAHT-UHFFFAOYSA-N copper;quinolin-8-ol Chemical compound [Cu].C1=CN=C2C(O)=CC=CC2=C1 MMUFAGXJPKNAHT-UHFFFAOYSA-N 0.000 claims description 5
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 claims description 5
- 229940112669 cuprous oxide Drugs 0.000 claims description 5
- LITQZINTSYBKIU-UHFFFAOYSA-F tetracopper;hexahydroxide;sulfate Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[O-]S([O-])(=O)=O LITQZINTSYBKIU-UHFFFAOYSA-F 0.000 claims description 5
- 239000005739 Bordeaux mixture Substances 0.000 claims description 4
- 235000013311 vegetables Nutrition 0.000 claims description 4
- 208000022362 bacterial infectious disease Diseases 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 239000002689 soil Substances 0.000 claims description 3
- 238000005507 spraying Methods 0.000 claims description 3
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 2
- 238000002791 soaking Methods 0.000 claims description 2
- 230000009545 invasion Effects 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 abstract description 28
- 201000010099 disease Diseases 0.000 abstract description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 13
- 239000004480 active ingredient Substances 0.000 abstract description 7
- 244000053095 fungal pathogen Species 0.000 abstract description 4
- 244000052616 bacterial pathogen Species 0.000 abstract description 2
- 239000004615 ingredient Substances 0.000 abstract 1
- 240000008067 Cucumis sativus Species 0.000 description 23
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 23
- 230000000694 effects Effects 0.000 description 20
- 241000196324 Embryophyta Species 0.000 description 16
- 229910052736 halogen Inorganic materials 0.000 description 16
- 150000002367 halogens Chemical class 0.000 description 16
- 230000001276 controlling effect Effects 0.000 description 14
- 240000007594 Oryza sativa Species 0.000 description 13
- 235000007164 Oryza sativa Nutrition 0.000 description 13
- 235000009566 rice Nutrition 0.000 description 13
- 239000007900 aqueous suspension Substances 0.000 description 10
- 125000004093 cyano group Chemical group *C#N 0.000 description 10
- 125000004076 pyridyl group Chemical group 0.000 description 10
- 230000002195 synergetic effect Effects 0.000 description 10
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- 235000010149 Brassica rapa subsp chinensis Nutrition 0.000 description 8
- 235000000536 Brassica rapa subsp pekinensis Nutrition 0.000 description 8
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- 244000241257 Cucumis melo Species 0.000 description 8
- 235000020971 citrus fruits Nutrition 0.000 description 8
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 6
- 238000011161 development Methods 0.000 description 6
- 125000001188 haloalkyl group Chemical group 0.000 description 6
- 125000005843 halogen group Chemical group 0.000 description 6
- 150000002431 hydrogen Chemical class 0.000 description 6
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 5
- 241000233679 Peronosporaceae Species 0.000 description 5
- 240000003768 Solanum lycopersicum Species 0.000 description 5
- 241000209140 Triticum Species 0.000 description 5
- 235000021307 Triticum Nutrition 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 208000015181 infectious disease Diseases 0.000 description 5
- 244000052769 pathogen Species 0.000 description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 241000221785 Erysiphales Species 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 235000013339 cereals Nutrition 0.000 description 3
- 230000002538 fungal effect Effects 0.000 description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 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 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 235000009434 Actinidia chinensis Nutrition 0.000 description 2
- 244000298697 Actinidia deliciosa Species 0.000 description 2
- 235000009436 Actinidia deliciosa Nutrition 0.000 description 2
- 241000223600 Alternaria Species 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 235000002566 Capsicum Nutrition 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 235000004035 Cryptotaenia japonica Nutrition 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- 241000223218 Fusarium Species 0.000 description 2
- 206010061217 Infestation Diseases 0.000 description 2
- 208000031888 Mycoses Diseases 0.000 description 2
- 244000061176 Nicotiana tabacum Species 0.000 description 2
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 2
- 239000006002 Pepper Substances 0.000 description 2
- 235000016761 Piper aduncum Nutrition 0.000 description 2
- 235000017804 Piper guineense Nutrition 0.000 description 2
- 244000203593 Piper nigrum Species 0.000 description 2
- 235000008184 Piper nigrum Nutrition 0.000 description 2
- 241000813090 Rhizoctonia solani Species 0.000 description 2
- 102000007641 Trefoil Factors Human genes 0.000 description 2
