MX2008006043A - Herbicidal composition comprising aminophosphate or aminophosphonate potassium salt - Google Patents
Herbicidal composition comprising aminophosphate or aminophosphonate potassium saltInfo
- Publication number
- MX2008006043A MX2008006043A MXMX/A/2008/006043A MX2008006043A MX2008006043A MX 2008006043 A MX2008006043 A MX 2008006043A MX 2008006043 A MX2008006043 A MX 2008006043A MX 2008006043 A MX2008006043 A MX 2008006043A
- Authority
- MX
- Mexico
- Prior art keywords
- solvent
- potassium salt
- composition according
- glyphosate
- composition
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 134
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 18
- NTQHQEVZRAJDCK-UHFFFAOYSA-L [K+].[K+].NP([O-])([O-])=O Chemical compound [K+].[K+].NP([O-])([O-])=O NTQHQEVZRAJDCK-UHFFFAOYSA-L 0.000 title abstract description 3
- 239000002904 solvent Substances 0.000 claims description 42
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 34
- 239000004094 surface-active agent Substances 0.000 claims description 32
- 239000005562 Glyphosate Substances 0.000 claims description 31
- 229940097068 glyphosate Drugs 0.000 claims description 31
- -1 alkyl dimethyl amine oxide Chemical compound 0.000 claims description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 150000005690 diesters Chemical class 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 11
- ZMXDDKWLCZADIW-UHFFFAOYSA-N Vilsmeier-Haack reagent Natural products CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 10
- LIOPHZNMBKHGAV-UHFFFAOYSA-M potassium;2-(phosphonomethylamino)acetate Chemical class [K+].OC(=O)CNCP(O)([O-])=O LIOPHZNMBKHGAV-UHFFFAOYSA-M 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 7
- 239000002798 polar solvent Substances 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- BVMWIXWOIGJRGE-UHFFFAOYSA-N NP(O)=O Chemical compound NP(O)=O BVMWIXWOIGJRGE-UHFFFAOYSA-N 0.000 claims description 5
- 239000002518 antifoaming agent Substances 0.000 claims description 4
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Natural products OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 claims description 4
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 claims description 3
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Natural products CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims description 2
- 230000008021 deposition Effects 0.000 claims description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N gamma-butyrolactone Natural products O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 2
- 229940051250 hexylene glycol Drugs 0.000 claims description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 3
- HXDLWJWIAHWIKI-UHFFFAOYSA-N 2-hydroxyethyl acetate Chemical compound CC(=O)OCCO HXDLWJWIAHWIKI-UHFFFAOYSA-N 0.000 claims 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims 1
- 239000004615 ingredient Substances 0.000 abstract description 9
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical class NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 abstract description 9
- 238000009472 formulation Methods 0.000 description 19
- 150000001412 amines Chemical class 0.000 description 18
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 12
- 239000002253 acid Substances 0.000 description 10
- 230000002378 acidificating effect Effects 0.000 description 10
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 description 7
- 235000006008 Brassica napus var napus Nutrition 0.000 description 7
- 240000000385 Brassica napus var. napus Species 0.000 description 7
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 description 7
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 7
- 238000002425 crystallisation Methods 0.000 description 7
- 230000008025 crystallization Effects 0.000 description 7
- 125000006353 oxyethylene group Chemical group 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- PTMHPRAIXMAOOB-UHFFFAOYSA-L phosphoramidate Chemical compound NP([O-])([O-])=O PTMHPRAIXMAOOB-UHFFFAOYSA-L 0.000 description 6
- 229910019142 PO4 Inorganic materials 0.000 description 5
- 238000010790 dilution Methods 0.000 description 5
- 239000012895 dilution Substances 0.000 description 5
- 239000004009 herbicide Substances 0.000 description 5
- 239000010452 phosphate Substances 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical class CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- RDOFJDLLWVCMRU-UHFFFAOYSA-N Diisobutyl adipate Chemical compound CC(C)COC(=O)CCCCC(=O)OCC(C)C RDOFJDLLWVCMRU-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- 241000209082 Lolium Species 0.000 description 3
- 238000000889 atomisation Methods 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 238000005520 cutting process Methods 0.000 description 3
- 229940031769 diisobutyl adipate Drugs 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 2
- UDSFAEKRVUSQDD-UHFFFAOYSA-N Dimethyl adipate Chemical compound COC(=O)CCCCC(=O)OC UDSFAEKRVUSQDD-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 244000100545 Lolium multiflorum Species 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- QCOAPBRVQHMEPF-UHFFFAOYSA-N bis(2-methylpropyl) butanedioate Chemical compound CC(C)COC(=O)CCC(=O)OCC(C)C QCOAPBRVQHMEPF-UHFFFAOYSA-N 0.000 description 2
- UFWRCRCDRAUAAO-UHFFFAOYSA-N bis(2-methylpropyl) pentanedioate Chemical compound CC(C)COC(=O)CCCC(=O)OCC(C)C UFWRCRCDRAUAAO-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- ZEKANFGSDXODPD-UHFFFAOYSA-N glyphosate-isopropylammonium Chemical class CC(C)N.OC(=O)CNCP(O)(O)=O ZEKANFGSDXODPD-UHFFFAOYSA-N 0.000 description 2
- 239000002920 hazardous waste Substances 0.000 description 2
- 239000003906 humectant Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 2
- 239000005022 packaging material Substances 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 244000017106 Bixa orellana Species 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000011293 Brassica napus Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
- 241000549194 Euonymus europaeus Species 0.000 description 1
- ZAOHKACVOFGZOI-UHFFFAOYSA-N Fominoben hydrochloride Chemical compound [Cl-].ClC=1C=CC=C(NC(=O)C=2C=CC=CC=2)C=1CN(C)CC(=O)[NH+]1CCOCC1 ZAOHKACVOFGZOI-UHFFFAOYSA-N 0.000 description 1
- 239000005561 Glufosinate Substances 0.000 description 1
- PDYXIVPKOMYDOK-UHFFFAOYSA-N Glyphosate-monoammonium Chemical compound [NH4+].OC(=O)CNCP(O)([O-])=O PDYXIVPKOMYDOK-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 235000012665 annatto Nutrition 0.000 description 1
- 239000010362 annatto Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 150000007514 bases Chemical class 0.000 description 1
- 235000012216 bentonite Nutrition 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- XTDYIOOONNVFMA-UHFFFAOYSA-N dimethyl pentanedioate Chemical compound COC(=O)CCCC(=O)OC XTDYIOOONNVFMA-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229960004594 fominoben Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 235000021073 macronutrients Nutrition 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000011785 micronutrient Substances 0.000 description 1
- 235000013369 micronutrients Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
Abstract
The present invention relates to herbicidal compositions comprising aminophosphate or aminophosphonate salts, particularly to herbicidal compositions comprising an aminophosphate or aminophosphonate potassium salt. Preffered compositions of the invention have a high amount and the aminophosphate or aminophosphonate salt. The invention also relates to compositions of matter (or blend) that are especially useful ingredients for preparing the compositions comprising the aminophosphate or aminophosphonate salts.
