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WO2024108280A1 - Processus continus pour préparer une formulation de glyphosate - Google Patents

Processus continus pour préparer une formulation de glyphosate Download PDF

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Publication number
WO2024108280A1
WO2024108280A1 PCT/BR2023/050349 BR2023050349W WO2024108280A1 WO 2024108280 A1 WO2024108280 A1 WO 2024108280A1 BR 2023050349 W BR2023050349 W BR 2023050349W WO 2024108280 A1 WO2024108280 A1 WO 2024108280A1
Authority
WO
WIPO (PCT)
Prior art keywords
glyphosate
preparing
stream
potassium hydroxide
continuous process
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/BR2023/050349
Other languages
English (en)
Portuguese (pt)
Inventor
Adriano MONTEIRO DE LIMA
Ana Carolina FERREIRA
Anderson APARECIDO DE MARCHI
Diogo PINEDA RIVELLI
Luis EDUARDO ROBERTO
Mariane KUROKAWA GOMES
Ramon SONEDSON VASCONCELOS
Tiago Paschoal Marciano
Vitorio GIOVANNI ZANETTI FERRAZ
Wanderson LELIS LEANDRO
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Iharabras SA Industrias Quimicas
Original Assignee
Iharabras SA Industrias Quimicas
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
Priority claimed from BR102022023990-8A external-priority patent/BR102022023990A2/pt
Application filed by Iharabras SA Industrias Quimicas filed Critical Iharabras SA Industrias Quimicas
Publication of WO2024108280A1 publication Critical patent/WO2024108280A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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
    • 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
    • A01N25/02—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 containing liquids as carriers, diluents or solvents
    • 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
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]