- 235000015724 Trifolium pratense Nutrition 0.000 description 2
- 235000009754 Vitis X bourquina Nutrition 0.000 description 2
- 235000012333 Vitis X labruscana Nutrition 0.000 description 2
- 240000006365 Vitis vinifera Species 0.000 description 2
- 235000014787 Vitis vinifera Nutrition 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 125000005997 bromomethyl group Chemical group 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 2
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 244000000004 fungal plant pathogen Species 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 244000000010 microbial pathogen Species 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000011550 stock solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 241001600126 Acidovorax citrulli Species 0.000 description 1
- 241000235349 Ascomycota Species 0.000 description 1
- 241000221198 Basidiomycota Species 0.000 description 1
- OWNRRUFOJXFKCU-UHFFFAOYSA-N Bromadiolone Chemical compound C=1C=C(C=2C=CC(Br)=CC=2)C=CC=1C(O)CC(C=1C(OC2=CC=CC=C2C=1O)=O)C1=CC=CC=C1 OWNRRUFOJXFKCU-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 244000241235 Citrullus lanatus Species 0.000 description 1
- 235000012828 Citrullus lanatus var citroides Nutrition 0.000 description 1
- 235000005976 Citrus sinensis Nutrition 0.000 description 1
- 240000002319 Citrus sinensis Species 0.000 description 1
- 235000009847 Cucumis melo var cantalupensis Nutrition 0.000 description 1
- 206010059866 Drug resistance Diseases 0.000 description 1
- 241000588698 Erwinia Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 241000233654 Oomycetes Species 0.000 description 1
- 241000588702 Pectobacterium carotovorum subsp. carotovorum Species 0.000 description 1
- 244000021273 Peumus boldus Species 0.000 description 1
- 241000233614 Phytophthora Species 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 241000521936 Pseudomonas amygdali pv. lachrymans Species 0.000 description 1
- 241001281805 Pseudoperonospora cubensis Species 0.000 description 1
- 206010039509 Scab Diseases 0.000 description 1
- 241000221662 Sclerotinia Species 0.000 description 1
- 241000589634 Xanthomonas Species 0.000 description 1
- 241000589655 Xanthomonas citri Species 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- 244000000005 bacterial plant pathogen Species 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
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- 238000010410 dusting Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 230000003902 lesion Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
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- 239000002420 orchard Substances 0.000 description 1
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- 230000009467 reduction Effects 0.000 description 1
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/48—Nitro-carboxylic acids; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
- A01N37/04—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof polybasic
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/04—Sulfonic acids; Derivatives thereof
- A01N41/08—Sulfonic acid halides; alpha-Hydroxy-sulfonic acids; Amino-sulfonic acids; Thiosulfonic acids; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
- A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/16—Heavy metals; Compounds thereof
- A01N59/20—Copper
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to a fungicidal and bactericidal composition and a method of use thereof, the composition comprising A, B two active ingredients, wherein ingredient A is selected from compounds of formula I:
Description
Technical Field
The invention belongs to the field of agricultural bactericides, and particularly relates to a fungicidal and bactericidal composition and application thereof.
Background
Chinese invention patent CN201611199611.9 and PCT application WO CN16111411 disclose malononitrile oxime ether compounds, which have good control effect on plant pathogenic fungi and bacteria. The malononitrile oxime ether compound has good control effect on various plant diseases caused by plant pathogenic fungi such as oomycetes, basidiomycetes, ascomycetes, deuteromycetes and the like, including cucumber downy mildew, cucumber gray mold, cucumber anthracnose, cucumber powdery mildew, tomato early blight, tomato late blight, pepper phytophthora blight, grape downy mildew, grape white rot, apple ring rot, apple alternaria leaf spot, rice sheath blight, rice blast, wheat rust, wheat leaf spot, wheat powdery mildew, rape sclerotinia rot, corn small spot and the like; meanwhile, the composition has good control effects on various plant diseases caused by plant pathogenic bacteria such as pseudomonas, erwinia, xanthomonas, acidophilus and the like, including tomato bacterial wilt, tobacco bacterial wilt, citrus canker, kiwi canker, Chinese cabbage soft rot, cucumber bacterial angular leaf spot and the like.
