PL410372A1 - New ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 4-chloro-2-methylphenoxy)acetates, method for producing them and their application as herbicides - Google Patents

New ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 4-chloro-2-methylphenoxy)acetates, method for producing them and their application as herbicides

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Publication number
PL410372A1
PL410372A1 PL410372A PL41037214A PL410372A1 PL 410372 A1 PL410372 A1 PL 410372A1 PL 410372 A PL410372 A PL 410372A PL 41037214 A PL41037214 A PL 41037214A PL 410372 A1 PL410372 A1 PL 410372A1
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PL
Poland
Prior art keywords
methylphenoxy
chloro
methacryloylamino
alkoxymethyl
propyl
Prior art date
Application number
PL410372A
Other languages
Polish (pl)
Other versions
PL230785B1 (en
Inventor
Juliusz Pernak
Tadeusz Praczyk
Michał Niemczak
Kamil Czerniak
Rafał Giszter
Ilona Kędzia
Jan Kuligowski
Hubert Rodak
Katarzyna Marcinkowska
Original Assignee
Instytut Ochrony Roślin
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.)
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Application filed by Instytut Ochrony Roślin filed Critical Instytut Ochrony Roślin
Priority to PL410372A priority Critical patent/PL230785B1/en
Publication of PL410372A1 publication Critical patent/PL410372A1/en
Publication of PL230785B1 publication Critical patent/PL230785B1/en

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  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Przedmiotem wynalazku są nowe amoniowe ciecze jonowe (4-chloro-2-metylofenoksy)octany(alkoksymetylo)[3-(metakryloiloamino)propylo]dimetyloamoniowe o wzorze ogólnym 1, gdzie: R oznacza podstawnik alkilowy prostołańcuchowy zawierający od jednego do dwudziestu dwóch atomów węgla, A- oznacza anion (4-chloro-2-metylofenoksy)octanowy, sposób ich otrzymywania oraz zastosowanie jako herbicydy. Sposób ich otrzymywania polega na tym, że czwartorzędowy chlorek (alkoksymetylo)[3-(metakryloiloamino)propylo]dimetyloamoniowy poddaje się reakcji wymiany anionu z solą sodową lub potasową, lub litową, lub amonową kwasu (4-chloro-2-metylofenoksy)octowego w stosunku molowym czwartorzędowej soli amoniowej do soli kwasu od 1:0,9 do 1:1,1, korzystnie 1:1, w temperaturze co najmniej 20°C, w środowisku wodnym lub w rozpuszczalniku organicznym z grupy: metanol, etanol, propanol, izopropanol, butanol, po czym z rozpuszczalnika organicznego odsącza się powstały nieorganiczny produkt uboczny, z przesączu odparowuje się rozpuszczalnik, a produkt reakcji suszy się. Ujawniono też zastosowanie nowych amoniowych cieczy jonowych zawierających kation (alkoksymetylo)[3-(metakryloiloamino)propylo]dimetyloamoniowy oraz anion (4-chloro-2-metylofenoksy)-octanowy jako herbicydy.The subject of the invention are new ammonium ionic liquids (4-chloro-2-methylphenoxy) (alkoxymethyl) [3- (methacryloylamino) propyl] dimethylammonium with general formula 1, where: R is a straight chain alkyl substituent containing from one to twenty two carbon atoms, A- means (4-chloro-2-methylphenoxy) acetate anion, the method of their preparation and use as herbicides. The method of their preparation consists in the fact that the quaternary (alkoxymethyl) [3- (methacryloylamino) propyl] dimethylammonium chloride is subjected to anion exchange reaction with sodium, potassium, or lithium or ammonium salt of (4-chloro-2-methylphenoxy) acetic acid in molar ratio of the quaternary ammonium salt to the acid salt from 1: 0.9 to 1: 1.1, preferably 1: 1, at a temperature of at least 20 ° C, in an aqueous medium or in an organic solvent from the group: methanol, ethanol, propanol, isopropanol, butanol, then the inorganic by-product formed is filtered off from the organic solvent, the solvent is evaporated from the filtrate and the reaction product is dried. Also disclosed is the use of new ammonium ionic liquids containing (alkoxymethyl) [3- (methacryloylamino) propyl] dimethylammonium and (4-chloro-2-methylphenoxy) acetic anion as herbicides.

PL410372A 2014-12-04 2014-12-04 New ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 4-chloro-2-methylphenoxy)acetates, method for producing them and their application as herbicides PL230785B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL410372A PL230785B1 (en) 2014-12-04 2014-12-04 New ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 4-chloro-2-methylphenoxy)acetates, method for producing them and their application as herbicides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL410372A PL230785B1 (en) 2014-12-04 2014-12-04 New ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 4-chloro-2-methylphenoxy)acetates, method for producing them and their application as herbicides

Publications (2)

Publication Number Publication Date
PL410372A1 true PL410372A1 (en) 2016-06-06
PL230785B1 PL230785B1 (en) 2018-12-31

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PL410372A PL230785B1 (en) 2014-12-04 2014-12-04 New ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 4-chloro-2-methylphenoxy)acetates, method for producing them and their application as herbicides

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PL230785B1 (en) 2018-12-31

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