WO2016153776A1 - Procédés et compositions visant à améliorer la santé des plantes et/ou leur tolérance au stress - Google Patents

Procédés et compositions visant à améliorer la santé des plantes et/ou leur tolérance au stress Download PDF

Info

Publication number
WO2016153776A1
WO2016153776A1 PCT/US2016/021293 US2016021293W WO2016153776A1 WO 2016153776 A1 WO2016153776 A1 WO 2016153776A1 US 2016021293 W US2016021293 W US 2016021293W WO 2016153776 A1 WO2016153776 A1 WO 2016153776A1
Authority
WO
WIPO (PCT)
Prior art keywords
substituted
unsubstituted
alkyl
aryl
alkenyl
Prior art date
Application number
PCT/US2016/021293
Other languages
English (en)
Inventor
Olavo CORREA DA SILVA
Todd Mathieson
Byron B. SLEUGH
Garrick W. STUHR
Bradley HOPKINS
Mary E. RUSHTON
Original Assignee
Dow Agrosciences Llc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Dow Agrosciences Llc filed Critical Dow Agrosciences Llc
Publication of WO2016153776A1 publication Critical patent/WO2016153776A1/fr

Links

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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond

Definitions

  • Patent Publication 2006/0160704 discloses treating non-citrus plants with compositions that contain at least one cyclopropene and that contain at least one plant growth regulator that is not a cyclopropene. It may be desired to provide methods that involve treating certain specific crop plants at developmental stage or stages appropriate for those specific crop plants. Further, it may also be desired to provide methods of treating plants that result in an increase in the yield of the crop produced by those plants.
  • Sources of stress may be from heat, cold, drought, or other chemicals.
  • One particular stress occurs during transplant of vegetables from a green house/nursery into an open field. Therefore, there remains a need for compositions and/or methods for enhancing plant health and/or tolerance to stress, in particular for vegetable transplants.
  • the stress is associated with vegetable transplants from a green house/nursery into an open field.
  • the stress is associated with heat, cold, and/or drought.
  • the stress comprises abiotic stress.
  • Abiotic stress may include dehydration or other osmotic stress, salinity, high or low light intensity, high or low temperatures, submergence, exposure to heavy metals, and oxidative stress.
  • the stress comprises an environmental stress.
  • the environmental stress comprises drought and/or heat.
  • the stress comprises mechanical stress.
  • a method for enhancing plant health and/or tolerance to stress for plants comprises (i) applying an effective amount of Compound A according to Formula One, or an agriculturally acceptable salt, ester, or amide thereof, as described herein, to a plant or plant part.
  • a composition comprising a mixture comprising (i) an effective amount of Compound A according to Formula One, or an agriculturally acceptable salt, ester, or amide thereof, as described herein, and (ii) a Compound B selected from the group consisting of spinosyn natural factor or its derivative, azoxystrobin, sulfoxaflor, and combinations thereof, or an agriculturally acceptable salt, ester, or amide thereof, as described herein.
  • weight ratio of Compound A to Compound B can be between 1:10 and 1000:1; between 1:10 and 1: 1; between 1:1 and 1:100; or between 1:10 and 1:1000.
  • the mixture comprises a synergistic combination of Compound A and Compound B for enhancing plant health and/or tolerance to stress.
  • the Compound B is selected from the group consisting of spinosyn natural factor, semisynthetic derivative, butenyl-spinosyn natural factor, or semi- synthetic derivative.
  • the Compound B comprises spinetoram.
  • the Compound B is selected from the group consisting of azoxystrobin, sulfoxaflor, spinetoram, and combinations thereof.
  • a method for enhancing plant health and/or tolerance to stress for plants comprises (i) first applying an effective amount of Compound A according to Formula One, or an agriculturally acceptable salt, ester, or amide thereof, as described herein, to a plant or plant part; and (ii) second applying a Compound B selected from the group consisting of spinosyn natural factor or its derivative, azoxystrobin, sulfoxaflor, and combinations thereof, or an agriculturally acceptable salt, ester, or amide thereof, as described herein, to the plant or plant part; wherein the first applying and the second applying steps can be performed in either order or simultaneously.
  • weight ratio of Compound A to Compound B can be between 1 : 10 and 1000: 1 ; between 1 : 10 and 1 : 1 ; between 1 : 1 and 1 : 100; or between 1 : 10 and 1 : 1000.
  • the combination of Compound A and Compound B is synergistic.
  • the first applying step is performed in an enclosed space, for example a green house or nursery.
  • the second applying step is performed in an enclosed space, for example a green house or nursery.
  • the first applying step is performed in an open space, for example an open field.
  • the second applying step is performed in an open space, for example an open field.
  • the plant comprises a vegetable.
  • the vegetable is selected from the group consisting of tomato, peppers, celery, lettuce, broccoli, cabbage, cauliflower, artichokes, leeks, and combinations thereof.
  • the vegetable is selected from the group consisting of tomato, potato, sweet potato, cassava, pepper, bell pepper, carrot, celery, squash, eggplant, cabbage, cauliflower, broccoli, asparagus, mushroom, onion, garlic, leek, and snap bean.
  • a method for enhancing plant health and/or tolerance to stress for plants comprises applying the composition as described herein, to a plant or plant part.
  • FIG. 1 shows exemplary results of enhancing plant health (leaf length at day 12, plant height at day 12, and dry weight at day 14) during transplant of tomato seedlings after applications of: (1) Compound A at 25 ppm; (2) Compound A at 25 ppm and azoxystrobin at 25 ppm; (3) Compound A at 25 ppm and spinetoram at 25 ppm; (4) Compound A at 25 ppm, azoxystrobin at 25 ppm, and spinetoram at 25 ppm; and (5) untreated tomato seedlings.
  • FIG. 2 shows exemplary results of % plant vigor at day 4, day 13, and day 28 during transplant of broccoli seedlings after application of: (1) untreated broccoli seedlings; (2) Compound A at 25 ppm; and (3) Compound A at 25 ppm, azoxystrobin at 25 ppm, and spinetoram at 25 ppm.
  • FIG. 3 shows exemplary results of enhancing plant health (leaf area at day 13 and plant height at day 13) during transplant of broccoli seedlings after application of: (1) untreated broccoli seedlings; (2) Compound A at 25 ppm; and (3) Compound A at 25 ppm and azoxystrobin at 50 ppm.
  • FIG. 4 shows exemplary results of plant biomass at day 14 and day 28 during transplant of broccoli seedlings after application of: (1) untreated broccoli seedlings; (2) Compound A at 25 ppm; and (3) Compound A at 25 ppm and azoxystrobin at 50 ppm.
