WO2020120719A1 - Tensioactifs à base de polyglycérylamine d'alkyle à usage agricole - Google Patents

Tensioactifs à base de polyglycérylamine d'alkyle à usage agricole Download PDF

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Publication number
WO2020120719A1
WO2020120719A1 PCT/EP2019/084996 EP2019084996W WO2020120719A1 WO 2020120719 A1 WO2020120719 A1 WO 2020120719A1 EP 2019084996 W EP2019084996 W EP 2019084996W WO 2020120719 A1 WO2020120719 A1 WO 2020120719A1
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agricultural composition
alkyl
polyglycerylamine
agrochemical
surfactants
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PCT/EP2019/084996
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English (en)
Inventor
Hanamanthsa Bevinakatti
Shawn Zhu
Mojahedul Islam
Karen Lee White
Christine Puglisi
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Nouryon Chemicals International B.V.
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Priority to CN201980084994.0A priority Critical patent/CN113226027B/zh
Priority to US17/303,863 priority patent/US20220039378A1/en
Priority to EP19817721.4A priority patent/EP3893641A1/fr
Priority to AU2019398764A priority patent/AU2019398764B2/en
Priority to BR112021011238-3A priority patent/BR112021011238A2/pt
Publication of WO2020120719A1 publication Critical patent/WO2020120719A1/fr

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    • 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
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants

Definitions

  • the present disclosure generally relates to nitrogen containing glycidol surfactants as adjuvants for pesticide formulations.
  • Adjuvants can be used, for example, as a potentiator which is able to enhance the bioefficacy of the pesticides, a wetting agent, an emulsifier, a spreading agent, a deposition aid, a drift control agent, a water conditioner, a crystal inhibitor, a suspension aid, a thickener, or a dispersant.
  • the bioefficacy of pesticides can be enhanced by the addition of appropriate surfactant adjuvants.
  • surfactants such as alkyl amine alkoxylate surfactants.
  • Examples of nitrogen containing surfactants as potentiator adjuvants for herbicides can be found in US4528023 and US5226943. US5226943 also mentions that the activity of fungicide compositions can be improved by incorporating certain nitrogen containing surfactants.
  • Examples of nitrogen containing surfactants as potentiator adjuvants for insecticides can be found in WO 201280099.
  • Examples of nitrogen containing surfactants as emulsifiers in pesticide emulsions can be found in US5565409 and US 8097563.
  • Examples of nitrogen containing surfactants as thickeners in glyphosate formulations can be found in W0201020599.
  • Examples of nitrogen containing surfactants as drift control agents in pesticide emulsions can be found in W02013098220.
  • alkylamine ethoxylates are made by reacting ethylene oxide and alkylamines.
  • Ethylene oxide (EO) is a hazardous gaseous chemical (boiling point 10.7 °C). At room temperature it is a flammable, irritating, and anaesthetic gas. Because of its volatile nature, EO is commonly handled and shipped as a refrigerated liquid to reduce the risk of fire or explosions. This increases transportation and storage costs. Because of the hazardous nature of EO, the production of alkylamine ethoxylates requires special design of the reactor requiring a pressured reactor with a gas feeding pipe.
  • alkylamine ethoxylates are difficult to manufacture, they are one of the most used adjuvants in pesticide formulations.
  • An alkylamine ethoxylate molecule contains a hydrophilic portion (a tertiary nitrogen with various EO units) and a hydrophobic portion (hydrocarbon group) as shown for example in the following general structure:
  • R is a hydrocarbon group (i.e., the hydrophobic portion) of various chain lengths and x and y can adopt various values. It is this molecular structure that creates usefulness as adjuvants in agricultural applications. It is well known that the physical properties of an alkylamine ethoxylate can be altered by varying the hydrocarbon chain length and the number of EO units to suit various application needs.
  • alkylamine ethoxylates are in glyphosate herbicide formulations as a potentiator adjuvant. It is known in the art that, in the alkylamine ethoxylate family, an alkylamine ethoxylate with a longer hydrocarbon chain length (about Cl 8 or longer) and a higher number of EO units (higher than about 10) is more efficacious for glyphosate. It is also a common practice to use high load glyphosate formulations [e.g., 540 g/1 ae (acid equivalent) glyphosate in water] to minimize transportation costs and storage costs because high load formulations carry less water.
  • high load glyphosate formulations e.g., 540 g/1 ae (acid equivalent) glyphosate in water
  • An effective formulation requires a sufficient amount of adjuvants, typically > ⁇ 10% in formulations.