Practical agricultural experience and extensive scientific research data have shown that the long-term repeated and specific application of one type of compound for controlling plant fungi and bacterial diseases leads in many cases to a rapid selectivity of pathogenic bacteria and fungal strains, some strains developing an adapted resistance to a particular active compound, resulting in a significant reduction, or even a complete loss, of the control effect of the active compound.
Disclosure of Invention
The present invention aims to provide a fungicidal and bacterial composition and the use thereof in order to reduce the risk of resistance of pathogenic fungi and bacteria to active compounds and to improve the control of pathogenic fungi and bacteria.
In order to achieve the purpose, the technical scheme of the invention is as follows:
a fungicidal and bactericidal composition comprises a component A and a component B; the weight ratio of the A, B components is 1: 100-100: 1; wherein, the component A is malononitrile oxime ether compound shown in a general formula I; the component B is selected from copper-containing bactericides;
the malononitrile oxime ether compound shown in the general formula I:
in the formula:
l is selected from- (CR)1R2)n-;
n is selected from 1 or 2;
when n ═ 2, W is phenyl; when n is 1, W is selected from W1、W2、W3、W4、W12、W16、W21、W23、W47、W48、W49、W59、W67、W68、W69、W70、W71、W72、W73、W74、W79、W80、W81、W82、W83Or W84;
Wherein:
X1、X2、X3、X4、X5、X6、X7、X8、X9each independently selected from hydrogen, halogen, cyano, nitro, C1-C3Alkyl radical, C1-C3Haloalkyl, -OR3、-N(R4)S(=O)2R5、-S(=O)2NR3R5、-CH2ON=C(CN)2Phenyl and pyridyl unsubstituted or optionally substituted by the following groupsThe radicals being halogen, cyano, C1-C3A haloalkyl group; when W is W1When, X1、X2、X3、X4、X5Not hydrogen at the same time; or W1Is composed of
Z is selected from hydrogen and C1-C3Alkyl, phenylmethyl;
k is selected from oxygen;
R3selected from hydrogen, C1-C3Alkyl radical, C1-C3Haloalkyl, phenyl or pyridyl unsubstituted or optionally substituted by halogen or C1-C3A haloalkyl group;
R4、R5each independently selected from hydrogen and C1-C3An alkyl group;
q is selected from Q1-2One of the groups shown, phenyl and pyridyl which are unsubstituted or optionally substituted by the following groups, wherein the following groups are halogen and C1-C3An alkyl group;
t is selected from phenyl and pyridyl which are unsubstituted or optionally substituted by halogen, cyano, C1-C3Alkyl, halo C1-C3Alkyl, halo C1-C3An alkoxy group.
Preferably, the component A in the composition is malononitrile oxime ether compounds shown in the general formula I:
wherein L is selected from: - (CR)1R2)n-;
n is selected from 1;
R1、R2selected from hydrogen;
w is selected from W1、W2、W3、W4、W12、W16、W21、W23、W48、W49、W59、W67、W68、W69、W70、W71、W72、W73、W74、W79、W80、W81、W82、W83Or W84;
X1、X2、X3、X4、X5、X6、X7、X8、X9Each independently selected from hydrogen, halogen, cyano, nitro, C1-C3Alkyl radical, C1-C3Haloalkyl, -OR3Phenyl and pyridyl unsubstituted or optionally substituted by halogen, cyano, C1-C3A haloalkyl group; when W is W1When, X1、X2、X3、X4、X5Not hydrogen at the same time;
z is selected from hydrogen and C1-C3An alkyl group;
k is selected from oxygen;
R3is selected from C1-C3Alkyl radical, C1-C3Haloalkyl, phenyl or pyridyl unsubstituted or optionally substituted by halogen or C1-C3A haloalkyl group;
q is selected from Q1-2One of the groups shown, phenyl and pyridyl which are unsubstituted or optionally substituted by the following groups, wherein the following groups are halogen and C1-C3An alkyl group;
t is selected from phenyl and pyridyl which are unsubstituted or optionally substituted by halogen, cyano, C1-C3Alkyl, halo C1-C3Alkyl, halo C1-C3An alkoxy group;
the component B is selected from: copper hydroxide, copper oxychloride, bordeaux mixture, basic copper sulfate, copper calcium sulfate, cuprous oxide, thiediazolidinum, thiencone, oxinecopper, cuaminosulfate, copper acetate, copper rosinate, nonylon, or copper succinate + glutarate; wherein the weight ratio of the A, B components is 1: 90-90: 1.
