CN110214784A - Herbicidal combinations containing diflufenican - Google Patents

Herbicidal combinations containing diflufenican Download PDF

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Publication number
CN110214784A
CN110214784A CN201910637318.3A CN201910637318A CN110214784A CN 110214784 A CN110214784 A CN 110214784A CN 201910637318 A CN201910637318 A CN 201910637318A CN 110214784 A CN110214784 A CN 110214784A
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CN
China
Prior art keywords
benzoic acid
herbicidal combinations
diflufenican
acid derivative
pyrimidine
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Pending
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CN201910637318.3A
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Chinese (zh)
Inventor
史卫斌
唐伟
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Individual
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Individual
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Priority to CN201910637318.3A priority Critical patent/CN110214784A/en
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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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, 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
    • 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

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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)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The present invention relates to a kind of Herbicidal combinations, its effective component is diflufenican and 2- pyrimidine oxy-benzoic acid derivative, the mass ratio of diflufenican and 2- pyrimidine oxy-benzoic acid derivative is 30:1 ~ 1:30, and the structural formula of 2- pyrimidine oxy-benzoic acid derivative is as shown in the formula (I)

Description

Herbicidal combinations containing diflufenican
Technical field
The present invention relates to plant protection composition technical fields, specifically, being a kind of containing diflufenican and another kind The Herbicidal combinations of active material.
Background technique
Diflufenican (diflufenican), chemical name: 2 ' 4 '-two chloro- 2- (α, α, α-trichlorine fluorine m-phenoxy) -3- Pyridine anilide is a kind of Beyer Co., Ltd's substituted pyridinyl acyl aniline herbicide released in 1985.Its mechanism of action is logical Cross and inhibit crucial enzyme --- eight cyanogen lycopene enzymes in herxheimer-liked reaction, the chloroplaset and chlorophyll of weeds by Inhibit, influence photosynthesis, achievees the effect that destroy its growth.
N, N, N- trimethyl -12- ((2- (pyrimidine -2- oxygroup) benzaldehyde base) oxygroup) dodecyl -1- ammonium bromide, knot Structure formula are as follows:
It is a kind of 2- pyrimidine oxy-benzoic acid derivative disclosed in CN106946794A, barnyard grass in paddy field etc. is prevented with good Except effect.
Summary of the invention
The purpose of the present invention is aiming at the shortcomings in the prior art, provide a kind of Herbicidal combination containing diflufenican Object.
To achieve the above object, the technical solution adopted by the present invention is that: a kind of Herbicidal combinations, effective component be pyrrole fluorine The mass ratio of acyl grass amine and 2- pyrimidine oxy-benzoic acid derivative, diflufenican and 2- pyrimidine oxy-benzoic acid derivative is The structural formula of 30:1 ~ 1:30,2- pyrimidine oxy-benzoic acid derivative is as shown in the formula (I),
(I)
In formula, R and R ' are independent selected from H, F, Cl or methoxyl group, and A is selected from Cl, Br or OH, and X is dodecyl.
Preferably, 2- pyrimidine oxy-benzoic acid derivative is N, N, N- trimethyl -12- ((2- (pyrimidine -2- oxygroup) benzene first Aldehyde radical) oxygroup) dodecyl -1- ammonium bromide.
Preferably, the mass ratio of diflufenican and 2- pyrimidine oxy-benzoic acid derivative is 10:1 ~ 1:10.
Preferably, the mass ratio of diflufenican and 2- pyrimidine oxy-benzoic acid derivative is 1:1.
Preferably, also comprising acceptable auxiliary agent and/or carrier in plant protection in the Herbicidal combinations.
Preferably, the dosage form of the Herbicidal combinations is wettable powder or water-dispersible granule.
The invention has the advantages that:
Composition of the invention is with strong complementarity, synergistic effect is obvious, degrass spectrum expands, amount of application is reduced, to crop safety Property high, environmental pollution the features such as reducing, is strong with environment compatibility.
Specific embodiment
It elaborates below with reference to embodiment to specific embodiment provided by the invention.
In following embodiment, 2- pyrimidine oxy-benzoic acid derivative is N, N, N- trimethyl -12- ((2- (pyrimidine -2- oxygen Base) benzaldehyde base) oxygroup) dodecyl -1- ammonium bromide.
1 wettable powder of embodiment
Diflufenican 20%, 2- pyrimidine oxy-benzoic acid derivative 20%, sodium butylnaphthalenesulfonate 3%, sodium metnylene bis-naphthalene sulfonate 3%, white carbon black 15%, kaolin surplus.
It is uniformly mixed, obtains after the airflow crushes wettable by entering in mixer after above-mentioned formula in proportion coarse crushing Property pulvis.
2 wettable powder of embodiment