  • FIG. 5 shows exemplary results of enhancing plant health (leaf area at day 28 and plant height at day 29) during transplant of tomato seedling after applications of: (1) untreated tomato seedlings; (2) Compound A at 25 ppm; and (3) Compound A at 25 ppm and spinetoram at 25 ppm.
  • FIG. 6 shows exemplary results of prolonged treatments for enhancing plant health (dry weight at day 14 and fresh weight at day 14) during transplant of tomato seedlings after applications of: (1) Compound A at 25 ppm and azoxystrobin at 25 ppm treatment for one day; (2) untreated tomato seedlings; and (3) Compound A at 25 ppm and azoxystrobin at 25 ppm treatment for six days.
  • Alkenyl means an acyclic, unsaturated (at least one carbon-carbon double bond), branched or unbranched, substituent consisting of carbon and hydrogen, for example, vinyl, allyl, butenyl, pentenyl, and hexenyl.
  • Alkenyloxy means an alkenyl further consisting of a carbon-oxygen single bond, for example, allyloxy, butenyloxy, pentenyloxy, hexenyloxy.
  • Alkoxy means an alkyl further consisting of a carbon-oxygen single bond, for example, methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, and i ⁇ ?ri-butoxy.
  • Alkyl means an acyclic, saturated, branched or unbranched, substituent consisting of carbon and hydrogen, for example, methyl, ethyl, (C3)alkyl which represents n-propyl and isopropyl), (C 4 )alkyl which represents n-butyl, sec-butyl, isobutyl, and icri-butyl.
  • Alkynyl means an acyclic, unsaturated (at least one carbon-carbon triple bond), branched or unbranched, substituent consisting of carbon and hydrogen, for example, ethynyl, propargyl, butynyl, and pentynyl.
  • Alkynyloxy means an alkynyl further consisting of a carbon-oxygen single bond, for example, pentynyloxy, hexynyloxy, heptynyloxy, and octynyloxy.
  • Aryl means a cyclic, aromatic substituent consisting of hydrogen and carbon, for example, phenyl, naphthyl, and biphenyl.
  • (Cx-Cy) where the subscripts "x” and “y” are integers such as 1, 2, or 3, means the range of carbon atoms for a substituent - for example, (Ci-C 4 )alkyl means methyl, ethyl, n- propyl, isopropyl, n-butyl, sec -butyl, isobutyl, and icri-butyl, each individually.
  • Cycloalkenyl means a monocyclic or polycyclic, unsaturated (at least one carbon- carbon double bond) substituent consisting of carbon and hydrogen, for example, cyclobutenyl, cyclopentenyl, cyclohexenyl, norbornenyl, bicyclo[2.2.2]octenyl,
  • Cycloalkenyloxy means a cycloalkenyl further consisting of a carbon-oxygen single bond, for example, cyclobutenyloxy, cyclopentenyloxy, norbornenyloxy, and bicyclo[2.2.2]octenyloxy.
  • Cycloalkyl means a monocyclic or polycyclic, saturated substituent consisting of carbon and hydrogen, for example, cyclopropyl, cyclobutyl, cyclopentyl, norbornyl, bicyclo[2.2.2]octyl, and decahydronaphthyl.
  • Cycloalkoxy means a cycloalkyl further consisting of a carbon-oxygen single bond, for example, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, norbornyloxy, and
  • Halo means fluoro, chloro, bromo, and iodo.
  • Haloalkoxy means an alkoxy further consisting of, from one to the maximum possible number of identical or different, halos, for example, fluoromethoxy,
  • Haloalkyl means an alkyl further consisting of, from one to the maximum possible number of, identical or different, halos, for example, fluoromethyl, trifluoromethyl, 2,2- difluoropropyl, chloromethyl, trichloromethyl, and 1, 1 ,2,2-tetrafluoroethyl.
  • Heterocyclyl means a cyclic substituent that may be fully saturated, partially unsaturated, or fully unsaturated, where the cyclic structure contains at least one carbon and at least one heteroatom, where said heteroatom is nitrogen, sulfur, or oxygen. In the case of sulfur, that atom can be in other oxidation states such as a sulfoxide and sulfone.
  • aromatic heterocyclyls include, but are not limited to, benzofuranyl, benzoisothiazolyl, benzoisoxazolyl, benzoxazolyl, benzothienyl, benzothiazolyl, cinnolinyl, furanyl, imidazolyl, indazolyl, indolyl, isoindolyl, isoquinolinyl, isothiazolyl, isoxazolyl, oxadiazolyl, oxazolinyl, oxazolyl, phthalazinyl, pyrazinyl, pyrazolinyl, pyrazolyl, pyridazinyl, pyridyl, pyrimidinyl, pyrrolyl, quinazolinyl, quinolinyl, quinoxalinyl, tetrazolyl, thiazolinyl, thiazolyl, thienyl, triaziny
  • Examples of fully saturated heterocyclyls include, but are not limited to, piperazinyl, piperidinyl, morpholinyl, pyrrolidinyl, oxetanyl, tetrahydrofuranyl, tetrahydrothienyl and tetrahydropyranyl.
  • Examples of partially unsaturated heterocyclyls include, but are not limited to, 1,2,3,4-tetrahydroquinolinyl, 4,5-dihydro-oxazolyl, 4,5- dihydro-lH-pyrazolyl, 4,5-dihydro-isoxazolyl, and 2,3-dihydro-[l,3,4]-oxadiazolyl.
  • plant health and/or “tolerance to stress” may be measured according to one or more of criteria including, but not limited to, biomass, plant height, leaf length, leaf area, root growth, root length, greenness or chlorophyll content, growth rate, harvest index, root dry weight, shoot dry weight, total dry weight, specific oil or protein content, nutrient content, total yield, number of leaves, days to maturity, vigor (1-9), canopy % coverage, plant survival rate, stem diameter, root/shoot ratio, and combinations thereof.
  • enhancing "tolerance to stress” may include one or more of criteria including, but not limited to, enhanced water use efficiency, enhanced cold tolerance, enhanced heat tolerance, enhanced salt tolerance, increased yield, enhanced nitrogen use efficiency, enhanced seed protein, enhanced seed oil, and combinations thereof.
  • plant includes dicotyledonous plants and
  • monocotyledonous plants examples include tobacco, Arabidopsis, soybean, tomato, papaya, canola, sunflower, cotton, alfalfa, potato, grapevine, pigeon pea, pea, Brassica, chickpea, sugar beet, rapeseed, watermelon, melon, pepper, peanut, pumpkin, radish, spinach, squash, broccoli, cabbage, carrot, cauliflower, celery, Chinese cabbage, cucumber, eggplant, and lettuce.
  • monocotyledonous plants include corn, rice, wheat, sugarcane, barley, rye, sorghum, orchids, bamboo, banana, cattails, lilies, oat, onion, millet, and triticale.
  • Examples of fruit include banana, pineapple, oranges, grapes, grapefruit, watermelon, melon, apples, peaches, pears, kiwifruit, mango, nectarines, guava, persimmon, avocado, lemon, fig, and berries.
  • Examples of flowers include baby's breath, carnation, dahlia, daffodil, geranium, gerbera, lily, orchid, peony, Queen Anne's lace, rose, snapdragon, or other cut-flowers or ornamental flowers, potted- flowers, and flower bulbs.
  • plants include, but are not limited to, germinant seeds, emerging seedlings, plants emerging from vegetative propagules, immature vegetation, and established vegetation.
  • the phrase "vegetable” include, but not limited to, tomato, peppers, celery, lettuce, broccoli, cabbage, cauliflower, artichokes, and leeks.