  • a hydrotrope or compatibility agent generally must be used (W02010036996).
  • hydrotropes or compatibility agents do not significantly contribute to bioefficacy enhancing effect and their use increases the total costs of formulations.
  • alkylamine derivatives useful for agricultural applications, hydrocarbons with various chain lengths are readily available, but hydrophilic groups have limited choices besides ethylene oxide. It is desirable to have alkylamine derivatives that behave similarly to alkylamine ethoxylates in agricultural applications but that also: (1) are less hazardous while handling the components; (2) allow easier manufacturing conditions; and (3) possess better compatibility in high load pesticide formulations. The subject matter of the current disclosure provides these advantages over what is currently known in the art.
  • the present disclosure generally relates to nitrogen containing surfactants, i.e., alkyl polyglycerylamine (or alkylamine glycidol surfactant), obtained by the reaction of alkylamine and glycidol.
  • alkyl polyglycerylamine surfactants of the present disclosure have better compatibility than alkylamine ethoxylates in high load agricultural formulations without the need for compatibility agents.
  • alkyl polyglycerylamine surfactants of the present disclosure are compatible in high load herbicide formulations containing herbicides such as 2,4-D salt, dicamba salt, glyphosate salt, and glufosinate salt without the need for a hydrotrope (compatibility agent) and can be used as a (co) emulsifier in pesticide formulations.
  • Alkyl polyglycerylamine obtained by reacting an alkylamine with glycidol, is an improvement over alkylamine ethoxylates.
  • Glycidol is a liquid and is less hazardous than ethylene oxide based upon its classifications by various government bodies. Therefore, the handling of glycidol and the manufacturing of alkyl polyglycerylamine are easier compared to the handling of EO and the manufacture of alkylamine ethoxylates.
  • the present disclosure is an agricultural composition
  • R is C4 - C22 linear or branched, saturated or non-saturated hydrocarbon group with or without pendant hydroxyl groups;
  • x is 0 to 100, preferably 1 to 20, more preferably 1 to 10, more preferably 1 to 5;
  • y is 0 to 100, preferably 1 to 20, more preferably 1 to 10, more preferably 1 to 5; and
  • x is from 0 to 30 and y is from 0 to 30 wherein x + y > 2 and up to 30.
  • x is from 0 to 30 and y is from 0 to 30 wherein x + y > 3 and up to 30.
  • Gly is a glyceryl residue.
  • the polyglyceryl moiety formed when x or y is greater than 1 can be linear or branched.
  • a linear polyglyceryl moiety could have the following formula (II).
  • a branched poly glyceryl moiety could have the following formula (III).
  • the polyglyceryl moiety can include both branched and linear segments.
  • the present disclosure is a pesticide composition
  • a pesticide composition comprising at least one pesticide and at least one alkyl polyglycerylamine surfactant of structure (I).
  • the present disclosure is a composition
  • a composition comprising the alkyl polyglycerylamine surfactant of structure (I) and a diluent selected from water, glycols, or liquid alcohol alkoxylate.
  • Figure 1 is a graph showing the results of the bio-efficacy study of Example 9.
  • alkyl polyglycerylamine surfactant of the disclosure has the following general structure (I):
  • R is C4 - C22 linear or branched, saturated or non-saturated hydrocarbon group with or without pendant hydroxyl groups; x is 0 to 100, preferably 1 to 20, more preferably 1 to 10, more preferably 1 to 5; y is 0 to 100, preferably 1 to 20, more preferably 1 to 10, more preferably 1 to 5; and x + y > 2.
  • R is C16-C18.
  • R is C12-C16.
  • R is a hydrocarbon group derived from tallow, coco, oleyl, and combinations thereof.
  • x is from 0 to 30 and y is from 0 to 30 wherein x + y > 2 and up to 30.
  • x is from 0 to 30 and y is from 0 to 30 wherein x + y > 3 and up to 30.
  • the alkylamine glycidol surfactant may be described as an alkylamine polyglycidol surfactant.
  • Gly is a glyceryl residue.
  • the polyglyceryl moiety formed when x or y is greater than 1 can be linear or branched.
  • a linear polyglyceryl moiety could have the following formula (II).
  • a branched poly glyceryl moiety could have the following formula (III).
  • Propagation of the polyglyceryl moiety can be from the terminal primary hydroxyl of a glyceryl residue (resulting in a linear segment), or from the non-terminal secondary hydroxyl of the glyceryl residue (resulting in a branched segment).
