PL417190A1 - 1-alkylquinine bromides, method for obtaining and their application as antielectrostatics - Google Patents
1-alkylquinine bromides, method for obtaining and their application as antielectrostaticsInfo
- Publication number
- PL417190A1 PL417190A1 PL417190A PL41719016A PL417190A1 PL 417190 A1 PL417190 A1 PL 417190A1 PL 417190 A PL417190 A PL 417190A PL 41719016 A PL41719016 A PL 41719016A PL 417190 A1 PL417190 A1 PL 417190A1
- Authority
- PL
- Poland
- Prior art keywords
- application
- alkylquinine
- carbon atoms
- bromides
- cation
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 150000001649 bromium compounds Chemical class 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 2
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 abstract 2
- 150000001768 cations Chemical class 0.000 abstract 2
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- 235000001258 Cinchona calisaya Nutrition 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 229960000948 quinine Drugs 0.000 abstract 1
Landscapes
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Przedmiotem zgłoszenia są czwartorzędowe bromki amoniowe z kationem 1-alkilochininy o wzorze ogólnym 1, idzie R oznacza podstawnik alkilowy o długości od 14 do 18 atomów węgla. Przedmiotem zgłoszenia jest też sposób ich otrzymywania, który polega na tym, że chininę w postaci wolnej zasady o wzorze 2 rozpuszcza się w alkoholu alifatycznym o długości łańcucha od 1 do 3 atomów węgla, korzystnie w metanolu i poddaje reakcji chemicznej z bromoalkanem prostołańcuchowym zawierającym od 2 do 18 atomów węgla w stosunku molowym od 1:1 do 1:1,1, w temperaturze od 35 do 60°C, korzystnie w 45°C i czasie co najmniej 60 godzin, następnie odparowuje się rozpuszczalnik, przemywa pozostałość benzyną ekstrakcyjną lub rozpuszczalnikiem apolarnym z grupy: pentan, heksan lub heptan i suszy w temperaturze 30°C pod obniżonym ciśnieniem. Zgłoszenie obejmuje też zastosowanie czwartorzędowych bromków amoniowych z kationem 1-alkilochininy jako antyelektrostatyki.The subject of the application are quaternary ammonium bromides with a 1-alkylquinine cation of general formula 1, followed by R is an alkyl substituent with a length of 14 to 18 carbon atoms. The subject of the application is also a method for their preparation, which consists in the fact that quinine in the form of the free base of formula II dissolves in an aliphatic alcohol with a chain length of 1 to 3 carbon atoms, preferably in methanol and undergoes a chemical reaction with a straight chain bromoalkane containing from 2 up to 18 carbon atoms in a molar ratio of 1: 1 to 1: 1.1, at a temperature of 35 to 60 ° C, preferably at 45 ° C and a time of at least 60 hours, then the solvent is evaporated, the residue washed with extraction naphtha or solvent apolar from the group: pentane, hexane or heptane and dried at 30 ° C under reduced pressure. The application also includes the use of quaternary ammonium bromides with a 1-alkylquinine cation as anti-electrostatics.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL417190A PL231472B1 (en) | 2016-05-13 | 2016-05-13 | 1-alkylquinine bromides, method for obtaining and their application as antielectrostatics |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL417190A PL231472B1 (en) | 2016-05-13 | 2016-05-13 | 1-alkylquinine bromides, method for obtaining and their application as antielectrostatics |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL417190A1 true PL417190A1 (en) | 2017-11-20 |
| PL231472B1 PL231472B1 (en) | 2019-02-28 |
Family
ID=60324438
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL417190A PL231472B1 (en) | 2016-05-13 | 2016-05-13 | 1-alkylquinine bromides, method for obtaining and their application as antielectrostatics |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL231472B1 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL449774A1 (en) * | 2024-10-02 | 2026-04-07 | Politechnika Poznańska | Quaternary ammonium salts of natural origin with a cation derived from quinine and an anion derived from L-alanine, method of obtaining them and use as algicides |
| PL449776A1 (en) * | 2024-10-02 | 2026-04-07 | Politechnika Poznańska | Quaternary ammonium salt with 1-(2-hydroxyethyl)quinine cation, method of obtaining it and use as a plant growth stimulator |
| PL449775A1 (en) * | 2024-10-02 | 2026-04-07 | Politechnika Poznańska | Quaternary ammonium salts with a cation derived from quinine and an L-aspartate anion, method of obtaining them and use as algicides |
-
2016
- 2016-05-13 PL PL417190A patent/PL231472B1/en unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL449774A1 (en) * | 2024-10-02 | 2026-04-07 | Politechnika Poznańska | Quaternary ammonium salts of natural origin with a cation derived from quinine and an anion derived from L-alanine, method of obtaining them and use as algicides |
| PL449776A1 (en) * | 2024-10-02 | 2026-04-07 | Politechnika Poznańska | Quaternary ammonium salt with 1-(2-hydroxyethyl)quinine cation, method of obtaining it and use as a plant growth stimulator |
| PL449775A1 (en) * | 2024-10-02 | 2026-04-07 | Politechnika Poznańska | Quaternary ammonium salts with a cation derived from quinine and an L-aspartate anion, method of obtaining them and use as algicides |
Also Published As
| Publication number | Publication date |
|---|---|
| PL231472B1 (en) | 2019-02-28 |
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