Definitions

  • the present invention relates to processes for preparing a glyphosate formulation in salt form.
  • the present invention refers to economically viable continuous processes that present high productivity, thermal exchanges and energy gains.
  • Glyphosate is an acid that is relatively insoluble in water and, for this reason, it is typically formulated as an aqueous formulation, in salt form.
  • An advantageous alternative to packing more glyphosate in a container of given capacity would be to prepare glyphosate as a dry salt in powder or granulated form.
  • the benefit of a dry glyphosate formulation is limited, since such a formulation tends, for example, to have a low apparent density.
  • a liquid product is usually preferred by consumers and distributors due to its ease of handling.
  • Document PI 0514527-9 describes a process for preparing a glyphosate salt solution comprising potassium and isopropylammonium (IPA) salts.
  • the solution is continuously stirred to form a paste.
  • glyphosate acid is neutralized by continually adding potassium hydroxide (KOH) and isopropylamine to the paste.
  • KOH potassium hydroxide
  • the folder is divided into one first stream that is recycled as a product and a second stream that is removed as a product. Water is added if necessary to adjust the glyphosate concentration.
  • the present invention presents numerous fundamental differences, compared to document CN 105475349, among which we can mention the fully continuous process in which the neutralizers are in a liquid state.
  • Figure 1 - is a model of the process, in which initially there is the addition of 70% to 100% (preferably 100%) of KOH solution (concentration between 40% to 60%, preferably 50%) together with 40% to 100% (preferably 100%) of the water (addition temperature of 2°C to 40°C) in-line, followed by the addition of part of the solid glyphosate (20% to 100%).
  • the material is cooled in a heat exchanger (temperature below 70°C), followed by the addition of the second part of solid glyphosate (0% to 80%) and the second part of KOH (0% to 30%) and optionally water ( 0% to 60%).
  • Figure 2 - is a process model in which initially the addition of water (preferably 100%), solid glyphosate (from 20% to 100%) and 15% to 100% of potassium hydroxide (concentration between 40% to 60%, preferably 50%). The material is cooled in a heat exchanger (below 70°C), followed by the addition of the second part of solid glyphosate (from 0% to 80%) and the second part of potassium hydroxide (0% to 85%). Cooled again (below 60°C, preferably below 40°C), added surfactant (100%), antifoam (100%) followed by filling.
  • the present invention relates to continuous processes for preparing a glyphosate solution comprising in-line steps of (1) adding a first stream comprising a first potassium hydroxide solution, together with a water stream; add a first part of solid glyphosate; cool the obtained product; adding a second part of solid glyphosate and a second stream comprising a second potassium hydroxide solution; and cool the product obtained; (2) add a current of water together with a first stream of solid glyphosate; adding a first stream comprising a first potassium hydroxide solution; cool the obtained product; adding a second stream comprising solid glyphosate and a second potassium hydroxide solution; and cool the obtained product; or (3) adding a stream of water together with a first part of solid glyphosate; adding a first stream comprising a first potassium hydroxide solution; cool the obtained product; add a second stream comprising a second stream of solid glyphosate and a second potassium hydroxide solution and recirculate part of the
  • the present invention describes, in one embodiment, a continuous process for preparing a glyphosate solution comprising the following in-line steps:
  • step (c) cooling the product of step (b) to a temperature below about 70°C;
  • step (e) cooling the product of step (d) to a temperature below about 60°C (preferably below 40°C).
  • the present invention further describes, in another embodiment, a continuous process for preparing a glyphosate solution comprising the following in-line steps:
  • step (c) cooling the product of step (b) to a temperature below about 70 °C;
  • step (e) cooling the product of step (d) to a temperature below about 60°C (preferably below 40°C).
  • the continuous process of preparing a glyphosate formulation of the present invention may further comprise a step (f) for adding, after step (e), one or more streams consisting of surfactants and/or defoamers, in which
  • the one or more surfactants are selected from the group comprising amines greases and/or alkylpolyglycosides, and in which the one or more antifoams are selected from the group comprising silicone oils, preferably polydiethylsiloxane emulsions and/or linear and/or branched fatty alcohols with a carbon chain of 10 to 14 atoms, preferably isotridecyl alcohol.
  • step (f) the process of the invention may also comprise a filling step (g).
  • the process of the present invention comprises the possibility of recirculating to step (a) from about 5% to about 60%, preferably from about 10% to about 50%, even more preferably from about 20% to about 40% of the product obtained after step (f) above.
  • the continuous process for preparing a glyphosate formulation of the present invention is free from mixing tanks, as well as that it consists of in-line systems for reaction, mixing of components and cooling.
  • a process can be listed comprising the addition of potassium hydroxide (KOH) and water online, followed by the addition of part of the solid glyphosate.
  • KOH potassium hydroxide
  • the material thus obtained is cooled in a heat exchanger, followed by the addition of a second part of solid glyphosate.
  • This product is cooled again, added surfactant, defoamer and water correction followed by filling.
  • a process comprising: addition of about 70% to about 100% (preferably about 100%) of KOH solution (concentration between about 40% and about 60%, preferably about 50%) together with about 40% to about 100% (preferably about 100%) of the water (addition temperature of about 2°C to about 40°C) in-line, followed by the addition of part of the solid glyphosate (about 20% to about 100%).
  • the product is cooled in a heat exchanger (temperature below about 70°C), followed by the addition of the second part of solid glyphosate (about 0% to about 80%) and the second part of KOH (about 0% to about 30%) and optionally water (about 0% to about 60%).
  • the product is then cooled again (below around 60°C, preferably below around 40°C), added surfactant (around 100%), defoamer (around 100%), followed by filling.
  • Another particular embodiment of the present invention is a process comprising the addition of water, solid glyphosate and part of the potassium hydroxide. This product is cooled in a callus exchanger, followed by the addition of the second part of potassium hydroxide. This product is cooled again, added surfactant, defoamer and water correction followed by filling.
  • a process comprising: addition of water (preferably about 100%), solid glyphosate (from 20% to 100%) and from about 15% to about 100% of the hydroxide of potassium (concentration between about 40% and about 60%, preferably 50%).
  • the product is cooled in a heat exchanger (below about 70°C), followed by the addition of the second part of solid glyphosate (from 0% to 80%) and the addition of the second part of potassium hydroxide (about 0% % to around 85%).
  • the product is then cooled again (below 60°C, preferably below around 40°C), surfactant (around 100%), antifoam (around 100%) added, followed by filling.
  • a particular embodiment of the present invention is a process comprising the addition of water, part of the solid glyphosate and part of the potassium hydroxide.
  • This product is cooled in a heat exchanger, followed by the addition of the second part of the solid glyphosate and potassium hydroxide.
  • This product is cooled again, added surfactant, defoamer and water correction followed by filling.
  • a recycling stage of around 30% of the final product is carried out to the initial line in order to increase the fluidity of the process (reduce viscosity).
  • a process comprising: in addition to that disclosed herein, a recycling of about 5% to about 60% of the final product (preferably about 10% to about 50%, more preferably about 20% to approximately 40%) of the final product to the initial line in order to increase the fluidity of the process (reduce viscosity).
  • step (c) cooling the product of step (b) to a temperature below about 70 °C;
  • step (e) cooling the product of step (d) to a temperature below about 60 °C.
  • step (c) cooling the product of step (b) to a temperature below about 70 °C;
  • step (e) cool the product from step (d) to a lower temperature at around 60°C.
  • Continuous process of preparing a glyphosate formulation which further comprises a step (f) for adding, after step (e), one or more streams comprising surfactants and/or antifoams, wherein the surfactant is selected from the group comprising fatty amines and/or alkylpolyglycosides, and wherein the defoamer is selected from the group comprising silicone oils, preferably emulsions of polydiethylsiloxane and/or linear and/or branched fatty alcohols with a carbon chain of 10 to 14 atoms, preferably isotridecyl alcohol.
  • the surfactant is selected from the group comprising fatty amines and/or alkylpolyglycosides
  • the defoamer is selected from the group comprising silicone oils, preferably emulsions of polydiethylsiloxane and/or linear and/or branched fatty alcohols with a carbon chain of 10 to 14 atoms, preferably isotri
  • Continuous process of preparing a glyphosate formulation further comprising recirculating to step (a) from about 5% to about 60%, preferably from about 10% to about 50%. %, even more preferably from about 20% to about 40% of the product obtained after step (f).
  • step (d) said second KOH solution is in a concentration of about of 50%.
  • said first KOH solution is at a concentration of about 50%.
  • step (e) comprises cooling to a temperature below about 40 °C.
  • Example 1 represents an illustration of a preferred process of the invention comprising the steps of: adding a stream of 4,351 kg/h of 50% potassium hydroxide (KOH) to a pipe, followed by the addition of a stream of 2,639 kg/h h of water. Then, 1,764 kg/h of acid glyphosate is added to the same line. The material is directed to a heat exchanger, where it is cooled to a temperature below 70°C. Next, 4,116 kg/h of acid glyphosate is added and cooled again in a heat exchanger to 30°C. In the final part of the line, a flow of 1,100 kg/h of alkylpolyglucoside and 30 kg/h of isotridecyl alcohol is added. The resulting flow (14,000 kg/h) is filtered through a 100 mesh mesh and bottled.
  • KOH potassium hydroxide
  • Example 2 represents an illustration of a preferred process of the invention comprising the steps of: adding a stream of 4,212.4 kg/h of water to a pipe, together with 5,147.1 kg/h of acid glyphosate. Then, a stream of 1,088.9 kg/h of 50% potassium hydroxide is added and the resulting flow is cooled in a heat exchanger to a temperature below 70°C. Next, another stream of 2,540.9 kg/h of 50% potassium hydroxide is added and cooled again in a heat exchanger to 30°C. At the end of the line, a flow of 980 kg/h is added of alkylpolyglucoside and 30.9 kg/h of isotridecyl alcohol. The resulting flow (14,000 kg/h) is filtered through a 100 mesh mesh and bottled. TEST 1

