PL417453A1 - 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 - Google Patents

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

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Publication number
PL417453A1
PL417453A1 PL417453A PL41745316A PL417453A1 PL 417453 A1 PL417453 A1 PL 417453A1 PL 417453 A PL417453 A PL 417453A PL 41745316 A PL41745316 A PL 41745316A PL 417453 A1 PL417453 A1 PL 417453A1
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Poland
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bis
octadec
hydroxyethyl
ammonium
enammonium
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PL417453A
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Polish (pl)
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PL231262B1 (en
Inventor
Juliusz Pernak
Rafał Giszter
Katarzyna Marcinkowska
Tadeusz Praczyk
Damian Kaczmarek
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Instytut Ochrony Roślin
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Priority to PL417453A priority Critical patent/PL231262B1/en
Publication of PL417453A1 publication Critical patent/PL417453A1/en
Publication of PL231262B1 publication Critical patent/PL231262B1/en

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

Abstract

Przedmiotem zgłoszenia są nowe bis amoniowe ciecze jonowe z kationem alkilo-1,X-bis(bis(2-hydroksyetylo)oktadec-9-enamoniowy) o wzorze ogólnym 2, gdzie: R oznacza łącznik alkilowy od czterech do dwunastu atomów węgla albo buteno-1,4-bis(bis(2-hydroksyetylo)oktadec-9-enamoniowy) o wzorze ogólnym 4 albo bis(etano)amino-2,2'-bis(bis(2-hydroksyetylo)oktadec-9-enamoniowy) o wzorze ogólnym 6, gdzie A- oznacza anion (2,4-dichlorofenoksy)octanowy lub (4-chloro-2-metylofenoksy)octowym. Przedmiotem zgłoszenia jest też sposób otrzymywania nowych bisamoniowych cieczy jonowych, zawierających kation alkilo-1,X-bis(bis(2-hydroksyetylo)oktadec-9-enamoniowy), który charakteryzuje się tym, że czwartorzędowy dibromek alkilo-1,X-bis(bis(2-hydroksyetylo)oktadec-9-enamoniowy) o wzorze ogólnym 1 poddaje się reakcji wymiany anionu z solą sodową lub potasową kwasu (2,4-dichlorofenoksy)octowego lub (4-chloro-2-metylofenoksy)octowego w stosunku molowym czwartorzędowej soli bisamoniowej do soli kwasu 1 : 2, w temperaturze od 25°C do 45°C, korzystnie 20°C, w rozpuszczalniku organicznym z grupy: metanol, etanol, izopropanol, aceton lub butanol, po czym z rozpuszczalnika organicznego odsącza się powstały nieorganiczny produkt uboczny, z przesączu odparowuje się rozpuszczalnik, a produkt reakcji suszy się w temperaturze korzystnie 70°C. Zgłoszenie zawiera też zastosowanie nowych bisamoniowych cieczy jonowych, zawierających kation alkilo,1-X-bis(bis(2-hydroksyetylo)oktadec-9-enamoniowy), bueteno-1,4-bis(bis(2-hydroksyetylo)oktadec-9-enamoniowy) lub bis(etano)amino-2,2'-bis(bis(2-hydroksyetylo)oktadec-9-enamoniowy) oraz anion (2,4-dichlorofenoksy)octanowy lub (4-chloro-2-metylofenoksy)octowym jako herbicydy.The subject of the application are new bis ammonium ionic liquids with an alkyl-1, X-bis (bis (2-hydroxyethyl) octadec-9-enammonium) cation with the general formula 2, where: R is an alkyl linker from four to twelve carbon atoms or butene 1,4-bis (bis (2-hydroxyethyl) octadec-9-enammonium) of general formula 4 or bis (ethane) amino-2,2'-bis (bis (2-hydroxyethyl) octadec-9-enammonium) of formula general 6, where A- is (2,4-dichlorophenoxy) acetate or (4-chloro-2-methylphenoxy) acetic anion. The subject of the application is also a method for obtaining new bisammonium ionic liquids containing an alkyl-1, X-bis (bis (2-hydroxyethyl) octadec-9-enammonium) cation, which is characterized by the fact that the alkyl-1, X-bis quaternary dibromide ( bis (2-hydroxyethyl) octadec-9-enammonium) of general formula 1 is subjected to anion exchange reaction with sodium or potassium salt of (2,4-dichlorophenoxy) acetic acid or (4-chloro-2-methylphenoxy) acetic acid in a quaternary molar ratio bisammonium salt to a 1: 2 acid salt, at a temperature from 25 ° C to 45 ° C, preferably 20 ° C, in an organic solvent from the group: methanol, ethanol, isopropanol, acetone or butanol, after which the inorganic formed is filtered off by-product, the solvent is evaporated from the filtrate and the reaction product is dried at a temperature of preferably 70 ° C. The application also contains the use of new bisammonium ionic liquids containing an alkyl cation, 1-X-bis (bis (2-hydroxyethyl) octadec-9-enammonium), buetene-1,4-bis (bis (2-hydroxyethyl) octadec-9- enammonium) or bis (ethane) amino-2,2'-bis (bis (2-hydroxyethyl) octadec-9-enammonium) and (2,4-dichlorophenoxy) acetate or (4-chloro-2-methylphenoxy) acetic as herbicides.

PL417453A 2016-06-06 2016-06-06 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 PL231262B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL417453A PL231262B1 (en) 2016-06-06 2016-06-06 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

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL417453A PL231262B1 (en) 2016-06-06 2016-06-06 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

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PL417453A1 true PL417453A1 (en) 2017-12-18
PL231262B1 PL231262B1 (en) 2019-02-28

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PL417453A PL231262B1 (en) 2016-06-06 2016-06-06 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

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