PL433625A1 - New ionic liquids with (2-hydroxyethyl) didecyldimethylammonium cation, method of preparation and use as adjuvants - Google Patents
New ionic liquids with (2-hydroxyethyl) didecyldimethylammonium cation, method of preparation and use as adjuvantsInfo
- Publication number
- PL433625A1 PL433625A1 PL433625A PL43362520A PL433625A1 PL 433625 A1 PL433625 A1 PL 433625A1 PL 433625 A PL433625 A PL 433625A PL 43362520 A PL43362520 A PL 43362520A PL 433625 A1 PL433625 A1 PL 433625A1
- Authority
- PL
- Poland
- Prior art keywords
- formula
- adjuvants
- hydroxyethyl
- ionic liquids
- cation
- Prior art date
Links
- -1 (2-hydroxyethyl) didecyldimethylammonium Chemical compound 0.000 title abstract 5
- 239000002671 adjuvant Substances 0.000 title abstract 5
- 239000002608 ionic liquid Substances 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 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
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- HNSDLXPSAYFUHK-UHFFFAOYSA-M 1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate Chemical compound CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC HNSDLXPSAYFUHK-UHFFFAOYSA-M 0.000 abstract 1
- LJKDOMVGKKPJBH-UHFFFAOYSA-N 2-ethylhexyl dihydrogen phosphate Chemical compound CCCCC(CC)COP(O)(O)=O LJKDOMVGKKPJBH-UHFFFAOYSA-N 0.000 abstract 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 abstract 1
- KPGXRSRHYNQIFN-UHFFFAOYSA-N 2-oxoglutaric acid Chemical compound OC(=O)CCC(=O)C(O)=O KPGXRSRHYNQIFN-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 abstract 1
- 239000001273 butane Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 229940099352 cholate Drugs 0.000 abstract 1
- BHQCQFFYRZLCQQ-OELDTZBJSA-N cholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-N 0.000 abstract 1
- NIFGJMWDJOVFPC-UHFFFAOYSA-L disodium;2-ethylhexyl phosphate Chemical compound [Na+].[Na+].CCCCC(CC)COP([O-])([O-])=O NIFGJMWDJOVFPC-UHFFFAOYSA-L 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 229910017053 inorganic salt Inorganic materials 0.000 abstract 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 abstract 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 1
- 239000002244 precipitate Substances 0.000 abstract 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical group 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Przedmiotem wynalazku są nowe ciecze jonowe z kationem (2-hydroksyetylo) dodecylociimetyloamoniowym, sposób otrzymywania i zastosowanie jako adiuwanty. Nowe adiuwanty w postaci cieczy jonowych z kationem (2-hydroksyetylo)dodecylodimetyloamoniowym o wzorze 1 oraz anionami D-glukonianowy o wzorze 2, albo L-piroglutaminianowym o wzorze 3, albo cholanowym o wzorze 4, albo 1,4-bis(2-etloheksoksy)-1,4-dioksobutano-2-sulfonianym o wzorze 5, albo bis(2-etyloheksylojfosforanowym o wzorze 6 albo a-ketoglutarowego o wzorze 7. Sposób ich otrzymywania polega na tym, że chlorek (2-hydroksyetylo)dodecylodimetyloamoniowy rozpuszcza się w metanolu, lub etanolu, lub butaniu, lub propanolu, lub chloroformie poddaje się reakcji wymiany z D-glukonianem, albo L-piroglutaminianem, albo 1,4-bis(2-etloheksoksy)-1,4-dioksobutano-2-sulfonianem albo bis(2-etyloheksylo)fosforanem sodu, w stosunku molowym chlorku do soli sodowej 1:1, w temperaturze od 20 do 35°C, korzystnie 25°C, następnie odsącza się nieorganiczny produkt uboczny, po czym produkt rozpuszcza się w acetonie w celu usunięcia pozostałości soli nieorganicznej, wytrącony osad odsącza się, a od produktu odparowuje się rozpuszczalnik i suszy w temperaturze 70°C. Zastosowanie nowych adiuwantów w postaci cieczy jonowych z kationem (2-hydroksyetylo)dodecylodimetyloamoniowy jako adiuwnaty.The subject of the invention is new ionic liquids with a (2-hydroxyethyl) dodecylcimethylammonium cation, a method of preparation and use as adjuvants. New adjuvants in the form of ionic liquids with the (2-hydroxyethyl) dodecyldimethylammonium cation of the formula 1 and D-gluconate anions of the formula 2, or L-pyroglutamate of the formula 3, or cholate of the formula 4, or 1,4-bis (2-ethylhexoxy) ) -1,4-dioxobutane-2-sulfonate of the formula 5, or bis (2-ethylhexylphosphate of the formula 6 or α-ketoglutarate of the formula 7). methanol or ethanol or butane or propanol or chloroform is exchanged with D-gluconate or L-pyroglutamate or 1,4-bis (2-ethylhexoxy) -1,4-dioxobutane-2-sulfonate or bis Sodium (2-ethylhexyl) phosphate, in a molar ratio of chloride to sodium salt of 1: 1, at a temperature of 20 to 35 ° C, preferably 25 ° C, then the inorganic by-product is filtered off and the product is dissolved in acetone to remove Inorganic salt residues, the resulting precipitate is filtered off and the product is removed by filtration the solvent is evaporated off and dried at 70 ° C. The use of new adjuvants in the form of ionic liquids with a (2-hydroxyethyl) dodecyldimethylammonium cation as adjuvants.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL433625A PL242158B1 (en) | 2020-04-21 | 2020-04-21 | New ionic liquids with (2-hydroxyethyl) didecyldimethylammonium cation, method of preparation and use as adjuvants |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL433625A PL242158B1 (en) | 2020-04-21 | 2020-04-21 | New ionic liquids with (2-hydroxyethyl) didecyldimethylammonium cation, method of preparation and use as adjuvants |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL433625A1 true PL433625A1 (en) | 2021-10-25 |
| PL242158B1 PL242158B1 (en) | 2023-01-23 |
Family
ID=78572529
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL433625A PL242158B1 (en) | 2020-04-21 | 2020-04-21 | New ionic liquids with (2-hydroxyethyl) didecyldimethylammonium cation, method of preparation and use as adjuvants |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL242158B1 (en) |
-
2020
- 2020-04-21 PL PL433625A patent/PL242158B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL242158B1 (en) | 2023-01-23 |
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