PL422886A1 - Phenoxy carboxylates with 1-dodecyl-3-carbamoylpyridinium cation, methods for obtaining them and application as herbicides - Google Patents
Phenoxy carboxylates with 1-dodecyl-3-carbamoylpyridinium cation, methods for obtaining them and application as herbicidesInfo
- Publication number
- PL422886A1 PL422886A1 PL422886A PL42288617A PL422886A1 PL 422886 A1 PL422886 A1 PL 422886A1 PL 422886 A PL422886 A PL 422886A PL 42288617 A PL42288617 A PL 42288617A PL 422886 A1 PL422886 A1 PL 422886A1
- Authority
- PL
- Poland
- Prior art keywords
- carbamoylpyridinium
- dodecyl
- product
- herbicides
- cation
- Prior art date
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- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyridine Compounds (AREA)
Abstract
Przedmiotem zgłoszenia są fenoksykarboksylany z kationem 1-dodecylo-3-karbamoilopirydyniowym, sposoby ich otrzymywania oraz zastosowanie jako herbicydy. Fenoksykarboksylany z kationem 1-dodecylo-3-karbamoilopirydyniowym, opisany jest wzorem ogólnym 1, gdzie A oznacza anion 4-chloro-2-metylofenoksyoctanowy lub 2-(2,4-dichlorofenoksy)propionianowy lub 2,4-dichlorofenoksyoctanowy o wzorze ogólnym 2, sposoby ich otrzymywania oraz zastosowanie jako herbicydy. Sposób otrzymywania przedmiotowych związków polega na tym, że czwartorzędowy halogenek 1-dodecylo-3-karbamoilopirydyniowy o wzorze ogólnym 3, poddaje się reakcji wymiany anionu z solą sodową lub potasową kwasu 4-chloro-2-metylofenoksyoctowego lub 2-(2,4-dichlorofenoksy)propionowego lub 2,4-dichlorofenoksyoctowego, w stosunku molowym czwartorzędowej soli pirydyniowej do soli kwasu od 1:0,9 do 1:1,1, korzystnie 1:1, w temperaturze 20 - 35°C, korzystnie 30°C, w środowisku wodnym lub rozpuszczalniku organicznym z grupy: metanol, etanol, izopropanol, po czym produkt reakcji wydziela się z warstwy wodnej techniką ekstrakcji dwufazowej za pomocą rozpuszczalnika organicznego z grupy: chloroform lub toluen lub dichlorometan, dalej oddziela się fazę organiczną, rozpuszczalnik usuwa, a pozostałość będącą produktem suszy się w temperaturze korzystnie 40°C albo produkt rozpuszczony w ochłodzonym do temperatury -20°C rozpuszczalniku organicznym oddziela się od nieorganicznego produktu ubocznego techniką sączenia próżniowego, następnie odparowuje rozpuszczalnik, a pozostałość będącą produktem suszy się w temperaturze korzystnie 40°C.The subject of the application are phenoxycarboxylates with a 1-dodecyl-3-carbamoylpyridinium cation, methods of their preparation and use as herbicides. Phenoxycarboxylates with a 1-dodecyl-3-carbamoylpyridinium cation are described by the general formula 1, where A is 4-chloro-2-methylphenoxyacetate or 2- (2,4-dichlorophenoxy) propionate or 2,4-dichlorophenoxyacetate with general formula 2, methods of their preparation and use as herbicides. The method of preparation of the subject compounds is that the 1-dodecyl-3-carbamoylpyridinium quaternary halide of general formula 3 is subjected to an anion exchange reaction with the sodium or potassium salt of 4-chloro-2-methylphenoxyacetic acid or 2- (2,4-dichlorophenoxy ) propionic or 2,4-dichlorophenoxyacetic acid, in a molar ratio of the quaternary pyridinium salt to the acid salt from 1: 0.9 to 1: 1.1, preferably 1: 1, at 20 - 35 ° C, preferably 30 ° C, at aqueous medium or organic solvent from the group: methanol, ethanol, isopropanol, after which the reaction product is separated from the aqueous layer by two-phase extraction technique using an organic solvent from the group: chloroform or toluene or dichloromethane, the organic phase is further separated, the solvent is removed and the residue the product being dried at a temperature of preferably 40 ° C or the product dissolved in an organic solvent cooled to -20 ° C is separated from inorganics by-product by vacuum filtration, then the solvent is evaporated and the product residue is dried at a temperature of preferably 40 ° C.