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

Abstract

La présente invention concerne des processus continus pour préparer une solution de glyphosate comprenant les étapes consistant à: (1) ajouter un premier courant comprenant une première solution d'hydroxyde de potassium avec de l'eau ; ajouter une première partie de glyphosate solide ; ; refroidir le produit ; ajouter une seconde partie de glyphosate solide et un second courant comprenant la seconde solution d'hydroxyde de potassium ; et refroidir le produit ; ajouter des agents dispersants et/ou des agents anti-mousse ou (2) ajouter de l'eau au premier courant de glyphosate solide ; ajouter un premier courant comprenant une première solution d'hydroxyde de potassium ; refroidir le produit ; ajouter un second courant de glyphosate solide et un second courant comprenant une seconde solution d'hydroxyde de potassium ; et refroidir le produit ; ajouter des agents dispersants et/ou des agents anti-mousse. Le produit obtenu à l'étape (2) après l'ajout des agents dispersants et des agents anti-mousse peut être partiellement recirculé et acheminé au début du processus afin de diminuer la viscosité du produit de la séparation.
PCT/BR2023/050349 2022-11-24 2023-10-11 Processus continus pour préparer une formulation de glyphosate Ceased WO2024108280A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
BR1020220239908 2022-11-24
BR102022023990-8A BR102022023990A2 (pt) 2022-11-24 Processos contínuos para preparar uma formulação de glifosato

Publications (1)

Publication Number Publication Date
WO2024108280A1 true WO2024108280A1 (fr) 2024-05-30

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Application Number Title Priority Date Filing Date
PCT/BR2023/050349 Ceased WO2024108280A1 (fr) 2022-11-24 2023-10-11 Processus continus pour préparer une formulation de glyphosate

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AR (1) AR131034A1 (fr)
WO (1) WO2024108280A1 (fr)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002015690A1 (fr) * 2000-08-25 2002-02-28 Basf Aktiengesellschaft Procede en continu de preparation d'une composition de concentre en suspension aqueuse herbicide stable
CN105732707A (zh) * 2016-03-19 2016-07-06 安徽东至广信农化有限公司 一种连续生产草甘膦异丙胺盐的工艺

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002015690A1 (fr) * 2000-08-25 2002-02-28 Basf Aktiengesellschaft Procede en continu de preparation d'une composition de concentre en suspension aqueuse herbicide stable
CN105732707A (zh) * 2016-03-19 2016-07-06 安徽东至广信农化有限公司 一种连续生产草甘膦异丙胺盐的工艺

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AR131034A1 (es) 2025-02-12

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