PL413372A1 - New herbicidal salts with alkyldiyl-bis(ethanoldiethylammonium) cationand with 4-chloro-2-methylphenoxyacetic or 3,6-dichloro-2-methoxybenzoic anion, and method for producing them and their applications as plant protection agents - Google Patents
New herbicidal salts with alkyldiyl-bis(ethanoldiethylammonium) cationand with 4-chloro-2-methylphenoxyacetic or 3,6-dichloro-2-methoxybenzoic anion, and method for producing them and their applications as plant protection agentsInfo
- Publication number
- PL413372A1 PL413372A1 PL413372A PL41337215A PL413372A1 PL 413372 A1 PL413372 A1 PL 413372A1 PL 413372 A PL413372 A PL 413372A PL 41337215 A PL41337215 A PL 41337215A PL 413372 A1 PL413372 A1 PL 413372A1
- Authority
- PL
- Poland
- Prior art keywords
- anion
- bis
- dichloro
- chloro
- dimethyl ammonium
- Prior art date
Links
- 150000001450 anions Chemical class 0.000 title abstract 7
- 230000002363 herbicidal effect Effects 0.000 title abstract 5
- 150000003839 salts Chemical class 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 239000011814 protection agent Substances 0.000 title abstract 2
- FYZZJDABXBPMOG-UHFFFAOYSA-N ethanol;n-methylmethanamine Chemical compound CCO.CNC FYZZJDABXBPMOG-UHFFFAOYSA-N 0.000 abstract 6
- 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
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical class CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 abstract 3
- 150000001768 cations Chemical class 0.000 abstract 3
- 239000004009 herbicide Substances 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
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical class COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000002244 precipitate Substances 0.000 abstract 2
- IWEDIXLBFLAXBO-UHFFFAOYSA-M 3,6-dichloro-2-methoxybenzoate Chemical compound COC1=C(Cl)C=CC(Cl)=C1C([O-])=O IWEDIXLBFLAXBO-UHFFFAOYSA-M 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 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
Przedmiotem wynalazku są nowe herbicydowe sole z kationem alkilodiylo-bis(etanolodimetyloamoniowym) i z anionem 4-chloro-2-metylofenoksyoctanów oraz 3,6-dichloro-2-metoksybenzoesanów alkilodiylo-bis(etanolodimetyloamoniowych) oraz sposób ich wytwarzania i zastosowanie jako środki ochrony roślin. Nowe herbicydowe sole z kationem alkilodiylo-bis(etanolodimetyloamoniowym) i z anionem 4-chloro-2-metylofenoksyoctowym albo 3,6-dichloro-2-metoksybenzoesowym o wzorze ogólnym 1, gdzie: A- oznacza anion herbicydowy o wzorze ogólnym 2 lub 3. Sposób ich wytwarzania polega na tym, że wodorotlenek alkilodiylo-bis(etanolodimetyloamoniowy) 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 do 90°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 wytrącony osad, odparowuje rozpuszczalnik i pozostałość suszy pod obniżonym ciśnieniem w temperaturze od 20 do 90°C, korzystnie 70°C. Zastosowanie nowych herbicydowych soli z kationem alkilodiylo-bis(etanolodimetyloamoniowym) i z anionem 4-chloro-2-metylofenoksyoctanów oraz 3,6-dichloro-2-metoksybenzoesanów alkilodiylo-bis(etanolodimetyloamoniowych), jako środki ochrony roślin.The subject of the invention are new herbicidal salts with an alkylenediyl bis (ethanol dimethyl ammonium) cation and with an anion of 4-chloro-2-methylphenoxyacetates and 3,6-dichloro-2-methoxybenzoates of alkylenediyl bis (ethanol dimethyl ammonium) and the method of their preparation and use as plant protection agents. New herbicide salts with an alkylenediyl bis (ethanol dimethyl ammonium) cation and 4-chloro-2-methylphenoxyacetic anion or 3,6-dichloro-2-methoxybenzoic anion of general formula 1, where: A- is a herbicide anion of general formula 2 or 3. Method their production consists in the fact that alkyl diyl bis (ethanol dimethyl ammonium) hydroxide is subjected to a neutralization reaction in a 1: 2 molar ratio with a solution with a concentration of at least 1%, 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 to 90 ° 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 the precipitate is removed, the the solvent is evaporated and the residue is dried under reduced pressure at a temperature of 20 to 90 ° C, preferably 70 ° C. The use of new herbicide salts with an alkylenediyl bis (ethanol dimethyl ammonium) cation and anion of 4-chloro-2-methylphenoxyacetates and 3,6-dichloro-2-methoxybenzoate alkylenediyl bis (ethanol dimethyl ammonium) as plant protection products.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL413372A PL228325B1 (en) | 2015-07-31 | 2015-07-31 | New herbicidal salts with alkyldiyl-bis(ethanoldiethylammonium) cation�and with 4-chloro-2-methylphenoxyacetic or 3,6-dichloro-2-methoxybenzoic anion, and method for producing them and their applications as plant protection agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL413372A PL228325B1 (en) | 2015-07-31 | 2015-07-31 | New herbicidal salts with alkyldiyl-bis(ethanoldiethylammonium) cation�and with 4-chloro-2-methylphenoxyacetic or 3,6-dichloro-2-methoxybenzoic anion, and method for producing them and their applications as plant protection agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL413372A1 true PL413372A1 (en) | 2017-02-13 |
| PL228325B1 PL228325B1 (en) | 2018-03-30 |
Family
ID=57965320
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL413372A PL228325B1 (en) | 2015-07-31 | 2015-07-31 | New herbicidal salts with alkyldiyl-bis(ethanoldiethylammonium) cation�and with 4-chloro-2-methylphenoxyacetic or 3,6-dichloro-2-methoxybenzoic anion, and method for producing them and their applications as plant protection agents |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL228325B1 (en) |
-
2015
- 2015-07-31 PL PL413372A patent/PL228325B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL228325B1 (en) | 2018-03-30 |
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