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PL422886A PL233296B1 (en) | 2017-09-18 | 2017-09-18 | Phenoxy carboxylates with 1-dodecyl-3-carbamoylpyridinium cation, methods for obtaining them and application as herbicides |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PL422886A PL233296B1 (en) | 2017-09-18 | 2017-09-18 | Phenoxy carboxylates with 1-dodecyl-3-carbamoylpyridinium cation, methods for obtaining them and application as herbicides |
Publications (2)
Publication Number | Publication Date |
---|---|
PL422886A1 true PL422886A1 (en) | 2019-03-25 |
PL233296B1 PL233296B1 (en) | 2019-09-30 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PL422886A PL233296B1 (en) | 2017-09-18 | 2017-09-18 | Phenoxy carboxylates with 1-dodecyl-3-carbamoylpyridinium cation, methods for obtaining them and application as herbicides |
Country Status (1)
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PL (1) | PL233296B1 (en) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000159607A (en) * | 1998-11-27 | 2000-06-13 | Aquas Corp | Agent for controlling algae and control of algae |
PL344620A1 (en) * | 2000-12-15 | 2002-06-17 | Politechnika Poznanska | 1-alkoxymethyl-3-y-pyridinium salts and method of obtaining them _ |
PL384003A1 (en) * | 2007-12-10 | 2009-06-22 | Politechnika Poznańska | New ionic pairs containing penicilin anion and 1-alkyl-3-carbamoilopyridine cation and methods of obtaining it |
PL402385A1 (en) * | 2013-01-08 | 2014-07-21 | Przedsiębiorstwo Produkcyjno-Consultingowe Adop Spółka Z Ograniczoną Odpowiedzialnością Spółka Komandytowa | New monofunctional poly(diallyldimethylammonium herbicidal ionic liquids), process for their preparation and use as herbicides |
-
2017
- 2017-09-18 PL PL422886A patent/PL233296B1/en unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000159607A (en) * | 1998-11-27 | 2000-06-13 | Aquas Corp | Agent for controlling algae and control of algae |
PL344620A1 (en) * | 2000-12-15 | 2002-06-17 | Politechnika Poznanska | 1-alkoxymethyl-3-y-pyridinium salts and method of obtaining them _ |
PL384003A1 (en) * | 2007-12-10 | 2009-06-22 | Politechnika Poznańska | New ionic pairs containing penicilin anion and 1-alkyl-3-carbamoilopyridine cation and methods of obtaining it |
PL402385A1 (en) * | 2013-01-08 | 2014-07-21 | Przedsiębiorstwo Produkcyjno-Consultingowe Adop Spółka Z Ograniczoną Odpowiedzialnością Spółka Komandytowa | New monofunctional poly(diallyldimethylammonium herbicidal ionic liquids), process for their preparation and use as herbicides |
Non-Patent Citations (2)
Title |
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JULIUSZ PERNAK ET AL., 2,4-D BASED HERBICIDALIONIC LIQUIDS, TETRAHEDRON 68, 2012 * |
MICHAŁ NIEMCZAK ET AL., HERBICYDOWE CIECZE JONOWE Z ANIONEM 2-(2,4-DICHLOROFENOKSY), CHEMIK, 2016 * |
Also Published As
Publication number | Publication date |
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PL233296B1 (en) | 2019-09-30 |
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