  • agriculturally acceptable salts and esters refer to salts and esters that exhibit herbicidal activity, or that are or can be converted in plants, water, or soil to the referenced herbicide.
  • exemplary agriculturally acceptable esters are those that are or can be hydrolyzed, oxidized, metabolized, or otherwise converted, e.g., in plants, water, or soil, to the corresponding carboxylic acid which, depending on the pH, may be in the dissociated or undissociated form.
  • synergism may be defined as "an interaction of two or more factors such that the effect when combined is greater than the predicted effect based on the response of each factor applied separately.” Senseman, S., Ed. Herbicide Handbook. 9th ed.
  • compositions exhibit synergy as determined by the Colby's equation (Colby, S. R. Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 1967, 15, 20-22.
  • to "treat" a plant or plant part means to bring the plant or plant part into contact with a material.
  • the plants that are treated may be any plants that produce a useful product.
  • the plant parts that are treated may be any part of the plant that produces a useful product.
  • useful plant parts are treated with a method involving use of a composition of the present invention.
  • composition of the present invention is used in a way that brings Compound A and/or Compound B into contact with the plant or plant part.
  • each said Rl, which is substituted, has one or more substituents selected from F, CI, Br, I, CN, N0 2 , Ci-Ce alkyl, C 2 -C 6 alkenyl, Ci-C 6 haloalkyl, C 2 -C 6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OR9, S(0) n OR9, C6-C20 aryl, or C1-C20 heterocycly
  • each said R2, which is substituted has one or more substituents selected from F, CI, Br, I, CN, NO2, Ci-Ce alkyl, C 2 -C 6 alkenyl, Ci-Ce haloalkyl, C 2 -C 6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OR9, S(0) n OR9, C6-C20 aryl, or C1-C20 heterocyclyl, (each of which that can be substituted, may optionally be substituted with R9);
  • each said R3, which is substituted has one or more substituents selected from F, CI, Br, I, CN, N0 2 , Ci-Ce alkyl, C 2 -C 6 alkenyl, Ci-C 6 haloalkyl, C 2 -C 6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OR9, S(0) n OR9, C6-C20 aryl, or C1-C20 heterocyclyl, (each of which that can be substituted, may optionally be substituted with R9);
  • Al is either
  • each said R4, which is substituted has one or more substituents selected from F, CI, Br, I, CN, NO2, ⁇ -Ce alkyl, C2-C6 alkenyl, Ci-C 6 haloalkyl, C2-C6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OR9, S(0) n OR9, C6-C20 aryl, or C1-C20 heterocyclyl, (each of which that can be substituted, may optionally be substituted with R9), or
  • R4 is a Ci-C 6 alkyl
  • each said R4, which is substituted has one or more substituents selected from F, CI, Br, I, CN, NO2, Ci-C 6 alkyl, C2-C6 alkenyl, Ci-C 6 haloalkyl, C2-C6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OR9, S(0) n OR9, C6-C20 aryl, or C1-C20 heterocyclyl, (each of which that can be substituted, may optionally be substituted with R9);
  • each said R5, which is substituted has one or more substituents selected from F, CI, Br, I, CN, N0 2 , Ci-Ce alkyl, C 2 -C 6 alkenyl, Ci-C 6 haloalkyl, C 2 -C 6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OR9, S(0) n OR9, or C6-C20 aryl, (each of which that can be substituted, may optionally be substituted with R9);
  • each said R6 (except Rl l), which is substituted, has one or more substituents selected from F, CI, Br, I, CN, NO2, Ci-C 6 alkyl, C2-C6 alkenyl, Ci-C 6 haloalkyl, C2-C6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OR9, S(0) n OR9, Ce- C20 aryl, or Ci-C2o heterocyclyl, R9aryl, (each of which that can be substituted, may optionally be substituted with R9),
  • R6 and R8 can be connected in a cyclic arrangement, where optionally such arrangement can have one or more heteroatoms selected from O, S, or, N, in the cyclic structure connecting R6 and R8, and
  • R6 and R8 can be connected in a cyclic arrangement, where optionally such arrangement can have one or more heteroatoms selected from O, S, or N, in the cyclic structure connecting R6 and R8;
  • R7 is O, S, NR9, or NOR9;
  • each said R8, which is substituted has one or more substituents selected from F, CI, Br, I, CN, N0 2 , Ci-Ce alkyl, C 2 -C 6 alkenyl, Ci-C 6 haloalkyl, C 2 -C 6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, N(R9)S(0) n R9, oxo, OR9, S(0) n OR9, R9S(0) n R9, S(0) n R9, C 6 -C 20 aryl, or C1-C20 heterocyclyl, (each of which that can be substituted, may optionally be substituted with R9)
  • R8 is R13-S(0) n -R13 wherein each R13 is independently selected from substituted or unsubstituted Ci-C 6 alkyl, substituted or unsubstituted C2-C6 alkenyl, substituted or unsubstituted Ci-C 6 alkoxy, substituted or unsubstituted C2-C6 alkenyloxy, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C3- C10 cycloalkenyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C1-C20 heterocyclyl, substituted or unsubstituted S(0) n Ci-C6 alkyl, substituted or unsubstituted N(Ci-C6alkyl)2, wherein each said substituted alkyl, substituted alkenyl, substituted alkoxy, substituted alkenyloxy, substituted cycloal
  • R9 is (each independently) H, CN, substituted or unsubstituted Ci-C 6 alkyl, substituted or unsubstituted C2-C6 alkenyl, substituted or unsubstituted Ci-C 6 alkoxy, substituted or unsubstituted C2-C6 alkenyloxy, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C3-C10 cycloalkenyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C1-C20 heterocyclyl, substituted or unsubstituted S(0) n Ci-C6 alkyl, substituted or unsubstituted N(Ci-C6alkyl)2,
  • each said R9 which is substituted, has one or more substituents selected from F, CI, Br, I, CN, N0 2 , Ci-Ce alkyl, C 2 -C 6 alkenyl, Ci-C 6 haloalkyl, C 2 -C 6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OCi-C 6 alkyl, OCi-C 6 haloalkyl, S(0) n Ci-C 6 alkyl, S(0) n OCi-C 6 alkyl, C 6 -C 2 o aryl, or C1-C20 heterocyclyl;
  • (k) n is 0, 1, or 2;
  • X is N or CRni where R summoni is H, F, CI, Br, I, CN, N0 2 , substituted or unsubstituted Ci-C 6 alkyl, substituted or unsubstituted C2-C6 alkenyl, substituted or unsubstituted Ci-C 6 alkoxy, substituted or unsubstituted C2-C6 alkenyloxy, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C3-C10 cycloalkenyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C1-C20 heterocyclyl, OR9,
  • each said R n i which is substituted has one or more substituents selected from F, CI, Br, I, CN, N0 2 , Ci-Ce alkyl, C 2 -C 6 alkenyl, Ci-C 6 haloalkyl, C 2 -C 6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OR9, S(0) n OR9, C6-C20 aryl, or C1-C20 heterocyclyl, (each of which that can be substituted, may optionally be substituted with R9);
