PL413373A1 - New herbicidal bisammonium salts with alkyldiyl-bis(ethanoldiethylammonium) cationwith 4-chloro-2-methylphenoxyacetic or 3,6-dichloro-2-methoxybenzoic anion, method for obtaining them and applications as plant protection agents - Google Patents
New herbicidal bisammonium salts with alkyldiyl-bis(ethanoldiethylammonium) cationwith 4-chloro-2-methylphenoxyacetic or 3,6-dichloro-2-methoxybenzoic anion, method for obtaining them and applications as plant protection agentsInfo
- Publication number
- PL413373A1 PL413373A1 PL413373A PL41337315A PL413373A1 PL 413373 A1 PL413373 A1 PL 413373A1 PL 413373 A PL413373 A PL 413373A PL 41337315 A PL41337315 A PL 41337315A PL 413373 A1 PL413373 A1 PL 413373A1
- Authority
- PL
- Poland
- Prior art keywords
- anion
- dichloro
- chloro
- methylphenoxyacetic
- bis
- Prior art date
Links
- 150000001450 anions Chemical class 0.000 title abstract 8
- 230000002363 herbicidal effect Effects 0.000 title abstract 5
- 150000003839 salts Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 239000011814 protection agent Substances 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- VABUHUZDQFBOBL-UHFFFAOYSA-N ethanol;n-ethylethanamine Chemical compound CCO.CCNCC VABUHUZDQFBOBL-UHFFFAOYSA-N 0.000 abstract 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- 150000001768 cations Chemical class 0.000 abstract 2
- 239000004009 herbicide Substances 0.000 abstract 2
- 239000002244 precipitate Substances 0.000 abstract 2
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000004476 plant protection product Substances 0.000 abstract 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Ujawniono nowe herbicydowe bisamoniowe sole z kationem alkilodiylo-bis(etanolodietyloamoniowym) z anionem 4-chloro-2-metylofenoksyoctowym albo 3,6-dichloro-2-metoksybenzoesowym o wzorze ogólnym 1, gdzie A- oznacza anion herbicydowy o wzorze 2 lub o wzorze 3. Sposób ich otrzymywania polega na tym, że wodorotlenek alkilodiylo-bis(etanolodietyloamoniowy) poddaje się reakcji zobojętniania w stosunku molowym 1 : 2 roztworem o stężeniu co najmniej 1%, zawierającym kwas będący źródłem anionu 4-chloro-2-metylofenoksyoctowego oraz 3,6-dichloro-2-metoksybenzoesowego, którą prowadzi się w rozpuszczalniku z grupy: metanol, etanol, 1-propanol, 2-propanol lub butanol w temperaturze od 10°C do 80°C, korzystnie 20°C, w czasie co najmniej 1 godziny, korzystnie 12 godzin, po czym usuwa się powstały osad, a rozpuszczalnik odparowuje pod obniżonym ciśnieniem, następnie pozostałość rozpuszcza się w bezwodnym rozpuszczalniku organicznym, korzystnie w acetonie, po czym usuwa się powstały osad, odparowuje rozpuszczalnik i pozostałość suszy pod obniżonym ciśnieniem w temperaturze od 20 do 90°C, korzystnie 40°C. Przedmiotem zgłoszenia jest również zastosowanie nowych herbicydowych bisamoniowych soli z kationem alkilodiylo-bis(etanolodietyloamoniowym) z anionem 4-chloro-2-metylofenoksyoctowym albo 3,6-dichloro-2-metoksybenzoesowym o wzorze ogólnym 1, gdzie A- oznacza anion herbicydowy o wzorze 2 lub o wzorze 3, jako środków ochrony roślin.New herbicidal bisammonium salts with an alkyl diyl-bis (ethanol-diethylammonium) cation with 4-chloro-2-methylphenoxyacetic anion or 3,6-dichloro-2-methoxybenzoic anion of general formula 1 where A- is a herbicide anion of formula 2 or of formula 3 are disclosed The method of their preparation consists in the fact that alkyl diyl bis (ethanol-diethylammonium) hydroxide is subjected to a neutralization reaction in a 1: 2 molar ratio with a solution of at least 1% concentration, containing acid which is the source of anion 4-chloro-2-methylphenoxyacetic acid and 3.6 -dichloro-2-methoxybenzoic acid, which is carried out in a solvent from the group: methanol, ethanol, 1-propanol, 2-propanol or butanol at a temperature of 10 ° C to 80 ° C, preferably 20 ° C, for at least 1 hour , preferably 12 hours, then the precipitate formed is removed and the solvent is evaporated off under reduced pressure, then the residue is dissolved in anhydrous organic solvent, preferably in acetone, and then removed the precipitate formed, the solvent is evaporated and the residue is dried under reduced pressure at a temperature of 20 to 90 ° C, preferably 40 ° C. The subject of the application is also the use of new herbicidal bisammonium salts with an alkyl diyl-bis (ethanol-diethylammonium) cation with 4-chloro-2-methylphenoxyacetic anion or 3,6-dichloro-2-methoxybenzoic anion of general formula 1, where A- is a herbicide anion of formula 2 or of formula 3 as plant protection products.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL413373A PL228020B1 (en) | 2015-07-31 | 2015-07-31 | New herbicidal bisammonium salts with alkyldiyl-bis(ethanoldiethylammonium) cation�with 4-chloro-2-methylphenoxyacetic or 3,6-dichloro-2-methoxybenzoic anion, method for obtaining them and applications as plant protection agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL413373A PL228020B1 (en) | 2015-07-31 | 2015-07-31 | New herbicidal bisammonium salts with alkyldiyl-bis(ethanoldiethylammonium) cation�with 4-chloro-2-methylphenoxyacetic or 3,6-dichloro-2-methoxybenzoic anion, method for obtaining them and applications as plant protection agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL413373A1 true PL413373A1 (en) | 2017-02-13 |
| PL228020B1 PL228020B1 (en) | 2018-02-28 |
Family
ID=57965393
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL413373A PL228020B1 (en) | 2015-07-31 | 2015-07-31 | New herbicidal bisammonium salts with alkyldiyl-bis(ethanoldiethylammonium) cation�with 4-chloro-2-methylphenoxyacetic or 3,6-dichloro-2-methoxybenzoic anion, method for obtaining them and applications as plant protection agents |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL228020B1 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113277976A (en) * | 2021-06-03 | 2021-08-20 | 中国药科大学 | Binuclear pyridine acid ionic liquid, preparation method and application |
-
2015
- 2015-07-31 PL PL413373A patent/PL228020B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL228020B1 (en) | 2018-02-28 |
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