  • the surfactant may be further defined as a soyalkylamine based polyglycerylamine, as understood by one of skill in the art.
  • a soyalkylamine based polyglycerylamine as understood by one of skill in the art.
  • soybean oil is as follows:
  • Soybean oil 14% saturated; 81% unsaturated
  • the“R” group described above may reflect, be, or represent one or more of these substituents of soybean oil.
  • R may be formed from, or be chosen from, a palmitic moiety, a stearic moiety, an oleic moiety, a linoleic moiety, a linolenic moiety, or combinations thereof.
  • the R group may be a described as a fatty group that is chosen from any one or more of the those set forth above.
  • combinations of different soyalkylamine based polyglycerylamines may be formed wherein each includes one or more of the aforementioned groups.
  • an agrochemical is a chemical used in agricultural formulations.
  • agrochemicals include fertilizers, micronutrients, activator adjuvants or potentiators, drift control agents, emulsifiers, deposition aids, water conditioners, wetting agents, dispersants, compatibility agents, suspension aids, pesticides such as herbicides, fungicides, and insecticides, and growth inhibitors.
  • One embodiment of the present disclosure is a herbicide formulation containing the alkyl polyglycerylamine surfactants of the present disclosure.
  • Suitable herbicides include, but are not limited to, acetochlor, acifluorfen, aclonifen, alachlor, ametryn, amidosulfuron, aminopyralid, amitrole, anilofos, asulam, atrazine, azafenidin, azimsulfuron, benazolin, benfluralin, bensulfuron-methyl, bentazone, bifenox, binalafos, bispyribac-sodium, bromacil, bromoxynil, butachlor, butroxidim, cafenstrole, carbetamide, carfentrazone-ethyl, chloridazon, chlorimuron-ethyl, chlorobromuron, chlorotoluron, chlorsulfuron, cinidon-ethyl, cino
  • Preferred herbicides are acetochlor, atrazine, dicamba, glufosinate, paraquat, glyphosate, 2,4-D and mixtures and combinations thereof. More preferred herbicides are 2,4-D, atrazine, dicamba, glyphosate, and glufosinate and mixtures and combinations thereof. The most preferred herbicides are glyphosate and glufosinate.
  • the herbicide is an acid, it can be used in the acid form though it is preferred that the herbicide be in the salt form selected from at least one of the group of an amine, lithium, sodium, ammonium or potassium. It shall be pointed out that when a pesticide appears in the text as a general name without specifying the counterions, it means both its acid form and salt form throughout the specification.
  • fungicide formulation containing the alkyl polyglycerylamine surfactants of the present disclosure.
  • suitable fungicides include, but are not limited to, acibenzolar-S-methyl, aldimorph, amisulbrom, anilazine, azaconazole, azoxystrobin, benalaxyl, benodanil, benomyl, benthiavalicarb, binapacryl, biphenyl, bitertanol, blasticidin-S, boscalid, bromuconazole, bupirimate, captafol, captan, carbendazim, carboxin, carpropamid, chloroneb, chlorothalonil, chlozolinate, copper, cyazofamid, cyflufenamid, cymoxanil, cyproconazole, cyprodinil, dichlofluanid, diclocy
  • Still another embodiment of the present disclosure is an insecticide formulation containing the alkylamine glycidol surfactants of the present disclosure.
  • suitable insecticides include, but are not limited to, kerosene or borax, botanicals or natural organic compounds (nicotine, pyrethrin, strychnine and rotenone), chlorinated hydrocarbon (DDT, lindane, chlordane), organophosphates (malathion and diazinon), carbamates (carbaryl and propoxur), fumigants (naphthalene) and benzene (mothballs), synthetic pyrethroids, and mixtures and combinations thereof.
  • kerosene or borax botanicals or natural organic compounds (nicotine, pyrethrin, strychnine and rotenone), chlorinated hydrocarbon (DDT, lindane, chlordane), organophosphates (malathion and diazinon), carbamates (carbaryl and propoxur), fum
  • One embodiment of the present disclosure is a surfactant composition
  • a surfactant composition comprising alkyl polyglycerylamine of structure (I) and a diluent, wherein the concentration of the alkyl polyglycerylamine is from about 30 - 90%, preferably from 40 - 80%, or more preferably from 50 - 75%.
  • the diluent is selected from water, glycols, liquid alcohol alkoxylate, or combinations thereof.