  • each said Qi which is substituted, has one or more substituents selected from F, CI, Br, I, CN, N0 2 , Ci-Ce alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, Ci-C 6 haloalkyl, C2-C6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OR9, SR9, S(0) n R9, S(0) n OR9, C6-C20 aryl, or C1-C20 heterocyclyl, R9aryl, Ci-C 6 alkylOR9, Ci-C 6 alkylS(0) n R9, (each of which that can be substituted, may optionally
  • Qi and R8 can be connected in a cyclic arrangement, where optionally such arrangement can have one or more heteroatoms selected from O, S, or N, in the cyclic structure connecting Qi and R8;
  • R12 is Qi (except where Qi is a bond), F, CI, Br, I, Si(R9) 3 (where each R9 is independently selected), or R9;
  • R8 is not a -(Ci-Ce alkyl)-0- (substituted aryl)
  • R6 is not -(Cialkyl)(substituted aryl).
  • A is Al.
  • A is A2.
  • Rl is H.
  • R2 is H.
  • R3 is selected from H, or substituted or unsubstituted Ci-C 6 alkyl.
  • R3 is selected from H or CH3.
  • Al is All.
  • R4 is selected from H, or substituted or unsubstituted Ci-C 6 alkyl, or substituted or unsubstituted C6-C20 aryl.
  • R4 is selected from CH3, CH(CH3)2, or phenyl.
  • R4 is selected from H, or substituted or unsubstituted Ci-C 6 alkyl, substituted or unsubstituted C2-C6 alkenyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C6-C20 aryl, wherein each said R4, which is substituted, has one or more substituents selected from F, CI, Br, or I.
  • R4 is H or Ci-C 6 alkyl.
  • R4 is Br or CI.
  • R5 is H, F, CI, Br, I, or substituted or unsubstituted Ci-C 6 alkyl, substituted or unsubstituted Ci-C 6 alkoxy .
  • R5 is H, OCH2CH3, F, CI, Br, or CH3.
  • R6 is substituted or unsubstituted Ci-C 6 alkyl.
  • R6 and R8 are connected in a cyclic arrangement, where optionally such arrangement can have one or more heteroatoms selected from O, S, or, N, in the cyclic structure connecting R6 and R8.
  • R6 is Ci-C 6 alkyl, or Ci-C 6 alkyl-phenyl.
  • R6 is methyl or ethyl.
  • R7 is O or S.
  • R8 is preferably R13-S(0) n - R13 wherein each R13 is independently selected from substituted or unsubstituted Ci-C 6 alkyl, substituted or unsubstituted C2-C6 alkenyl, substituted or unsubstituted Ci-C 6 alkoxy, substituted or unsubstituted C2-C6 alkenyloxy, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C3-C10 cycloalkenyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C1-C20 heterocyclyl, substituted or unsubstituted S(0) n Ci-C6 alkyl, substituted or unsubstituted N(Ci-C6alkyl)2, wherein each said substituted alkyl, substituted alkenyl, substituted alkoxy, substituted alkenyl
  • R8 is (substituted or unsubstituted Ci-C 6 alkyl)-S(0) n -(substituted or unsubstituted Ci-C 6 alkyl) wherein said substituents on said substituted alkyls are independently selected from F, CI, Br, I, CN, NO2, ⁇ -Ce alkyl, C2-C6 alkenyl, Ci-C 6 haloalkyl, C2-C6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3- Cio cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OCi-C 6 alkyl, OCi-Ce haloalkyl, S(0)nCi-C 6 a]kyl, S(0) nCi-C 6 a]ky
  • R8 is selected from CH(CH3)SCH2CF3, CH2CH2SCH2CF3, CH2SCH2CF3, CH2SCHCICF3, CH(CH 2 CH3)SCH 2 CF3,
  • R8 is (substituted or unsubstituted Ci-C 6 alkyl)-S(0) n -(substituted or unsubstituted Ci-C 6 alkyl)-(substituted or unsubstituted C3-C10 cycloalkyl) wherein said substituents on said substituted alkyls and said substituted cycloalkyls are independently selected from F, CI, Br, I, CN, NO2, Ci-C 6 alkyl, C2-C6 alkenyl, Ci-C 6 haloalkyl, C2-C6 haloalkenyl, Ci-C 6 haloalkyloxy, C2-C6 haloalkenyloxy, C3- C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OCi-C 6 alkyl
  • R8 is (substituted or unsubstituted Ci-C 6 alkyl)-S(0)n-(substituted or unsubstituted C2-C6 alkenyl) wherein said substituents on said substituted alkyls and substituted alkenyls are independently selected from F, CI, Br, I, CN, N0 2 , Ci-Ce alkyl, C 2 -C 6 alkenyl, Ci-C 6 haloalkyl, C 2 -C 6 haloalkenyl, Ci-C 6 haloalkyloxy, C 2 - C 6 haloalkenyloxy, C3-C10 cycloalkyl, C3-C10 cycloalkenyl, C3-C10 halocycloalkyl, C3-C10 halocycloalkenyl, OCi-Ce alkyl, OCi-Ce haloalkyl, S(0) n Ci-C
  • X is CR n i where R n i is H or halo.
  • X is CR n i where R n i is H or F.
  • XI is O.
  • X2 is O.
  • Rl 1 is substituted or unsubstituted Ci-C 6 alkylC ⁇ CR12.
  • the molecules of Formula One will generally have a molecular mass of about 100 Daltons to about 1200 Daltons. However, it is generally preferred if the molecular mass is from about 120 Daltons to about 900 Daltons, and it is even more generally preferred if the molecular mass is from about 140 Daltons to about 600 Daltons.
  • Non-limiting examples of Compound A including the following:
  • composition provided may optionally comprise a spinosyn natural factor or semi- synthetic derivative or butenyl-spinosyn natural factor or semi- synthetic derivative as Compound B.
  • spinosyn natural factor or semi- synthetic derivative or butenyl-spinosyn natural factor or semi- synthetic derivative as Compound B.
  • specific spinosyns include spinosad and spinetoram.
  • Saccharapolyspora spinosa produces a mixture of nine closely related compounds collectively called "spinosyns.” Within the mixture, spinosyn A and D, known as spinosad, are the major components and have the highest activity against key insect targets. Spinosyn J and L, two of the minor components within the spinosyn mixture, are the precursors for spinetoram, the second generation spinosyn insecticide.
  • Spinosad comprises approximately 85% spinosyn A and approximately 15% spinosyn D.
  • Spinosyns A and D are natural products as disclosed in U.S. Pat. No. 5,362,634.
  • the spinosyn compounds consist of a 5,6,5-tricylic ring system, fused to a 12-membered macrocyclic lactone, a neutral sugar (rhamnose), and an amino sugar (forosamine).
  • Spinosyn compounds are also disclosed in U.S. Patent Nos. 5,496,931 ; 5,670,364; 5,591,606;
  • spinosyn includes natural factors and semi-synthetic derivatives of the naturally produced factors. A large number of chemical modifications to these spinosyn compounds have been made, as disclosed in U.S. Patent No. 6,001,981.
  • Spinetoram is a mixture of 5,6-dihydro-3'-ethoxy spinosyn J (major component) and 3'-ethoxy spinosyn L.
  • the mixture can be prepared by ethoxylating a mixture of spinosyn J and spinosyn L, followed by hydrogenation.
  • spinetoram is a semi-synthetic spinosyn mixture of 50-90% (2R,3aR,5aR,5b5,95,13S,14R,16aS,16bR)-2-(6-deoxy-3-0-ethyl- 2,4-di-0-methyl-a-L-mannopyranosyloxy)-13-[(2R,55,6R)-5-(dimethylamino)tetrahydro-6- methylpyran-2-yloxy]-9-ethyl-2,3,3a,4,5,5a,5b,6,9,10,l l,12,13,14,16a,16b-hexadecahydro- 14-methylH-as-indaceno[3,2-J]oxacyclododecine-7,15-dione, and 50-10%
  • Compound B may comprise a macrolide insecticide, which are disclosed in U.S. Pat. No. 6,800,614. These compounds are characterized by the presence of reactive functional groups that make further modifications possible at locations where such modifications were not feasible in previously disclosed spinosyns. Natural and semi- synthetic derivatives of the butenyl spinosyns are disclosed in U.S. Pat. No. 6,919,464. The term "butenyl-spinosyn" as used herein is intended to include natural factors and semisynthetic derivatives of the naturally produced factors.
