PL421244A1 - New ionic liquids that contain 3-octyl-1-(N-propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)carbamoyl)imidazolium cation and organic anion, method for obtaining them and their application as a disinfectant - Google Patents
New ionic liquids that contain 3-octyl-1-(N-propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)carbamoyl)imidazolium cation and organic anion, method for obtaining them and their application as a disinfectantInfo
- Publication number
- PL421244A1 PL421244A1 PL421244A PL42124417A PL421244A1 PL 421244 A1 PL421244 A1 PL 421244A1 PL 421244 A PL421244 A PL 421244A PL 42124417 A PL42124417 A PL 42124417A PL 421244 A1 PL421244 A1 PL 421244A1
- Authority
- PL
- Poland
- Prior art keywords
- trichlorophenoxy
- carbamoyl
- octyl
- propyl
- ethyl
- Prior art date
Links
- CQZZHEGROAFRFK-UHFFFAOYSA-N 3-octyl-N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]imidazol-3-ium-1-carboxamide Chemical compound C(CCCCCCC)N1C=[N+](C=C1)C(N(CCOC1=C(C=C(C=C1Cl)Cl)Cl)CCC)=O CQZZHEGROAFRFK-UHFFFAOYSA-N 0.000 title abstract 4
- 150000002891 organic anions Chemical class 0.000 title abstract 4
- 239000000645 desinfectant Substances 0.000 title abstract 3
- 239000002608 ionic liquid Substances 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 abstract 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 2
- FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 abstract 2
- 229940089960 chloroacetate Drugs 0.000 abstract 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 abstract 2
- 229960001860 salicylate Drugs 0.000 abstract 2
- -1 3-octyl-1- (N-propyl-N- (2- (2,4,6-trichlorophenoxy) ethyl) carbamoyl) imidazolium halide Chemical class 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- 238000005349 anion exchange Methods 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Przedmiotem zgłoszenia są nowe ciecze jonowe, zawierające kation 3-oktylo-1-(N-propylo-N-(2-(2,4,6-trichlorofenoksy)etylo)karbamoilo)imidazoliowy i anion organiczny o wzorze ogólnym 1, w którym A oznacza anion organiczny z grupy: mrówczan lub octan, lub chlorooctan, lub propionian, lub benzoesan, lub salicylan. Zgłoszenie zawiera tez sposób ich otrzymywania oraz ich zastosowanie jako środek dezynfekujący. Sposób otrzymywania przedmiotowych związków polega na tym, że halogenek 3-oktylo-1-(N-propylo-N-(2-(2,4,6-trichlorofenoksy)etylo)karbamoilo)imidazoliowy o wzorze ogólnym 2 poddaje się reakcji wymiany anionu z solą litową lub sodową, lub potasową, kwasu organicznego z grupy: mrówczan lub octan, lub chlorooctan, lub propionian, lub benzoesan, lub salicylan, w stosunku molowym halogenku 3-oktylo-1-(N-propylo-N-(2-(2,4,6-trichlorofenoksy)etylo)karbamoilo)imidazoliowego do soli organicznej wynoszącym od 1 : 0,9 do 1 : 1,2, korzystnie 1 : 1, w rozpuszczalniku organicznym z grupy: acetonitryl lub metanol, lub izopropanol, lub etanol, w temperaturze do 20 do 80°C, korzystnie 40°C, przez czas korzystnie 20 - 60 minut, po czym odsącza się produkt uboczny, dalej z przesączu odparowuje się rozpuszczalnik, a następnie produkt suszy się korzystnie w temperaturze 70°C pod obniżonym ciśnieniem. Przedmiotem zgłoszenia jest również zastosowanie nowych cieczy jonowych, zawierających kation 3-oktylo-1-(N-propylo-N-(2-(2,4,6-trichlorofenoksy)etylo)karbamoilo)imidazoliowy i anion organiczny określonych jako środek dezynfekujący.The subject of the application are new ionic liquids containing a 3-octyl-1- (N-propyl-N- (2- (2,4,6-trichlorophenoxy) ethyl) carbamoyl) imidazolium cation and an organic anion of general formula 1 in which A is an organic anion from the group: formate or acetate or chloroacetate or propionate or benzoate or salicylate. The application also contains a method of obtaining them and their use as a disinfectant. The method of preparation of the subject compounds is that the 3-octyl-1- (N-propyl-N- (2- (2,4,6-trichlorophenoxy) ethyl) carbamoyl) imidazolium halide of general formula 2 is subjected to an anion exchange reaction with lithium or sodium or potassium salt of an organic acid from the group: formate or acetate or chloroacetate or propionate or benzoate or salicylate in a molar ratio of 3-octyl-1- (N-propyl-N- (2- ( 2,4,6-trichlorophenoxy) ethyl) carbamoyl) imidazolium to an organic salt from 1: 0.9 to 1: 1.2, preferably 1: 1, in an organic solvent from the group: acetonitrile or methanol, or isopropanol or ethanol , at a temperature of up to 20 to 80 ° C, preferably 40 ° C, for a period of preferably 20 - 60 minutes, after which the by-product is filtered off, the solvent is further evaporated from the filtrate, and then the product is preferably dried at 70 ° C under reduced pressure pressure. The subject of the application is also the use of new ionic liquids containing a 3-octyl-1- (N-propyl-N- (2- (2,4,6-trichlorophenoxy) ethyl) carbamoyl) imidazolium cation and an organic anion defined as a disinfectant.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL421244A PL231617B1 (en) | 2017-04-07 | 2017-04-07 | New ionic liquids that contain 3-octyl-1-(N-propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)carbamoyl)imidazolium cation and organic anion, method for obtaining them and their application as a disinfectant |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL421244A PL231617B1 (en) | 2017-04-07 | 2017-04-07 | New ionic liquids that contain 3-octyl-1-(N-propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)carbamoyl)imidazolium cation and organic anion, method for obtaining them and their application as a disinfectant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL421244A1 true PL421244A1 (en) | 2018-10-08 |
| PL231617B1 PL231617B1 (en) | 2019-03-29 |
Family
ID=63688096
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL421244A PL231617B1 (en) | 2017-04-07 | 2017-04-07 | New ionic liquids that contain 3-octyl-1-(N-propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)carbamoyl)imidazolium cation and organic anion, method for obtaining them and their application as a disinfectant |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL231617B1 (en) |
-
2017
- 2017-04-07 PL PL421244A patent/PL231617B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL231617B1 (en) | 2019-03-29 |
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