CN112189662B - Fungicidal and bacterial compositions and uses thereof - Google Patents

Fungicidal and bacterial compositions and uses thereof Download PDF

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CN112189662B
CN112189662B CN201910609426.XA CN201910609426A CN112189662B CN 112189662 B CN112189662 B CN 112189662B CN 201910609426 A CN201910609426 A CN 201910609426A CN 112189662 B CN112189662 B CN 112189662B
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bacterial
fungicidal
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cucumber
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CN112189662A (en
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陈亮
刘君丽
冯聪
程学明
吴鸿飞
颜克成
李思博
于海波
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Shenyang Sinochem Agrochemicals R&D Co Ltd
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • A01N37/44Biocides, 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
    • A01N37/50Biocides, 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 the nitrogen atom being doubly bound to the carbon skeleton
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N41/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
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    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
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    • A01N43/14Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/16Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/541,3-Diazines; Hydrogenated 1,3-diazines
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/601,4-Diazines; Hydrogenated 1,4-diazines
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01N43/74Biocides, 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
    • A01N43/781,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/18Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring

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  • 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)
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  • Wood Science & Technology (AREA)
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  • Environmental Sciences (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

Fungicidal and bacterial compositions and uses thereof
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 antibiotic compounds or salts thereof;
Figure BDA0002121760650000011
the malononitrile oxime ether compound shown in the general formula I:
Figure BDA0002121760650000021
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
Figure BDA0002121760650000022
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 halogen, cyano, C1-C3A haloalkyl group; when W is W1When, X1、X2、X3、X4、X5Not hydrogen at the same time; or W1Is composed of
Figure BDA0002121760650000031
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;
Figure BDA0002121760650000032
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: kasugamycin, zhongshengmycin, polyoxin, shenqinmycin, validamycin, tetramycin, ningnanmycin, princess lingmycin, wuyimycin or streptomycin sulfate, or salts of the above antibiotics; 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: kasugamycin, zhongshengmycin, polyoxin, shenqinmycin, validamycin, tetramycin, ningnanmycin, princess lingmycin or wuyimycin, or salts of the above antibiotics.
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: kasugamycin, zhongshengmycin, polyoxin, shenqinmycin, validamycin, tetramycin, ningnanmycin or princess lingmycin.
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: kasugamycin (201), zhongshengmycin (202), polyoxin (203), shenqinmycin (204), validamycin (205), tetramycin (206) or ningnanmycin (207).
Use of a fungicidal, bacterial composition for controlling 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:
Figure BDA0002121760650000061
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 emulsifier
Figure BDA0002121760650000071
(wetting agents based on ethoxylated alkylphenols with emulsifying and dispersing action) are added to the stock solution and the active compound or mixture is diluted with water to the desired concentration 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 rice sheath blight disease
Potted rice seedlings of cultivar "overwintering" were grown to the trilobate stage and sprayed to the drip point with aqueous suspensions of active compositions or compounds at various concentrations as described 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%. Finally, the degree of development of the germ infection on the rice leaves was determined visually (see tables 1 and 2).
TABLE 1 Activity of the Individual active ingredients
Figure BDA0002121760650000081
TABLE 2 Activity of the compositions of the invention
Figure BDA0002121760650000082
Figure BDA0002121760650000091
Figure BDA0002121760650000101
The data show that the observed efficacy values of the composition are all larger than the calculated efficacy values, which indicates that the composition shows synergistic effect in the range of the experimental mixture ratio.
Application example 2 test for controlling cucumber downy mildew
Potted cucumber seedlings of the cultivar "shandong bur" were cultivated to the two-leaf stage and sprayed to the drip point with aqueous suspensions of the active compositions or compounds at different concentrations as described 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%. The extent of the development of the germ infestation on the cucumber leaves was then determined visually (see tables 3 and 4).
TABLE 3 Activity of the Individual active Components
Figure BDA0002121760650000102
Figure BDA0002121760650000111
TABLE 4 Activity of the compositions of the invention
Figure BDA0002121760650000112
Figure BDA0002121760650000121
The data results of the individual active components and the control of cucumber downy mildew of the composition 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.
Application example 3 test for controlling cucumber bacterial angular leaf spot
Potted cucumber seedlings of the cultivar "shandong bur" were cultivated to the two-leaf stage and sprayed to the drip point with aqueous suspensions of the active compositions or compounds at different concentrations as described 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%. Finally, the degree of development of the germ infection on the cucumber leaves was determined visually (see tables 5 and 6).
TABLE 5 Activity of the Individual active Components
Figure BDA0002121760650000131
Figure BDA0002121760650000141
TABLE 6 Activity of the compositions of the invention
Figure BDA0002121760650000142
Figure BDA0002121760650000151
Figure BDA0002121760650000161
The data results of the individual active components and the composition for preventing and treating the cucumber bacterial angular leaf spot show that the observation efficacy values of the composition are all larger than the calculation efficacy values, which shows that the composition shows a synergistic effect in the range of the test mixture ratio.
Application example 4 test for controlling bacterial fruit blotch of melon
Potted melon seedlings of cultivar "tiger skin crisp" were cultivated to the two-leaf stage and sprayed to the drip point with aqueous suspensions of active compositions or compounds at different concentrations as described 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. Finally, the degree of development of the germ infestation on the melon leaves was determined visually (see tables 7 and 8).
TABLE 7 Activity of the Individual active Components
Figure BDA0002121760650000162
Figure BDA0002121760650000171
TABLE 8 Activity of the compositions of the invention
Figure BDA0002121760650000172
Figure BDA0002121760650000181
Figure BDA0002121760650000191
The data results of the individual active components and the composition for preventing and treating the bacterial fruit blotch of the melon show that the observation effect values of the composition are all larger than the calculation effect values, which shows that the composition shows a synergistic effect in the range of the test mixture ratio.
Application example 5 test for preventing and treating Chinese cabbage Soft rot
Potted chinese cabbage seedlings of cultivar "tegao No. 1" were grown to the trilobate stage and sprayed to the drip point with aqueous suspensions of the active compositions or compounds at various concentrations as 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. Finally, the degree of development of the germ infestation on the Chinese cabbage leaves was determined visually (see tables 9 and 10).
TABLE 9 Activity of the Individual active Components
Figure BDA0002121760650000192
Figure BDA0002121760650000201
TABLE 10 Activity of the compositions of the invention
Figure BDA0002121760650000202
Figure BDA0002121760650000211
The data results of the single active components and the composition for preventing and treating the soft rot of the Chinese cabbage show that the observation efficacy values of the composition are all larger than the calculation efficacy values, which shows that the composition shows a synergistic effect in the range of the test mixture ratio.
Application example 6 test for controlling cucumber powdery mildew
Potted cucumber seedlings of the cultivar "shandong bur" were cultivated to the two-leaf stage and sprayed to the drip point with aqueous suspensions of the active compositions or compounds at different concentrations as described below. After 24 hours, the cucumber leaves are inoculated with an aqueous suspension of cucumber powdery mildew (Sphaerotheca fuliginea), after which the cucumber seedlings are cultivated for 3 days in a climate chamber at 24-28 ℃ and a relative humidity of 90-95%. Finally, the degree of development of the germ infection on the cucumber leaves was determined visually (see tables 11 and 12)
TABLE 11 Activity of the Individual active Components
Figure BDA0002121760650000212
Figure BDA0002121760650000221
TABLE 12 Activity of the compositions of the invention
Figure BDA0002121760650000222
Figure BDA0002121760650000231
Figure BDA0002121760650000241
The data results of the individual active components and the cucumber powdery mildew prevention and treatment composition show that the observation efficacy values of the composition are all larger than the calculation efficacy values, and the composition shows a synergistic effect in the range of the experimental mixture ratio.
Application example 7 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 13 and 14).
TABLE 13 Activity of the Individual active Components
Figure BDA0002121760650000242
TABLE 14 Activity of the compositions of the invention
Figure BDA0002121760650000251
Figure BDA0002121760650000261
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 (5)