  • the spinosyn compound may be a naturally produced or synthetic polyketide-derived tetracyclic macrolide.
  • the spinosyn compound may be a fermentation product including at least one of the compounds produced by Saccharopolyspora spinosa and disclosed in U.S. Pat. No. 5,362,634. Other spinosyn compounds are also disclosed in U.S. Patent Nos.
  • composition provided may optionally comprise sulfoxaflor as Compound B.
  • Sulfoxaflor is the common name for [methyl(oxo) ⁇ l-[6-
  • the composition provided may optionally comprise azoxystrobin as Compound B.
  • Azoxystrobin is the common name for methyl (aE)-2-[[6-(2- cyanophenoxy)-4-pyrimidinyl]oxy]-a-(methoxymethylene)benzeneacetate. Its fungicidal activity is described in The Pesticide Manual, Fourteenth Edition, 2006, and its synthesis has been described in U.S. Patent Nos. 5,145,856, 5,264,440, and 5,395,837.
  • Molecules of Formula One may exist as one or more stereoisomers. Thus, certain molecules can be produced as racemic mixtures. It will be appreciated by those skilled in the art that one stereoisomer may be more active than the other stereoisomers. Individual stereoisomers may be obtained by known selective synthetic procedures, by conventional synthetic procedures using resolved starting materials, or by conventional resolution procedures. Certain molecules disclosed in this document can exist as two or more isomers. The various isomers include geometric isomers, diastereomers, and enantiomers. Thus, the molecules disclosed in this document include geometric isomers, racemic mixtures, individual stereoisomers, and optically active mixtures. It will be appreciated by those skilled in the art that one isomer may be more active than the others. The structures disclosed in the present disclosure are drawn in only one geometric form for clarity, but are intended to represent all geometric forms of the molecule.
  • pesticides are formulated into, for example, baits, concentrated emulsions, dusts, emulsifiable concentrates, fumigants, gels, granules, microencapsulations, seed treatments, suspension concentrates, suspoemulsions, tablets, water soluble liquids, water dispersible granules or dry flowables, wettable powders, and ultra low volume solutions.
  • baits concentrated emulsions, dusts, emulsifiable concentrates, fumigants, gels, granules, microencapsulations, seed treatments, suspension concentrates, suspoemulsions, tablets, water soluble liquids, water dispersible granules or dry flowables, wettable powders, and ultra low volume solutions.
  • Pesticides are applied most often as aqueous suspensions or emulsions prepared from concentrated formulations of such pesticides.
  • Such water-soluble, water-suspendable, or emulsifiable formulations are either solids, usually known as wettable powders, or water dispersible granules, or liquids usually known as emulsifiable concentrates, or aqueous suspensions.
  • Wettable powders which may be compacted to form water dispersible granules, comprise an intimate mixture of the pesticide, a carrier, and surfactants.
  • the concentration of the pesticide is usually from about 10% to about 90% by weight.
  • the carrier is usually selected from among the attapulgite clays, the montmorillonite clays, the diatomaceous earths, or the purified silicates.
  • Effective surfactants comprising from about 0.5% to about 10% of the wettable powder, are found among sulfonated lignins, condensed
  • naphthalenesulfonates naphthalenesulfonates, alkylbenzenesulfonates, alkyl sulfates, and non-ionic surfactants such as ethylene oxide adducts of alkyl phenols.
  • Emulsifiable concentrates of pesticides comprise a convenient concentration of a pesticide, such as from about 50 to about 500 grams per liter of liquid dissolved in a carrier that is either a water miscible solvent or a mixture of water-immiscible organic solvent and emulsifiers.
  • Useful organic solvents include aromatics, especially xylenes and petroleum fractions, especially the high-boiling naphthalenic and olefinic portions of petroleum such as heavy aromatic naphtha.
  • Other organic solvents may also be used, such as the terpenic solvents including rosin derivatives, aliphatic ketones such as cyclohexanone, and complex alcohols such as 2-ethoxyethanol.
  • Suitable emulsifiers for emulsifiable concentrates are selected from conventional anionic and non-ionic surfactants.
  • Aqueous suspensions comprise suspensions of water- insoluble pesticides dispersed in an aqueous carrier at a concentration in the range from about 5% to about 50% by weight.
  • Suspensions are prepared by finely grinding the pesticide and vigorously mixing it into a carrier comprised of water and surfactants.
  • Ingredients, such as inorganic salts and synthetic or natural gums may also be added, to increase the density and viscosity of the aqueous carrier. It is often most effective to grind and mix the pesticide at the same time by preparing the aqueous mixture and homogenizing it in an implement such as a sand mill, ball mill, or piston-type homogenizer.
  • Pesticides may also be applied as granular compositions that are particularly useful for applications to the soil.
  • Granular compositions usually contain from about 0.5% to about 10% by weight of the pesticide, dispersed in a carrier that comprises clay or a similar substance. Such compositions are usually prepared by dissolving the pesticide in a suitable solvent and applying it to a granular carrier which has been pre-formed to the appropriate particle size, in the range of from about 0.5 to about 3 mm. Such compositions may also be formulated by making a dough or paste of the carrier and compound and crushing and drying to obtain the desired granular particle size.
  • Dusts containing a pesticide are prepared by intimately mixing the pesticide in powdered form with a suitable dusty agricultural carrier, such as kaolin clay, ground volcanic rock, and the like. Dusts can suitably contain from about 1% to about 10% of the pesticide. They can be applied as a seed dressing or as a foliage application with a dust blower machine.
  • a suitable dusty agricultural carrier such as kaolin clay, ground volcanic rock, and the like. Dusts can suitably contain from about 1% to about 10% of the pesticide. They can be applied as a seed dressing or as a foliage application with a dust blower machine.
  • a pesticide in the form of a solution in an appropriate organic solvent, usually petroleum oil, such as the spray oils, which are widely used in agricultural chemistry.
  • Pesticides can also be applied in the form of an aerosol composition.