further preferably, the weight ratio of the A, B components is 1: 75-75: 1; wherein, the component A is malononitrile oxime ether compound shown in the general formula I:
in the formula (I), the compound is shown in the specification,
l is selected from- (CR)1R2)n-;
n is selected from 1;
R1、R2selected from hydrogen;
w is selected from W1、W2、W3、W4、W16、W49、W59、W69、W70、W71、W72、W79、W80Or W81;
X1、X2、X3、X4、X5、X6Each independently selected from hydrogen, halogen, cyano, nitro, C1-C3Alkyl radical, C1-C3Haloalkyl, -OR3Phenyl which is unsubstituted or optionally substituted by halogen, cyano, C1-C3A haloalkyl group; when W is W1When, X1、X2、X3、X4、X5Not hydrogen at the same time;
z is selected from hydrogen;
k is selected from oxygen;
R3is selected from C1-C3Alkyl radical, C1-C3A haloalkyl group;
q is selected from Q1-2One of the groups shown, phenyl and pyridyl which are unsubstituted or optionally substituted by the following groups, wherein the following groups are halogen and C1-C3An alkyl group;
t is selected from phenyl and pyridyl which are unsubstituted or optionally substituted by halogen and C1-C3Alkyl, halo C1-C3Alkyl, halo C1-C3An alkoxy group;
the component B is selected from: copper hydroxide, copper oxychloride, bordeaux mixture, basic copper sulfate, copper calcium sulfate, cuprous oxide, thiediazolidinum, thiencone, oxine-copper, cuaminosulfate, copper acetate, copper rosinate, nonylon, or copper succinate.
In a further preferred aspect, the A, B weight ratio between the two components is 1: 50-50: 1; wherein, the component A is malononitrile oxime ether compound shown in the general formula I:
in the formula (I), the compound is shown in the specification,
l is selected from- (CR)1R2)n-;
n is selected from 1;
R1、R2selected from hydrogen;
w is selected from W1、W2、W3、W4、W16、W49Or W69;
X1、X2、X3、X4、X5Each independently selected from hydrogen, fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, isopropyl, chloromethyl, bromomethyl, difluoromethyl, trifluoromethyl, -OR3Phenyl which is unsubstituted or optionally substituted by halogen or cyano; when W is W1When, X1、X2、X3、X4、X5Not hydrogen at the same time;
R3selected from methyl or trifluoromethyl;
the component B is selected from: copper hydroxide, copper oxychloride, bordeaux mixture, basic copper sulfate, copper calcium sulfate, cuprous oxide, thiediazolidinum, thiencone, oxine-copper, cuaminosulfate, copper acetate, copper rosinate, nonylon, or copper succinate. Still more preferably, the weight ratio between the A, B two components is 1: 20-20: 1; wherein, the component A is malononitrile oxime ether compound shown in the general formula I:
in the formula (I), the compound is shown in the specification,
l is selected from- (CR)1R2)n-;
n is selected from 1;
R1、R2selected from hydrogen;
w is selected from W1;
X1、X2、X3、X4、X5Each independently selected from hydrogen, fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, isopropyl, chloromethyl, bromomethyl, difluoromethyl, trifluoromethyl, -OR3Phenyl which is unsubstituted or optionally substituted by halogen or cyano; when W is W1When, X1、X2、X3、X4、X5Not hydrogen at the same time;
R3selected from methyl or trifluoromethyl;
the component B is selected from: copper hydroxide (201), copper oxychloride (202), boldo liquid (203), basic copper sulfate (204), copper calcium sulfate (205), cuprous oxide (206), thiediazoliun copper (207), thienaxon copper (208), oxine copper (209), copper ammine (210), copper acetate (211), copper rosinate (212), copper nonylonicate (213) and copper succinate and adipate (214).
