PL418264A1 - New ammonium ionic liquids with alkyl[2(2-hydroxyethoxy)ethyl]dimethylammonium cation and 2-(2,4-dichlorophenoxy)propionate anion and method for obtaining them and application as plant pesticides
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New ammonium ionic liquids with alkyl[2(2-hydroxyethoxy)ethyl]dimethylammonium cation and 2-(2,4-dichlorophenoxy)propionate anion and method for obtaining them and application as plant pesticides
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Organic Low-Molecular-Weight Compounds And Preparation Thereof
(AREA)
Abstract
Przedmiotem zgłoszenia są nowe amoniowe ciecze jonowe z kationem alkilo[2-(2-hydroksyetoksy)etylo]dimetyloamoniowym o wzorze ogólnym 1, w którym R oznacza podstawnik alkilowy prostołańcuchowy zawierający od czterech do szesnastu atomów węgla oraz anion 2-(2,4-dichlorofenoksy)propionianowy. Przedmiotem zgłoszenia jest także sposób ich otrzymywania, który polega na tym, że czwartorzędowy bromek alkilo[2-(2-hydroksyetoksy)etylo]dimetyloamoniowy o wzorze ogólnym 2, w którym R oznacza podstawnik alkilowy prostołańcuchowy zawierający od czterech do szesnastu 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 amoniowej do soli kwasu od 1:0,8 do 1:1,1, korzystnie 1:1, w środowisku wodnym, po czym produkt reakcji wydziela się metodą ekstrakcji dwufazowej za pomocą rozpuszczalnika organicznego z grupy: chloroform albo octan etylu, albo dichlorometan, po czym oddziela się fazę organiczną, dalej usuwa się z niej rozpuszczalnik, a produkt suszy pod obniżonym ciśnieniem w temperaturze 45 - 55°C. Zgłoszenie zawiera też zastosowanie przedmiotowych nowych amoniowych cieczy jonowych, jako środki ochrony roślin.The subject of the application are new ammonium ionic liquids with an alkyl [2- (2-hydroxyethoxy) ethyl] dimethylammonium cation of general formula 1, wherein R is a straight chain alkyl substituent containing from four to sixteen carbon atoms and an 2- (2,4-dichlorophenoxy anion ) propionate. The subject of the application is also a method for their preparation, which consists in the fact that the quaternary alkyl [2- (2-hydroxyethoxy) ethyl] dimethylammonium bromide of general formula 2, wherein R is a straight chain alkyl substituent containing from four to sixteen carbon atoms, is subjected to anion exchange reaction with 2- (2,4-dichlorophenoxy) propionic acid sodium or potassium or lithium or ammonium salt in a molar ratio of quaternary ammonium salt to acid salt from 1: 0.8 to 1: 1.1, preferably 1: 1, in an aqueous environment, after which the reaction product is isolated by two-phase extraction using an organic solvent from the group: chloroform or ethyl acetate or dichloromethane, after which the organic phase is separated, the solvent is further removed and the product is dried under reduced pressure at 45 - 55 ° C. The application also contains the use of these new ammonium ionic liquids as plant protection products.
PL418264A2016-08-082016-08-08New ammonium ionic liquids with alkyl[2(2-hydroxyethoxy)ethyl]dimethylammonium cation and 2-(2,4-dichlorophenoxy)propionate anion and method for obtaining them and application as plant pesticides
PL230986B1
(en)
New ammonium ionic liquids with alkyl[2(2-hydroxyethoxy)ethyl]dimethylammonium cation and 2-(2,4-dichlorophenoxy)propionate anion and method for obtaining them and application as plant pesticides
New ammonium ionic liquids with alkyl[2(2-hydroxyethoxy)ethyl]dimethylammonium cation and 2-(2,4-dichlorophenoxy)propionate anion and method for obtaining them and application as plant pesticides
New ammonium ionic liquids with alkyl[2(2-hydroxyethoxy)ethyl]dimethylammonium cation and 2-(2,4-dichlorophenoxy)propionate anion and method for obtaining them and application as plant pesticides
New ammonium ionic liquids with alkyl[2(2-hydroxyethoxy)ethyl]dimethylammonium cation and 2-(2,4-dichlorophenoxy)propionate anion and method for obtaining them and application as plant pesticides
New ionic liquids with alkyl [2(2-hydroxyethoxy)ethyl]dimethylammonium cation and 4-nitrobenzoate anion and method for obtaining them and application as softening agents
New bis-ammonium ionic liquids with alkyl-1,X-bis(bis(2-hydroxyethyl)octadec-9-en ammonium) or bis(ethane)amino-2,2'-bis(bis(2-hydroxyethyl)octadec-9-en ammonium), or butene-1,4-bis(bis(2-hydroxyethyl)octadec-9-en ammonium) cation, method for obtaining them and applications as herbicides
New sweet bis-ammonium salts with alkyl-1,X-bis(decyldimethylammonium) cation and saccharinate anions, method for obtaining them and application as food deterrents
New bis-ammonium ionic liquids with alkyl-1,X-bis(bis(2-hydroxyethyl)octadec-9-en-ammonium) cation and method for obtaining them and application as food deterrents
New ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 2,4-dichlorophenoxy)acetates, method for obtaining them and their application as herbicides
New herbicidal bisammonium salts with alkyldiyl-bis(ethanoldiethylammonium) cationwith 4-chloro-2-methylphenoxyacetic or 3,6-dichloro-2-methoxybenzoic anion, method for obtaining them and applications as plant protection agents
New ammonium ionic liquids, containing [2-(methacryloyloxy)ethyl]-trimethylammonium cation and organic anion, method for obtaining them and application as cellulose dissolvent for food industry
Ionic liquids with N-[2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)ethyl]-N,N,N alkyl dimethylammonium cation and (4-chloro-2-methylphenoxy)acetate anion and method for obtaining them
New quaternary alkoxymethyl tebuconasol salts with 3,6-dichloro-2-methoxybenzoic anion, method for obtaining them and applications as the two-function plant protection agents
New ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 4-chloro-2-methylphenoxy)acetates, method for producing them and their application as herbicides
Ionic liquids with (2-bromoethyl)trimethylammonium, (3-bromopropyl)trimethylammonium and (2-bromoethyl)diethylammonium cation and method for obtaining them
Herbicide double salts with alkyl[2(2-hydroxyethoxy)ethyl]dimethylammonium cation and 4-chloro-2-methoxyacetate and 3,6-dichloro-2-methoxybenzoate anions, method for obtaining them and application as plant pesticides