  • the pesticide is dissolved or dispersed in a carrier, which is a pressure- generating propellant mixture.
  • the aerosol composition is packaged in a container from which the mixture is dispensed through an atomizing valve.
  • Pesticide baits are formed when the pesticide is mixed with food or an attractant or both. When the pests eat the bait they also consume the pesticide. Baits may take the form of granules, gels, flowable powders, liquids, or solids. They can be used in pest harborages.
  • Fumigants are pesticides that have a relatively high vapor pressure and hence can exist as a gas in sufficient concentrations to kill pests in soil or enclosed spaces.
  • the toxicity of the fumigant is proportional to its concentration and the exposure time. They are characterized by a good capacity for diffusion and act by penetrating the pest' s respiratory system or being absorbed through the pest's cuticle. Fumigants are applied to control stored product pests under gas proof sheets, in gas sealed rooms or buildings or in special chambers.
  • Pesticides can be microencapsulated by suspending the pesticide particles or droplets in plastic polymers of various types. By altering the chemistry of the polymer or by changing factors in the processing, microcapsules can be formed of various sizes, solubility, wall thicknesses, and degrees of penetrability. These factors govern the speed with which the active ingredient within is released, which in turn, affects the residual performance, speed of action, and odor of the product.
  • Oil solution concentrates are made by dissolving pesticide in a solvent that will hold the pesticide in solution. Oil solutions of a pesticide usually provide faster knockdown and kill of pests than other formulations due to the solvents themselves having pesticidal action and the dissolution of the waxy covering of the integument increasing the speed of uptake of the pesticide. Other advantages of oil solutions include better storage stability, better penetration of crevices, and better adhesion to greasy surfaces.
  • Another embodiment is an oil-in-water emulsion, wherein the emulsion comprises oily globules which are each provided with a lamellar liquid crystal coating and are dispersed in an aqueous phase, wherein each oily globule comprises at least one compound which is agriculturally active, and is individually coated with a monolamellar or oligolamellar layer comprising: (1) at least one non-ionic lipophilic surface-active agent, (2) at least one non- ionic hydrophilic surface-active agent and (3) at least one ionic surface-active agent, wherein the globules having a mean particle diameter of less than 800 nanometers.
  • such formulation can also contain other components.
  • these components include, but are not limited to, (this is a non-exhaustive and non-mutually exclusive list) wetters, spreaders, stickers, penetrants, buffers, sequestering agents, drift reduction agents, compatibility agents, anti-foam agents, cleaning agents, and emulsifiers. A few components are described forthwith.
  • a wetting agent is a substance that when added to a liquid increases the spreading or penetration power of the liquid by reducing the interfacial tension between the liquid and the surface on which it is spreading.
  • Wetting agents are used for two main functions in agrochemical formulations: during processing and manufacture to increase the rate of wetting of powders in water to make concentrates for soluble liquids or suspension concentrates; and during mixing of a product with water in a spray tank to reduce the wetting time of wettable powders and to improve the penetration of water into water-dispersible granules.
  • wetting agents used in wettable powder, suspension concentrate, and water-dispersible granule formulations are: sodium lauryl sulfate; sodium dioctyl sulfosuccinate; alkyl phenol ethoxylates; and aliphatic alcohol ethoxylates.
  • a dispersing agent is a substance which adsorbs onto the surface of particles and helps to preserve the state of dispersion of the particles and prevents them from
  • Dispersing agents are added to agrochemical formulations to facilitate dispersion and suspension during manufacture, and to ensure the particles redisperse into water in a spray tank. They are widely used in wettable powders, suspension concentrates and water-dispersible granules. Surfactants that are used as dispersing agents have the ability to adsorb strongly onto a particle surface and provide a charged or steric barrier to reaggregation of particles. The most commonly used surfactants are anionic, non-ionic, or mixtures of the two types. For wettable powder formulations, the most common dispersing agents are sodium lignosulfonates.
  • dispersing agents used in agrochemical formulations are: sodium lignosulfonates; sodium naphthalene sulfonate formaldehyde condensates; tristyrylphenol ethoxylate phosphate esters; aliphatic alcohol ethoxylates; alkyl ethoxylates; EO-PO block copolymers; and graft copolymers.
  • An emulsifying agent is a substance which stabilizes a suspension of droplets of one liquid phase in another liquid phase. Without the emulsifying agent the two liquids would separate into two immiscible liquid phases.
  • the most commonly used emulsifier blends contain alkylphenol or aliphatic alcohol with twelve or more ethylene oxide units and the oil- soluble calcium salt of dodecylbenzenesulfonic acid.
  • a range of hydrophile-lipophile balance (“HLB”) values from 8 to 18 will normally provide good stable emulsions.
  • Emulsion stability can sometimes be improved by the addition of a small amount of an EO-PO block copolymer surfactant.
  • a solubilizing agent is a surfactant which will form micelles in water at
  • the micelles are then able to dissolve or solubilize water-insoluble materials inside the hydrophobic part of the micelle.
  • the types of surfactants usually used for solubilization are non- ionics, sorbitan monooleates, sorbitan monooleate ethoxylates, and methyl oleate esters.
  • Surfactants are sometimes used, either alone or with other additives such as mineral or vegetable oils as adjuvants to spray-tank mixes to improve the biological performance of the pesticide on the target.
  • the types of surfactants used for bioenhancement depend generally on the nature and mode of action of the pesticide. However, they are often non-ionics such as: alkyl ethoxylates; linear aliphatic alcohol ethoxylates; aliphatic amine ethoxylates.
  • a carrier or diluent in an agricultural formulation is a material added to the pesticide to give a product of the required strength.
  • Carriers are usually materials with high absorptive capacities, while diluents are usually materials with low absorptive capacities. Carriers and diluents are used in the formulation of dusts, wettable powders, granules and water- dispersible granules.