Diflufenican 15%, 2- pyrimidine oxy-benzoic acid derivative 20%, sodium lignin sulfonate 5%, sodium metnylene bis-naphthalene sulfonate 5%, kaolin surplus.
It is uniformly mixed, obtains after the airflow crushes wettable by entering in mixer after above-mentioned formula in proportion coarse crushing Property pulvis.
3 water-dispersible granule of embodiment
Diflufenican 20%, 2- pyrimidine oxy-benzoic acid derivative 15%, dodecyl sodium sulfate 6%, polyoxyethylene octylphenyl Ether 4%, fatty mercaptan acid ammonium 5%, kaolin surplus.
Above-mentioned formula is mixed in proportion, through air-flow crushing at wettable powder, adds a certain amount of water mixing Water dispersible granules are made after dry screening in extrusion granulation.
4 water-dispersible granule of embodiment
Diflufenican 15%, 2- pyrimidine oxy-benzoic acid derivative 15%, potassium dodecanesulfonate 5%, polyoxyethylene octylphenyl Ether 4%, sodium lignin sulfonate 4%, diatomite surplus.
Above-mentioned formula is mixed in proportion, through air-flow crushing at wettable powder, adds a certain amount of water mixing Water dispersible granules are made after dry screening in extrusion granulation.
5 bioassay test of embodiment
Using diflufenican as standard agent, disease index and control efficiency are calculated.Control efficiency is converted into probability value (y), liquor strength (μ g/ml) is converted into logarithm (x), calculates concentration EC50 in virulence equation and inhibition with least square method, The toxicity index grade co-toxicity coefficient (CTC) of medicament is calculated according to Sun Yunpei's Method.Diflufenican and 2- pyrimidine oxy-benzoic acid are derivative Object compounding the results are shown in Table 1 to the toxicity test of Amaranthus retroflexus.
Survey toxicity index (ATI)=(standard agent EC50/ reagent agent EC50) * 100
B in the percentage composition+B medicament toxicity index * mixture of A in theoretical toxicity index (TTI)=A medicament toxicity index * mixture Percentage composition
Co-toxicity coefficient (CTC)=[mixture surveys toxicity index (ATI)/mixtures theoretical toxicity index (TTI)] * 100
CTC≤80, composition show as antagonism, 80 < CTC < 120, and composition shows as summation action, CTC >=120, Composition shows as synergistic effect.
The toxicity test interpretation of result of 1 Amaranthus retroflexus of table
Medicament EC50(μg/ml) ATI TTI CTC
X 10.03 100 / /
Y 13.56 73.97 / /
X:Y=30:1 8.12 123.52 99.16 124.57
X:Y=20:1 7.01 143.08 98.76 144.88
X:Y=10:1 6.17 162.56 97.63 166.50
X:Y=1:1 6.23 161.00 86.98 185.09
X:Y=1:10 7.59 132.15 76.33 173.12
X:Y=1:20 8.97 111.82 75.21 148.68
X:Y=1:30 10.36 96.81 74.81 129.42
In table, X refers to that diflufenican, Y refer to N, N, N- trimethyl -12- ((2- (pyrimidine -2- oxygroup) benzaldehyde base) oxygroup) 12 Alkyl -1- ammonium bromide.
The result shows that diflufenican and 2- pyrimidine oxy-benzoic acid derivative are between proportion 30:1 ~ 1:30, poison is altogether Number illustrates that diflufenican compounds preventing and kill off with aobvious to Amaranthus retroflexus with 2- pyrimidine oxy-benzoic acid derivative 120 or more The synergistic function of work.
6 field control effectiveness test of embodiment
Medicament: herbicide prepared by embodiment 1 ~ 4,50% diflufenican wettable powder.
Crop: rice.Rice seedlings grow fine, robust plant, without other pest and disease damages.
Control object: the weeds such as barnyard grass, clearvers, Veronica, Monochoria vaginalis, mexicana, difformed galingale herb.
Test method:
According to the area of experimental plot, the good various medicaments of precise, and after being watered dilution, knapsack sprayer is utilized, is carried out Even spraying.When spraying, it should be noted that the phenomenon that uniformly spraying application in experimental plot medical fluid, accomplishing no drain spray, more sprays.
20 days observation weeds death conditions after medicine, and the activity of weeding of more various medicaments.In addition, also to observe crop Growing state, whether have phytotoxicity to investigate medicament to crop.
Test result:
2 field control effectiveness test result of table (after medicine 20 days)
Medicament Dosage (ga.i/ mus) Broadleaf weeds preventive effect (%) Gramineae weed preventive effect (%) Total preventive effect (%)
Embodiment 1 35 94 95 94
Embodiment 2 35 93 91 92
Embodiment 3 35 92 93 92
Embodiment 4 35 90 91 90
50% diflufenican 70 67 73 69
Clear water control - - - -
It lives the results show that diflufenican compounds to have to expand herbicidal spectrum and improve weeding with 2- pyrimidine oxy-benzoic acid derivative Property effect, can effectively prevent and kill off broadleaf weeds and gramineae weed, preventive effect is better than the preventive effect of single dose, both illustrates compounding There is significant synergistic effect to the preventive effect of broadleaf weeds in paddy field and gramineae weed.
The rice is doing well in each experimental plot, has no any medicine spot, illustrates that various medicaments are safe to rice.
The above is only a preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art Member, under the premise of not departing from the method for the present invention, can also make several improvement and supplement, these are improved and supplement also should be regarded as Protection scope of the present invention.