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 kasugamycin, zhongshengmycin, polyoxin, shenqinmycin, validamycin, tetramycin or ningnanmycin;
Figure FDA0003373861030000011
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
Figure FDA0003373861030000012
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 compositions are useful for controlling harmful fungi, bacterial infections, infestations of plants, seeds, soils, areas, materials or spaces.
4. The use of a fungicidal, bacterial composition according to claim 3, characterized in that: 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.
5. The use of a fungicidal, bacterial composition according to any of claims 2 to 4, 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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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1109686A (en) * 1993-05-18 1995-10-04 希巴-盖吉股份公司 O-benzyl oxime ether derivatives and their use as pesticides
WO1997007099A1 (en) * 1995-08-16 1997-02-27 Agrevo Uk Limited Alpha-methoxymethylene or alpha-methoxyimino naphthylacetic acid derivatives and their use as fungicides
CN1250046A (en) * 1998-10-07 2000-04-12 湖南化工研究院 Biocidal oximido ether compound
CN106916084A (en) * 2015-12-25 2017-07-04 沈阳中化农药化工研发有限公司 A kind of malononitrile oximido ether compound and application thereof

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2374366T3 (en) * 2005-10-19 2012-02-16 Bayer Cropscience Inc FUNGICIDE CONTROL OF FUNGI.

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1109686A (en) * 1993-05-18 1995-10-04 希巴-盖吉股份公司 O-benzyl oxime ether derivatives and their use as pesticides
WO1997007099A1 (en) * 1995-08-16 1997-02-27 Agrevo Uk Limited Alpha-methoxymethylene or alpha-methoxyimino naphthylacetic acid derivatives and their use as fungicides
CN1250046A (en) * 1998-10-07 2000-04-12 湖南化工研究院 Biocidal oximido ether compound
CN106916084A (en) * 2015-12-25 2017-07-04 沈阳中化农药化工研发有限公司 A kind of malononitrile oximido ether compound and application thereof

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