  • Organic solvents are used mainly in the formulation of emulsifiable concentrates, oil- in-water emulsions, suspoemulsions, and ultra low volume formulations, and to a lesser extent, granular formulations. Sometimes mixtures of solvents are used.
  • the first main groups of solvents are aliphatic paraffinic oils such as kerosene or refined paraffins.
  • the second main group (and the most common) comprises the aromatic solvents such as xylene and higher molecular weight fractions of C9 and CIO aromatic solvents.
  • Chlorinated hydrocarbons are useful as cosolvents to prevent crystallization of pesticides when the formulation is emulsified into water. Alcohols are sometimes used as cosolvents to increase solvent power.
  • Other solvents may include vegetable oils, seed oils, and esters of vegetable and seed oils.
  • Thickeners or gelling agents are used mainly in the formulation of suspension concentrates, emulsions and suspoemulsions to modify the rheology or flow properties of the liquid and to prevent separation and settling of the dispersed particles or droplets.
  • Thickening, gelling, and anti-settling agents generally fall into two categories, namely water- insoluble particulates and water-soluble polymers. It is possible to produce suspension concentrate formulations using clays and silicas. Examples of these types of materials, include, but are not limited to, montmorillonite, bentonite, magnesium aluminum silicate, and attapulgite. Water-soluble polysaccharides have been used as thickening-gelling agents for many years. The types of polysaccharides most commonly used are natural extracts of seeds and seaweeds or are synthetic derivatives of cellulose.
  • Examples of these types of materials include, but are not limited to, guar gum; locust bean gum; carrageenam; alginates; methyl cellulose; sodium carboxymethyl cellulose (SCMC); hydroxyethyl cellulose (HEC).
  • Other types of anti-settling agents are based on modified starches, polyacrylates, polyvinyl alcohol and polyethylene oxide. Another good anti- settling agent is xanthan gum.
  • Microorganisms can cause spoilage of formulated products. Therefore preservation agents are used to eliminate or reduce their effect. Examples of such agents include, but are not limited to: propionic acid and its sodium salt; sorbic acid and its sodium or potassium salts; benzoic acid and its sodium salt; p-hydroxybenzoic acid sodium salt; methyl p- hydroxybenzoate; and l,2-benzisothiazolin-3-one (BIT).
  • anti-foam agents are often added either during the production stage or before filling into bottles.
  • silicones are usually aqueous emulsions of dimethyl polysiloxane
  • non-silicone anti-foam agents are water-insoluble oils, such as octanol and nonanol, or silica.
  • the function of the anti-foam agent is to displace the surfactant from the air-water interface.
  • Green agents can reduce the overall environmental footprint of crop protection formulations.
  • Green agents are biodegradable and generally derived from natural and/or sustainable sources, e.g. plant and animal sources. Specific examples are: vegetable oils, seed oils, and esters thereof, also alkoxylated alkyl polyglucosides.
  • the combination or composition provided may be used in an area where plants, such as crops, are growing (e.g. pre-planting, planting, pre -harvesting).
  • Such benefits may include, but are not limited to, improving the health of a plant, improving the yield of a plant (e.g. increased biomass and/or increased content of valuable ingredients), improving the vigor of a plant (e.g. improved plant growth and/or greener leaves), improving the quality of a plant (e.g. improved content or composition of certain ingredients), and improving the tolerance to abiotic and/or biotic stress of the plant.
  • the composition may be contacted with a plant in a variety of ways.
  • the composition of the present invention may be a solid, a liquid, a gas, or a mixture thereof.
  • FIG. 1 shows exemplary results of enhancing plant health (leaf length at day 12, plant height at day 12, and dry weight at day 14) after applications of: (1) Compound A at 25 ppm; (2) Compound A at 25 ppm and azoxystrobin at 25 ppm; (3) Compound A at 25 ppm and spinetoram at 25 ppm; (4) Compound A at 25 ppm, azoxystrobin at 25 ppm, and spinetoram at 25 ppm; and (5) untreated tomato seedlings.
  • FIG. 2 shows exemplary results of % plant vigor at day 4, day 13, and day 28 during transplant of broccoli seedlings after application of: (1) untreated broccoli seedlings; (2) Compound A at 25 ppm; and (3) Compound A at 25 ppm, azoxystrobin at 25 ppm, and spinetoram at 25 ppm.
  • the % plant vigor is measured based on visual inspection of the seedlings where untreated and un-transplanted seedlings are used as 100% during the same time periods.
  • FIG. 3 shows exemplary results of enhancing plant health (leaf area at day 13 and plant height at day 13) during transplant of broccoli seedlings after application of: (1) untreated broccoli seedlings; (2) Compound A at 25 ppm; and (3) Compound A at 25 ppm and azoxystrobin at 50 ppm.
  • FIG. 4 shows exemplary results of plant biomass at day 14 and day 28 during transplant of broccoli seedlings after application of: (1) untreated broccoli seedlings; (2) Compound A at 25 ppm; and (3) Compound A at 25 ppm and azoxystrobin at 50 ppm.
  • FIG. 5 shows exemplary results of enhancing plant health (leaf area at day 28 and plant height at day 29) during transplant of tomato seedlings after applications of: (1) untreated tomato seedlings; (2) Compound A at 25 ppm; and (3) Compound A at 25 ppm and spinetoram at 25 ppm.
  • FIG. 5 shows exemplary results of enhancing plant health (leaf area at day 28 and plant height at day 29) during transplant of tomato seedlings after applications of: (1) Compound A at 25 ppm and azoxystrobin at 25 ppm treatment for one day; (2) untreated tomato seedlings; and (3) Compound A at 25 ppm and azoxystrobin at 25 ppm treatment for six days.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Dentistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Cette invention est basée sur la découverte de compositions et de procédés pouvant améliorer grandement la santé des plantes et/ou leur tolérance au stress. Les procédés de la présente invention peuvent être mis en œuvre au moyen d'une composition obtenue par mélange, ou par application simultanée ou séquentielle d'un ou de plusieurs composés du composé A et du composé B selon la présente invention. Dans un mode de réalisation, le stress est associé à la transplantation de végétaux hors d'une serre/pépinière et dans un champ ouvert. Dans un autre mode de réalisation, le stress est associé à la chaleur, au froid et/ou à la sécheresse.
PCT/US2016/021293 2015-03-23 2016-03-08 Procédés et compositions visant à améliorer la santé des plantes et/ou leur tolérance au stress WO2016153776A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201562136766P 2015-03-23 2015-03-23
US62/136,766 2015-03-23

