PL413163A1 - New piperidinium ionic liquids with 2-(2,4-dichlorophenoxy)propionate anion and method for producing them and their application as herbicides - Google Patents

New piperidinium ionic liquids with 2-(2,4-dichlorophenoxy)propionate anion and method for producing them and their application as herbicides

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Publication number
PL413163A1
PL413163A1 PL413163A PL41316315A PL413163A1 PL 413163 A1 PL413163 A1 PL 413163A1 PL 413163 A PL413163 A PL 413163A PL 41316315 A PL41316315 A PL 41316315A PL 413163 A1 PL413163 A1 PL 413163A1
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Poland
Prior art keywords
dichlorophenoxy
piperidinium
ionic liquids
new
herbicides
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PL413163A
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Polish (pl)
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PL229881B1 (en
Inventor
Juliusz Pernak
Michał Niemczak
Grzegorz Skrzypczak
Agnieszka Biedziak
Tadeusz Praczyk
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Politechnika Poznańska
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Application filed by Politechnika Poznańska filed Critical Politechnika Poznańska
Priority to PL413163A priority Critical patent/PL229881B1/en
Publication of PL413163A1 publication Critical patent/PL413163A1/en
Publication of PL229881B1 publication Critical patent/PL229881B1/en

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  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

Przedmiotem zgłoszenia są nowe piperydyniowe ciecze jonowe z anionem 2-(2,4-dichlorofenoksy)propionianowym oraz sposób ich wytwarzania i zastosowanie jako herbicydy. Nowe ciecze jonowe zawierające anion 2-(2,4-dichlorofenoksy)propionianowy o ogólnym 1, w którym K oznacza kation piperydyniowy o wzorze ogólnym 2, w którym R oznacza podstawnik prostołańcuchowy o długości łańcucha węglowego od dwóch do osiemnastu atomów węgla. Sposób ich wytwarzania polega na tym, że czwartorzędowy chlorek, lub bromek, lub jodek piperydyniowy o wzorze ogólnym 3, w którym R oznacza podstawnik alkilowy o długości łańcucha węglowego od dwóch do osiemnastu atomów węgla, poddaje się reakcji wymiany anionu z solą sodową lub potasową, lub litową, lub amonową kwasu 2-(2,4-dichlorofenoksy)propionowego w stosunku molowym czwartorzędowej soli piperydyniowej do soli kwasu od 1:0,9 do 1:1,1, korzystnie 1:1, w temperaturze poniżej 100°C, korzystnie 20°C, w środowisku wodnym lub rozpuszczalniku organicznym z grupy: korzystnie metanol, albo etanol, albo propanol, albo izopropanol, albo butanol, po czym produkt izoluje się, a następnie suszy. Zgłoszenie dotyczy również zastosowania nowych cieczy jonowych zawierających 2-(2,4-dichlorofenoksy)propionianowy oraz kation piperydyniowy jako herbicydów.The subject of the application are new piperidinium ionic liquids with 2- (2,4-dichlorophenoxy) propionate anion as well as the method of their preparation and use as herbicides. New ionic liquids containing 2- (2,4-dichlorophenoxy) propionate anion of general 1, where K is a piperidinium cation of general formula 2, where R is a straight chain substituent with a carbon chain length of two to eighteen carbon atoms. The method of their preparation consists in the fact that the quaternary chloride, or bromide or piperidinium iodide of general formula 3, in which R is an alkyl substituent with a carbon chain length of two to eighteen carbon atoms, is subjected to an anion exchange reaction with a sodium or potassium salt, or lithium or ammonium 2- (2,4-dichlorophenoxy) propionic acid in a molar ratio of the quaternary piperidinium salt to the acid salt from 1: 0.9 to 1: 1.1, preferably 1: 1, at a temperature below 100 ° C, preferably 20 ° C, in an aqueous medium or organic solvent from the group: preferably methanol or ethanol or propanol or isopropanol or butanol, after which the product is isolated and then dried. The application also concerns the use of new ionic liquids containing 2- (2,4-dichlorophenoxy) propionate and piperidinium cation as herbicides.

PL413163A 2015-07-16 2015-07-16 New piperidinium ionic liquids with 2-(2,4-dichlorophenoxy)propionate anion and method for producing them and their application as herbicides PL229881B1 (en)

Priority Applications (1)

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PL413163A PL229881B1 (en) 2015-07-16 2015-07-16 New piperidinium ionic liquids with 2-(2,4-dichlorophenoxy)propionate anion and method for producing them and their application as herbicides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL413163A PL229881B1 (en) 2015-07-16 2015-07-16 New piperidinium ionic liquids with 2-(2,4-dichlorophenoxy)propionate anion and method for producing them and their application as herbicides

Publications (2)

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PL413163A1 true PL413163A1 (en) 2017-01-30
PL229881B1 PL229881B1 (en) 2018-09-28

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PL413163A PL229881B1 (en) 2015-07-16 2015-07-16 New piperidinium ionic liquids with 2-(2,4-dichlorophenoxy)propionate anion and method for producing them and their application as herbicides

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PL229881B1 (en) 2018-09-28

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