The use of said fungicidal, bacterial compositions as a control against phytopathogenic harmful fungi, bacteria.
The compositions are useful for controlling harmful fungi, bacterial infections, infestations of plants, seeds, soils, areas, materials or spaces.
The composition is used for preventing and treating plant fungi and bacterial diseases of grains, rice, fruit trees, vegetables, flowers, traditional Chinese medicinal materials or lawns.
The fungicidal and bacterial composition is used for preventing and treating plant fungi and bacterial diseases by adopting a mode of spraying, irrigating roots or soaking seeds on leaf surfaces or the whole plants.
The preferred technical solution of the fungicidal, bacterial composition according to the invention is that component a is selected from the compounds listed in the following table:
the composition of the invention is suitable for controlling various harmful fungi and bacteria, especially various diseases of cereals, vegetables, fruit trees, ornamental plants, lawns and tropical crops, and various storage diseases.
When preparing the composition, the compound of component a and at least one compound of component B may be added thereto with other active substances effective against harmful pathogenic microorganisms or other pests, or active compounds or fertilizers having herbicidal action as well as growth regulating action.
The combination, whether used in any form, i.e., the combined use of the a-component compound and at least one B-component compound, exhibits a significant increase in the spectrum of disease control and enhanced control of certain diseases, including a variety of plant diseases caused by a variety of pathogenic microorganisms, such as pathogenic fungi and bacteria. The composition is especially important for preventing and controlling fungal and bacterial diseases of various crops such as grains, rice, vegetables, fruit trees and flowers, and is used for dressing seeds and protecting the crops. Is particularly suitable for preventing and treating the following plant fungal and bacterial diseases: rice blast, rice sheath blight, rice bacterial leaf streak, cucumber fusarium wilt, cucumber downy mildew, cucumber powdery mildew, cucumber gray mold, cucumber bacterial angular leaf spot, tomato leaf mold, tomato bacterial wilt, apple ring rot, apple alternaria leaf spot, pepper blight, watermelon fusarium wilt, wheat scab, wheat take-all, soybean root rot, citrus canker, kiwi canker, tobacco bacterial wilt, Chinese cabbage soft rot, melon bacterial fruit blotch and the like.
In controlling plant diseases, the composition of the present invention may be applied before or after sowing of the plant, or by spraying or dusting the seed, plant or soil before or after emergence of the plant.
The invention has the advantages that:
the fungicidal and bacterial composition has very obvious synergistic effect, obviously improves the control effect on crop diseases, and can expand the bactericidal spectrum and delay the occurrence of drug resistance of pathogenic substances;
the invention combines the compounds with different action mechanisms and chemical structure types, can more effectively control harmful microorganisms influencing the growth of crops, and has synergistic effect so as to achieve the aims of effectively treating resistance and effectively controlling plant diseases.
Detailed Description
The synergistic effect of the fungicidal, bacterial compositions according to the invention on harmful fungi and bacterial diseases can be illustrated by the following examples, to which the invention is in no way restricted.
The active compounds, alone or in combination, are prepared as acetone or DMSO stock solutions containing 0.25% by weight of active compound. 1% by weight of emulsifierEL (a wetting agent based on ethoxylated alkylphenol with emulsifying and dispersing action) is added to the stock solution and the active compound or mixture is diluted with water to the concentration required in the examples below.
The expected potency of the active compound mixtures was determined using the Colby formula [ S.R.Colby.calcium synergy and antibiotic Responses of pharmaceutical compositions.Weeds, 1967,15(1):20-22] and compared with the observed potency.
Colby formula: e ═ x + y-xy/100
E: the expected efficacy when using mixtures of active compounds a and B at concentrations a and B, respectively, is expressed as% of the untreated control.
x efficacy when using active compound a at a concentration a, expressed as% of untreated control;
y efficacy when using active compound B at a concentration of B, expressed as% of the untreated control.
