PL425874A1 - Phosphonium ionic liquids with n-alkyltriphenylphosphonium cation and (4-chloro-2-methylphenoxy)acetate or (2,4-dichlorophenoxy)acetate anion, method for obtaining them and application as herbicides
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Phosphonium ionic liquids with n-alkyltriphenylphosphonium cation and (4-chloro-2-methylphenoxy)acetate or (2,4-dichlorophenoxy)acetate anion, method for obtaining them and application as herbicides
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Agricultural Chemicals And Associated Chemicals
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Abstract
Przedmiotem zgłoszenia są Fosfoniowe ciecze jonowe z kationem n-alkilotrifenylofosfoniowym oraz anionem (4-chloro-2-metylofenoksy)octanowym lub (2,4-dichlorofenoksy)octanowym, o wzorze 2, w którym A- oznacza anion (4-chloro-2-metylofenoksy)octowy (MCPA) o wzorze ogólnym 3 lub (2,4-dichlorofenoksy)octowym (2,4-D) o wzorze ogólnym 4, a R oznacza łańcuch alkilowy o 4, 6, 8 lub 10 atomach węgla. Zgłoszenie obejmuje też sposób ich otrzymywania, który polega na tym, że do bromku n-alkilotrifenylofosfoniowego o wzorze ogólnym 1, dodaje się soli potasowej kwasów (2,4-dichlorofenoksy)octowego, albo (4-chloro-2-metylofenoksy)octowego, w stosunku molowym soli czwartorzędowej do bromku fosfoniowego 1:1, przy czym reakcje przeprowadzi się w temperaturze od 25 do 60°C, korzystnie 30°C, w metanolu, następnie odparowuje się rozpuszczalnik i dodaje się acetonu lub mieszaniny aceton-metanol(10:1), a wytrącony produkt uboczny odsącza się, z kolei z przesączu odparowuje się rozpuszczalniki, powstały produkt suszy się w temperaturze od 55 do75°C, korzystnie 70°C. Przedmiotem zgłoszenia jest też zastosowanie fosfoniowych cieczy jonowych z kationem n-alkilotrifenylofosfoniowym oraz anionem (4-chloro-2-metylofenoksy)octanowym lub (2,4-dichlorofenoksy)octanowym jako herbicydy.The subject of the application are phosphonium ionic liquids with an n-alkyltriphenylphosphonium cation and an (4-chloro-2-methylphenoxy) acetate or (2,4-dichlorophenoxy) acetate anion, of the formula 2, in which A- is an anion (4-chloro-2- methylphenoxy) acetic acid (MCPA) of general formula 3 or (2,4-dichlorophenoxy) acetic (2,4-D) of general formula 4 and R is an alkyl chain with 4, 6, 8 or 10 carbon atoms. The application also covers the method of their preparation, which consists in adding the potassium salt of (2,4-dichlorophenoxy) acetic acids or (4-chloro-2-methylphenoxy) acetic acids to the n-alkyltriphenylphosphonium bromide of general formula 1 in the molar ratio of quaternary salt to phosphonium bromide 1: 1, the reactions are carried out at a temperature of 25 to 60 ° C, preferably 30 ° C, in methanol, then the solvent is evaporated and acetone or acetone-methanol mixture (10: 1) is added ), and the precipitated by-product is filtered off, then the solvents are evaporated from the filtrate, the resulting product is dried at a temperature of 55 to 75 ° C, preferably 70 ° C. The subject of the application is also the use of phosphonium ionic liquids with an n-alkyltriphenylphosphonium cation and an (4-chloro-2-methylphenoxy) acetate or (2,4-dichlorophenoxy) acetate anion as herbicides.
PL425874A2018-06-112018-06-11Phosphonium ionic liquids with n-alkyltriphenylphosphonium cation and (4-chloro-2-methylphenoxy)acetate or (2,4-dichlorophenoxy)acetate anion, method for obtaining them and application as herbicides
PL235893B1
(en)
Phosphonium ionic liquids with n-alkyltriphenylphosphonium cation and (4-chloro-2-methylphenoxy)acetate or (2,4-dichlorophenoxy)acetate anion, method for obtaining them and application as herbicides
Phosphonium ionic liquids with n-alkyltriphenylphosphonium cation and (4-chloro-2-methylphenoxy)acetate or (2,4-dichlorophenoxy)acetate anion, method for obtaining them and application as herbicides
Phosphonium ionic liquids with n-alkyltriphenylphosphonium cation and (4-chloro-2-methylphenoxy)acetate or (2,4-dichlorophenoxy)acetate anion, method for obtaining them and application as herbicides
Phosphonium ionic liquids with n-alkyltriphenylphosphonium cation and (4-chloro-2-methylphenoxy)acetate or (2,4-dichlorophenoxy)acetate anion, method for obtaining them and application as herbicides
Bifunctional ionic liquids with cation of cyproconazole and anion of originating from phenoxy acid, method for obtaining them and application as fungicides and herbicides
Ionic liquids with butene-1,4-bis(tributylammonium) cation and herbicide anions from phenoxy acid group, method for obtaining them and application as herbicides
New ionic liquids with 1,1,4,7,7-pentamethyl-1,4,7-trialkyl-diethylene-triammonium cation and (4-chloro-2-methylphenoxy)acetate anion, method for obtaining them and applications as herbicides
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 ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 2,4-dichlorophenoxy)acetates, method for obtaining them and their application as herbicides
Herbicidal ionic liquids with alkyl[2-(2-hydroxyethoxy)ethyl]dimethylammonium cation and (R)-2-(4-chloro-2-methylphenoxy)propionate anion, method of their preparation and use as herbicides
Ionic liquids with (2-bromoethyl)trimethylammonium, (3-bromopropyl)trimethylammonium and (2-bromoethyl)diethylammonium cation and method for obtaining them
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 ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 4-chloro-2-methylphenoxy)acetates, method for producing them and their application as herbicides
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 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