  • Yet still another embodiment of the present disclosure is a mixture containing any herbicide, fungicide, and insecticide selected from the above groups and further containing one or more alkyl polyglycerylamine surfactants of the present disclosure.
  • alkyl polyglycerylamine surfactants of the present disclosure can be used as a tank- mix additive or formulated in an in-can formulation. They are suitable in solid pesticide formulations and, particularly, in liquid pesticide formulations.
  • additives that can be present in the formulations of the present disclosure are defoamers, diluents, compatibility agents, biocides, thickeners, drift control agents, dyes, fragrances, and chelating agents.
  • a compatibility agent may not be necessary due to the high compatibility of alkyl polyglycerylamine surfactants in high load pesticide formulations.
  • the use concentration of the alkyl polyglycerylamine surfactant of the present disclosure in an in-can pesticide formulation may be from about 0.005 % to about 30 %, preferably about 0.05 %to about 20 %, and more preferably about 0.5 % to about 15 % in weight %.
  • the pesticide concentration is from about 5 % to 65 %, preferably from 10 % to 60 %, and more preferably from 30 % to 55 %, and still more preferably from 40 % to 55 %, based on weight % active ingredient.
  • the use concentration of the alkyl polyglycerylamine surfactant of the present disclosure in a tank mix pesticide spray solution may be from about 0.001 % to about 5 %, preferably about 0.01 % to about 2 %, and more preferably about 0.1 % to about 1 % (in weight % surfactant basis) in the total spray solution.
  • the method comprises applying an effective amount of the agricultural composition to plants (particularly crops) to kill or control pests.
  • the agricultural composition listed above is contacted with the pest.
  • the agricultural composition may be used in the above listed form or diluted with water or an appropriate diluent.
  • the surfactants of the disclosure may also be used with other surfactants such as alkylamine alkoxylates and their quaternaries, anionic surfactants such as alkyl or ether sulfate, alkyl or aryl sulfonate, phosphate ester and ethoxylated phosphate ester, nonionic surfactants such as alcohol alkoxylates, alkyl (C6-C18) polyglucoside, amphoteric surfactants, quaternary surfactants, and silicone surfactants.
  • anionic surfactants such as alkyl or ether sulfate, alkyl or aryl sulfonate, phosphate ester and ethoxylated phosphate ester
  • nonionic surfactants such as alcohol alkoxylates, alkyl (C6-C18) polyglucoside
  • amphoteric surfactants quaternary surfactants
  • silicone surfactants such as silicone surfactants.
  • the disclosure provides an agricultural composition comprising at least one agrochemical and at least one alkylamine glycidol surfactant of the structure I:
  • R is C4 - C22 linear or branched, saturated or non-saturated hydrocarbon group with or without pendant hydroxyl groups; x is 0 to 30, preferably 1 to 20, more preferably 1 to 10, more preferably 1 to 5; y is 0 to 30, preferably 1 to 20, more preferably 1 to 10, more preferably 1 to 5; x + y > 2 and up to 30, and Gly is a glyceryl residue.
  • x + y > 3 and up to 30.
  • x + y is from 5 to 20.
  • x + y is from 2 to 10.
  • the agrochemical is a pesticide, herbicide, fungicide, or insecticide.
  • the agrochemical is an organophosphorus herbicide, preferably glyphosate or glufosinate.
  • the agrochemical is an auxin herbicide, preferably dicamba or 2,4-D.
  • the agrochemical is a conazole fungicide, preferably a triazole fungicide, and more preferably it is tebuconazole.
  • the agrochemical is a pyrethroid insecticide, preferably a pyrethroid ester insecticide.
  • the pyrethroid ester insecticide is bifenthrin.
  • R is C16-C18.
  • R is C12-C16.
  • R is a hydrocarbon group derived from tallow, coco, oleyl, and combinations thereof.
  • x is from 0 to 30 and y is from 0 to 30 wherein x + y > 2 and up to 30. In other embodiments, x is from 0 to 30 and y is from 0 to 30 wherein x + y > 3 and up to 30.
  • the alkylamine glycidol surfactant may be described as an alkylamine polyglycidol surfactant. In various non-limiting embodiments, it is expressly contemplated that all values and ranges of values including and between those set forth above are herein expressly contemplated for use. It is contemplated that two or more of these surfactants may be combined together in a surfactant composition.
  • This disclosure also provides a method of treating vegetation, wherein the method comprises applying an effective amount of the agricultural composition as described above to vegetation.
  • This disclosure also contemplates the surfactant itself apart from the agricultural composition, i.e., any embodiment of the surfactant above.