Claims (8)

1. a kind of Herbicidal combinations, which is characterized in that the effective component in the Herbicidal combinations is diflufenican and 2- The mass ratio of pyrimidine oxy-benzoic acid derivative, diflufenican and 2- pyrimidine oxy-benzoic acid derivative is 30:1 ~ 1:30,2- The structural formula of pyrimidine oxy-benzoic acid derivative is as shown in the formula (I),
(I)
In formula, R and R ' are independent selected from H, F, Cl or methoxyl group, and A is selected from Cl, Br or OH, and X is dodecyl.
2. Herbicidal combinations according to claim 1, which is characterized in that 2- pyrimidine oxy-benzoic acid derivative be N, N, N- trimethyl -12- ((2- (pyrimidine -2- oxygroup) benzaldehyde base) oxygroup) dodecyl -1- ammonium bromide.
3. Herbicidal combinations according to claim 2, which is characterized in that diflufenican and 2- pyrimidine oxy-benzoic acid spread out The mass ratio of biology is 10:1 ~ 1:10.
4. Herbicidal combinations according to claim 3, which is characterized in that diflufenican and 2- pyrimidine oxy-benzoic acid spread out The mass ratio of biology is 1:1.
5. Herbicidal combinations according to claim 1, which is characterized in that also include plant protection in the Herbicidal combinations In acceptable auxiliary agent and/or carrier.
6. Herbicidal combinations according to claim 1, which is characterized in that the dosage form of the Herbicidal combinations is wettable powder Agent or water-dispersible granule.
7. the application in described in any item Herbicidal combinations prevention and treatment crop weeds according to claim 1 ~ 6.
8. a kind of method for preventing and treating crop weeds, which is characterized in that by Herbicidal combination described in any one of claim 1 ~ 6 The effective component diflufenican and 2- pyrimidine oxy-benzoic acid derivative of object be applied to together or separately plant, plant parts, The region of vegetable seeds or plant growth.
CN201910637318.3A 2019-07-15 2019-07-15 Herbicidal combinations containing diflufenican Pending CN110214784A (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110152087A1 (en) * 2009-12-17 2011-06-23 Bayer Cropscience Ag Herbicidal compositions comprising flufenacet
CN106259349A (en) * 2016-05-30 2017-01-04 江苏辉丰农化股份有限公司 There is the Herbicidal combinations of potentiation
CN106946794A (en) * 2017-05-11 2017-07-14 赣南师范大学 A kind of 2 pyrimidine oxy-benzoic acid derivatives and preparation method thereof and a kind of water surface weeds herbicide

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110152087A1 (en) * 2009-12-17 2011-06-23 Bayer Cropscience Ag Herbicidal compositions comprising flufenacet
CN106259349A (en) * 2016-05-30 2017-01-04 江苏辉丰农化股份有限公司 There is the Herbicidal combinations of potentiation
CN106946794A (en) * 2017-05-11 2017-07-14 赣南师范大学 A kind of 2 pyrimidine oxy-benzoic acid derivatives and preparation method thereof and a kind of water surface weeds herbicide

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