If the actual observed efficacy (O) is greater than the expected efficacy (E), the effect of the combination is a synergistic effect, which corresponds mathematically to a positive difference in (O-E). If the actual observed efficacy (O) is equal to the expected efficacy (E), the effect of the combination is a purely additive effect, showing no synergy, mathematically the difference corresponding to (O-E) is zero. If the actual observed potency (O) is less than the expected potency (E), then the effect of the combination is an antagonistic effect, mathematically the difference corresponding to (O-E) is negative.
Application example 1 test for controlling cucumber downy mildew
Potted cucumber seedlings of the cultivar "Shandong Mici" were cultivated to the two-leaf stage and sprayed to the drip point with an aqueous suspension of the active compound at the concentrations stated below. After 24 hours, cucumber leaves are inoculated with an aqueous spore suspension of Pseudoperonospora cubensis, after which the cucumber seedlings are cultivated for 7 days in a climate chamber at 22-24 ℃ and a relative humidity of 95-99%. Then the development degree of the germ infection on the cucumber leaves was determined visually.
The data and results for the individual active ingredients and also for the compositions according to the invention for controlling cucumber downy mildew are given in tables 1 and 2. The results show that the observed efficacy values of the composition are all larger than the calculated efficacy values, which indicates that the composition shows a synergistic effect in the range of the experimental mixture ratio.
TABLE 1 Activity of the Individual active ingredients
TABLE 2 Activity of the compositions of the invention
Application example 2 test for controlling cucumber bacterial angular leaf spot
Potted cucumber seedlings of the cultivar "Shandong Mici" were cultivated to the two-leaf stage and sprayed to the drip point with an aqueous suspension of the active compound at the concentrations stated below. After 24 hours, the cucumber leaves are inoculated with an aqueous suspension of cucumber bacterial angular leaf spot (Pseudomonas syringae pv. lachrymans), after which the cucumber seedlings are cultivated for 7 days in a climate chamber at 24 to 28 ℃ and a relative humidity of 95 to 99%. And finally, visually measuring the development degree of pathogen infection on the cucumber leaves.
The data and results of the individual active ingredients and the inventive compositions for controlling cucumber bacterial angular leaf spot are given in tables 3 and 4. The results show that the observed efficacy values of the composition are all larger than the calculated efficacy values, which indicates that the composition shows a synergistic effect in the range of the experimental mixture ratio.
TABLE 3 Activity of the Individual active Components
TABLE 4 Activity of the compositions of the invention
Application example 3 test for controlling bacterial fruit blotch of melon
Potted melon seedlings of the cultivar "tiger-skin crisp" were cultivated to the two-leaf stage and sprayed to the drip point with an aqueous suspension of the active compound at the concentrations stated below. After 24 hours, melon leaves are inoculated with an aqueous suspension of melon bacterial fruit blotch (Acidovorax citrulli), and then melon seedlings are placed in a climate chamber at 24-28 ℃ and a relative humidity of 95-99% for culture for 7 days. And finally, visually measuring the development degree of the germ infection on the muskmelon leaves.
The data and results of the individual active ingredients and the inventive compositions for controlling bacterial fruit blotch in melons are shown in tables 5 and 6. The results show that the observed efficacy values of the composition are all larger than the calculated efficacy values, which indicates that the composition shows a synergistic effect in the range of the experimental mixture ratio.
TABLE 5 Activity of the Individual active Components
TABLE 6 Activity of the compositions of the invention
Application example 4 test for preventing and treating soft rot of Chinese cabbage
Potted chinese cabbage seedlings of cultivar "dehogho No. 1" were cultivated to the trefoil stage and sprayed to the drip point with an aqueous suspension of the active compound at the concentrations described below. After 24 hours, the leaves of the Chinese cabbage are inoculated with an aqueous suspension of Chinese cabbage soft rot fungi (Erwinia carotovora subsp. carotovora), and then the seedlings are cultured in a climate chamber at 22-26 ℃ and a relative humidity of 95-99% for 3 days. And finally, visually measuring the development degree of pathogen infection on the Chinese cabbage leaves.
The data and results of the individual active ingredients and the composition of the invention for preventing and treating Chinese cabbage soft rot are shown in tables 7 and 8. The results show that the observed efficacy values of the composition are all larger than the calculated efficacy values, which indicates that the composition shows a synergistic effect in the range of the experimental mixture ratio.