  • T for“tallowamine”,“O” for oleylamine”,“C” for“cocoamine”, and G for Glycerol units.
  • T-5G i.e., tallowamine 5G
  • T-5G means tallowamine with 5 glycerol units.
  • 0-6G i.e., oleylamine 6G
  • oleylamine 6G means oleylamine with 6 glycerol units.
  • C-2G i.e, cocoamine 2G
  • cocoamine 2G means cocoamine with 2 glycerol units
  • the products thus obtained can optionally be further diluted by adding necessary amount of water or other solvents/diluents.
  • Samples #2-#8 the process for Sample #1 was repeated using the indicated amine in the relevant molar ratio with glycidol.
  • the process of Sample #1 was repeated using a molar ratio of 1:10 for tailowamine and glycidol
  • Sample #3 used a molar ratio of 1:6 for oleylamine and glycidol
  • Sample #4 used a molar ratio of 1:8 for oleylamine and glycidol, and so forth.
  • alkyl polyglycerylamine samples active ingredient plus biproducts such as polyglycerols
  • honey-like products very high viscosity
  • these products can form hard gels when added to water (or an aqueous solution) and the gels can take a long time to dissolve.
  • These surfactants can be converted into easy to handle products in practice.
  • Several diluents were found to be effective in reducing the viscosity of the products and minimizing the gel forming potential. The examples are shown in Table 2.
  • alkyl polyglycerylamine surfactants of the disclosure can be diluted to improve handling and workability.
  • Example 3 Alkyl polyglycerylamine in aqueous high load pesticide formulations
  • High load pesticide formulations have advantages of shipping less water and using less material for shipping containers. However, high load formulations can be difficult to incorporate the amount of adjuvants necessary for efficacy because the high load formulation frequently becomes separated at > 55° C storage temperature. Typically, the amount of the adjuvant in formulation preferably is at least 8 wt% for acceptable efficacy.
  • Emulpon CO-360 is castor oil ethoxylate, a well-known emulsifier.
  • alkyl polyglycerylamine in Table 3 have better compatibility in high load pesticide formulations than their counterparts based on alkylamine ethoxylates. In some cases (e.g. samples 3.26, 3.27), they can even function as a hydrotrope (an ability to help dissolve more incompatible components). In other cases (3.22), the alkyl polyglycerylamine shows emulsification ability.
  • Example 4 Synergy in emulsion performance between emulsifiers (alkyl polyglycerylamine / alkyl EO-PO block copolymer) in tebuconazole fungicide emulsifiable concentrate formulations.
  • EC emulsifier concentrate
  • alkyl polyglycerylamine surfactants of the disclosure as potential emulsifiers, two tebuconazole emulsifiable concentrates (EC-1 and EC-2) containing 0-8G, were mixed at various ratios.
  • the emulsion was obtained by adding 1 g EC into 19 g water (5% dilution) in a 8-dram vial and inverting 10 times.
  • the bloom of the emulsion i.e., the ability to form white clouds immediately after adding to water
  • emulsion quality were evaluated according to 4 scales: excellent, good, OK (fair), and bad.
  • the emulsion performance results are shown in Table 4.
  • EC-1 15 % 0-8G + 85 % tebuconazole pre-mix (30 % tebuconazole in 70 % Armid DM- 10 CIO dimethylamide)
  • EC-2* 15 % Ethylan NS-500LQ (Alkyl EO-PO block copolymer) + 85 % tebuconazole pre-mix (30 % tebuconazole in 70 % Armid DM- 10)
  • Ethylan NS-500LQ a butyl EO/PO copolymer
  • Armid DM- 10 is a well-known hydropholic solvent.
  • EC-1 contains the 0-8G alkyl polyglycerylamine of the disclosure.
  • EC-2* is a comparative example.
  • Example 5 Synergy in emulsion performance among emulsifiers (alkyl polyglycerylamine/ alkyl EO-PO block copolymer / Ca DDBS) in tebuconazole fungicide emulsifiable concentrate formulations.
  • tebuconazole emulsifiable concentrates EC-1, EC-2, and EC-3, were mixed at various ratios.
  • the emulsion was obtained by adding 1 g EC into 19 g water (5% dilution) in a 8 dram vial and inverting 10 times. Bloom and emulsion quality were evaluated according to 4 scales: excellent, good, OK (fair), and bad. The emulsion performance results are shown in Table 5.
  • EC-1 and EC-2 were the same as in example 4.