Publications (1)

Publication Number Publication Date
WO2016153776A1 true WO2016153776A1 (fr) 2016-09-29

Family

ID=56978585

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2016/021293 WO2016153776A1 (fr) 2015-03-23 2016-03-08 Procédés et compositions visant à améliorer la santé des plantes et/ou leur tolérance au stress

Country Status (1)

Country Link
WO (1) WO2016153776A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130109566A1 (en) * 2011-10-26 2013-05-02 Dow Agrosciences Llc Pesticidal compositions and processes related thereto
US20130267476A1 (en) * 2010-12-20 2013-10-10 Basf Se Pesticidal Active Mixtures Comprising Pyrazole Compounds
US20140162874A1 (en) * 2010-11-03 2014-06-12 Dow Agrosciences Llc Pesticidal compositions and processes related thereto

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20140162874A1 (en) * 2010-11-03 2014-06-12 Dow Agrosciences Llc Pesticidal compositions and processes related thereto
US20130267476A1 (en) * 2010-12-20 2013-10-10 Basf Se Pesticidal Active Mixtures Comprising Pyrazole Compounds
US20130109566A1 (en) * 2011-10-26 2013-05-02 Dow Agrosciences Llc Pesticidal compositions and processes related thereto

Similar Documents

Publication Publication Date Title
TWI714542B (zh) 殺線蟲組合物及其用途
CN102657211B (zh) 一种防治蚧壳虫类害虫的油基制剂
WO2016153775A1 (fr) Compositions et procédés visant à améliorer la santé des plantes et/ou leur tolérance au stress
CN106922694A (zh) 一种杀菌组合物
KR102478250B1 (ko) 식물 성장을 제어하기 위한 제초 조성물 및 방법
WO2019164344A1 (fr) Composition stable en température pour lutter contre les nuisibles et procédé de lutte contre les nuisibles l'utilisant
JPH04235104A (ja) 殺虫・殺ダニ剤組成物
CN103392715B (zh) 一种含有嘧菌环胺和克菌丹的杀菌组合物
JP2003095821A (ja) 植物活力剤
TW200826841A (en) An agro-horticultural pesticidal composition
ES2228100T3 (es) Mezclas fungicidas que comprenden r-metalaxilo.
WO2016153776A1 (fr) Procédés et compositions visant à améliorer la santé des plantes et/ou leur tolérance au stress
CN106922695A (zh) 一种杀菌组合物
WO2018039028A1 (fr) Applications pour la lutte contre les lépidoptères nuisibles pour les fruits et/ou les arbres fruitiers
TWI723992B (zh) 包含滅多威（ｍｅｔｈｏｍｙｌ）及虱蟎脲（ｌｕｆｅｎｕｒｏｎ）之農藥組成物
WO2005002340A1 (fr) Pesticide de type ecologique
CA3188231A1 (fr) Composition, formulation agrochimique, procedes pour augmenter la disponibilite de l'eau et des nutriments et pour ameliorer la lutte contre les organismes nuisibles dans les plantes et les graines, et utilisations de la composition et de la formulation agrochimiqu
CN103348990B (zh) 一种含有双炔酰菌胺和克菌丹的杀菌组合物
WO2017062303A1 (fr) Compositions insecticides synergiques et procédés associés
CN106922698A (zh) 一种杀菌组合物
HU199060B (en) Synergetic herbicide compositions containing n-/2,4-difluoro-phenyl/-z-/3-trifluoro-methyl-phenoxy/-nicotinic amide and 1,3,5-triazine derivative as active component andprocess for utilizing herbicide composition
CN106922697A (zh) 一种杀菌组合物
CN106922722A (zh) 一种杀菌组合物
JP6988106B2 (ja) 植物病害防除組成物及び植物病害防除方法
CN110250186A (zh) 含有吡啶喹唑啉的增效农药组合物

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 16769302

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 16769302

Country of ref document: EP

Kind code of ref document: A1