TABLE 7 Activity of the Individual active Components
TABLE 8 Activity of the compositions of the invention
Application example 5 test for controlling rice sheath blight disease
Potted rice seedlings of the cultivar "overwintering" were cultivated to the trefoil stage and sprayed to the drip point with an aqueous suspension of the active compound at the concentrations indicated below. After 24 hours, the rice leaves were inoculated with an aqueous suspension of mycelia of Rhizoctonia solani (Rhizoctonia solani), after which the rice seedlings were cultured for 7 days in a climate chamber at 24 to 28 ℃ and a relative humidity of 95 to 99%. And finally, visually measuring the development degree of pathogen infection on the rice leaves.
The data and results of the individual active ingredients and the composition of the present invention for controlling rice sheath blight disease are shown in tables 9 and 10. The results show that the observed efficacy values of the composition are all larger than the calculated efficacy values, which indicates that the composition shows a synergistic effect in the range of the experimental mixture ratio.
TABLE 9 Activity of the Individual active Components
TABLE 10 Activity of the compositions of the invention
Application example 6 field plot test for prevention and treatment of citrus canker
Selecting an orchard garden with perennial citrus canker (Xanthomonas axonopodis pv. citri) to carry out a field plot experiment, wherein the citrus variety is 'navel orange'. The test adopts a random block design, 3 citrus trees in each cell are repeated for four times, and the drug treatment is carried out for two times at an interval of ten days. The first treatment with the agent was started at the beginning of the field of ulcerated lesions, and the citrus plants were sprayed with an aqueous suspension of the active compound at the concentration indicated below using a knapsack sprayer, and a second spray treatment was carried out ten days later. Ten days after the last spray treatment, the extent of development of pathogen infestation on the citrus leaves was determined visually and the average of four replicates of each treatment was calculated (see tables 11 and 12).
TABLE 11 Activity of the Individual active Components
TABLE 12 Activity of the compositions of the invention
The data results of the individual active components and the data results of the composition for preventing and treating the citrus canker show that the observation efficacy values of the composition are all larger than the calculation efficacy values, which indicates that the composition shows a synergistic effect in the range of the experimental mixture ratio.
Claims (6)
1. A fungicidal, bacterial composition, characterized in that: the composition comprises a component A and a component B; the weight ratio of the A, B components is 1: 20-20: 1; wherein, the component A is malononitrile oxime ether compound shown in a general formula I; the component B is selected from copper-containing bactericides;
the component B is selected from: copper hydroxide, copper oxychloride, bordeaux mixture, basic copper sulfate, copper calcium sulfate, cuprous oxide, thiediazolidinum, thiencone, oxinecopper, cuaminosulfate, copper acetate, copper rosinate, nonylon, or copper succinate + glutarate;
the malononitrile oxime ether compound shown in the general formula I:
in the formula:
l is selected from- (CR)1R2)n-,R1、R2Selected from hydrogen;
n is selected from 1 or 2;
when n ═ 2, W is phenyl; when n is 1, W is selected from
2. Use of the fungicidal, bacterial composition according to claim 1, characterized in that: the composition is used for controlling plant pathogenic harmful fungi and bacteria.
3. The use of a fungicidal, bacterial composition according to claim 2, characterized in that: the composition is used for controlling harmful fungi, bacterial infection, and plant or soil invasion.
4. The use of a fungicidal, bacterial composition according to claim 2, characterized in that: the composition is used for preventing and treating harmful fungi, bacterial infection and invasion of seeds.
5. The use of a fungicidal, bacterial composition according to claim 3 or 4, characterized in that: the composition is used for preventing and treating plant fungi and bacterial diseases of grains, fruit trees, vegetables, flowers, traditional Chinese medicinal materials or lawns.
6. The use of a fungicidal, bacterial composition according to claim 2, characterized in that: the fungicidal and bacterial composition is used for preventing and treating plant fungi and bacterial diseases by adopting a mode of spraying, irrigating roots or soaking seeds on leaf surfaces or the whole plants.
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| WO1997007099A1 (en) * | 1995-08-16 | 1997-02-27 | Agrevo Uk Limited | Alpha-methoxymethylene or alpha-methoxyimino naphthylacetic acid derivatives and their use as fungicides |
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