  • Witconate P-1220EH is a well-known emulsifier containing -60% Ca dodecylbenzene sulfonate.
  • alkyl polyglycerylamine surfactants such as 0-8G
  • alkyl polyglycerylamine surfactants have the potential as a (co)emulsifier in a tebuconazole fungicide EC.
  • Example 6 Synergy in emulsion performance between emulsifiers (alkyl polyglycerylamine and alkyl EO-PO block copolymer) in bifenthrin insecticide emulsifiable concentrate formulations.
  • EC-4 and EC-5 Two bifenthrin emulsifiable concentrates, EC-4 and EC-5, were mixed at various ratios. The emulsion was obtained by adding 1 g EC into 19 g water (5% dilution) in a 8 dram vial and inverting 10 times. Bloom and emulsion quality were evaluated according to 4 scales: excellent, good, OK (fair), and bad. The emulsion performance results are shown in Table 6. [0075] EC-4: 8.1% O-10G + 91.9% bifenthrin pre-mix (10% bifenthrin + 40% Aromatic 200 + 50% Armid DM- 10)
  • alkyl polyglycerylamine surfactants such as O- 10G
  • O- 10G alkyl polyglycerylamine surfactants
  • Example 7 Synergy in emulsion performance among emulsifiers (alkyl polyglycerylamine / alkyl EO-PO block copolymer / Ca-DDBS) in insecticide emulsifiable concentrate formulations
  • emulsifiers alkyl polyglycerylamine / alkyl EO-PO block copolymer / Ca-DDBS
  • EC-4 and EC-5 were the same as in example 6.
  • EC-6* 8.1% Witconate P-1220EH (60% Ca DDBS) + 91.9% bifenthrin pre-mix (10% bifenthrin + 40% Aromatic 200 + 50% Aramid DM- 10).
  • alkyl polyglycerylamine surfactants such as O-l 0G
  • O-l 0G alkyl polyglycerylamine surfactants
  • Example 8 Ability of alkyl polyglycerylamine surfactants to form microemulsions.
  • 10G can be used to form microemulsions.
  • Example 9 Bio-efficacy of IPA-glyphosate with and without alkyl polyglycerylamine surfactants in green house trial 2 weeks after treatment.
  • Ethomeen T/25 tallowamine ethoxylate a well-known adjuvant in pesticide formulations
  • the glyphosate only sample was used as the negative control.
  • the wheat (a model plant) was sprayed at three rates: 150 g ae/H, 300 g ae/H and 600 g ae/H. The rating was obtained 2 weeks after treatment (WAT).
  • the bioefficacy results as illustrated in the graph of Figure 1 showed that alkyl polyglycerylamine, exemplified by T-5G, T-10G, C-2G, and 0-8G, had better weed control performance than the glyphosate alone sample.
  • the performance of T-5G, T-10G, C-2G, and 0-8G were comparable to Ethomeen T/25.

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Abstract

La présente invention concerne une composition agricole comprenant au moins un produit agrochimique et au moins un tensioactif de glycidol d'alkylamine répondant à la structure I : dans laquelle R est un groupe hydrocarboné saturé ou non saturé linéaire ou ramifié en C4-C22 avec ou sans groupes hydroxyle pendants ; x est compris entre 0 et 30, de préférence encore entre 1 et 20, de préférence encore entre 1 et 10, de préférence encore entre 1 et 5 ; y est compris entre 0 et 30, de préférence entre 1 et 20, de préférence encore entre 1 et 10, de préférence encore entre 1 et 5 ; x + y ≥ 2 et jusqu'à 30, et Gly est un résidu de glycéryle.
PCT/EP2019/084996 2018-12-12 2019-12-12 Tensioactifs à base de polyglycérylamine d'alkyle à usage agricole WO2020120719A1 (fr)

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CN201980084994.0A CN113226027B (zh) 2018-12-12 2019-12-12 农用烷基聚甘油胺类表面活性剂
US17/303,863 US20220039378A1 (en) 2018-12-12 2019-12-12 Alkyl polyglycerylamine based surfactants for agricultural use
EP19817721.4A EP3893641A1 (fr) 2018-12-12 2019-12-12 Tensioactifs à base de polyglycérylamine d'alkyle à usage agricole
AU2019398764A AU2019398764B2 (en) 2018-12-12 2019-12-12 Alkyl polyglycerylamine based surfactants for agricultural use
BR112021011238-3A BR112021011238A2 (pt) 2018-12-12 2019-12-12 Composição agrícola, e método para tratar vegetação

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