Description
HERBICIDE COMPOSITION COMPRISING AMINOPHOSPHATE OR POTASSIUM SALT OF AMINOPHOSPHATE BACKGROUND OF THE INVENTION The present invention is concerned with herbicidal compositions comprising aminophosphate or aminophosphonate salts, in particular with herbicidal compositions comprising a potassium salt of aminophosphate or aminophosphonate. Preferred compositions of the invention have a high amount of the aminophosphate or aminophosphonate salt. The invention is also concerned with a composition of matter (or mixture) which are especially useful ingredients for preparing the compositions comprising the aminophosphate or aminophosphonate salts. Among various presentations of compositions comprising glyphosate, concentrated liquid compositions that can be diluted by the end user (farmer) are of interest. Usually, the higher the glyphosate concentration, the better, because the end user can adjust the concentration of use (amount of active applied to the field) by adjusting the dilution ratio and can avoid handling a lot of product (the higher the the concentration, the weight is lower, for example). The concentrated compositions may comprise a high amount of glyphosate, water and at least one surfactant compound which may be useful as a formulation aid (dispersion, dissolution and / or stability of glyphosate in water) and / or as a biological activator (for example). example increase the effectiveness of glyphosate, for example, by encouraging the wetting of a weed). The amount of glyphosate, the surfactant (s), the amount of the same (s) and possible additional ingredients could also have an effect on the rheological properties of the formulation (eg viscosity or ability to be spread) , as such or in the dilution. The rheological properties of the formulation as such or in the dilution are important for the purpose of handling and dispersion. Where the glyphosate concentration is high, crystallization will be avoided. Crystallization can occur at different temperatures, at different concentrations of glyphosate or when diluted with water. Crystallization is characterized by the formation of small solid particles comprising glyphosate. These small particles can have the bad impact of filter clogging, nozzle clogging, create unnecessary hazardous waste problems to discard the crystals, loss of activity (bioefficacy) and / or poor distribution of the asset in the field. The compositions comprising glyphosate and surfactants of ethoxylated fatty amines are known. However, it is believed that these compounds are rather ecotoxic, irritating or slightly biodegradable. There is a need to replace these compounds or reduce the amount thereof in the compositions. Compositions comprising isopropylamine aminophosphate or aminophosphonate, such as isopropylamine glyphosate salt (glyphosate IPA) are widely used. Examples of compositions on the market include compositions having 360 g / l or 450 g / l of glyphosate IPA, as the acid equivalent. There is a need for new compositions that address at least one of the following: - lower cost by using lower cost ingredients (aminophosphate or aminophosphonate salts and / or surfactants), - better ecotoxic profile (especially decreasing the amounts of fatty ethoxyls such as fatty amine ethoxyls) and / or better perception of the ecotoxic profile, easier use and / or lower use cost, for example by allowing packaging means and / or less means of transportation, for example by concentration, - easier to handle, for example having a favorable viscosity and / or avoiding crystallization. (Crystallization can occur at different temperatures, at different concentrations of glyphosate, or when diluted with water.Crystallization is characterized by the formation of small solid particles that comprise glyphosate.These small particles can have the bad clogging impact of the filters, nozzle clogging, create unnecessary hazardous waste problems to discard the crystals, loss of activity (bioefficacy) and / or poor distribution of the asset in the field), while maintaining an acceptable efficiency or equivalent efficacy or even improved efficiency.
BRIEF DESCRIPTION OF THE INVENTION The invention addresses at least one of the above concerns or a combination thereof. Thus, the invention is concerned with an aqueous herbicidal composition comprising: at least 360 g / l of potassium salt of aminophosphate or aminophosinate, preferably glyphosate potassium salt or glyphosinate potassium salt, - at least 80 g / l, preferably at least 100 g / l of an alkyl dimethyl amine oxide surfactant of formula (I) below: R-N + (CH3) 2-0"wherein R is a linear or branched alkyl group having a average number of carbon atoms of 8 to 30 and optionally a solvent, preferably a polar solvent This invention is also concerned with a composition of matter (or "mixture") comprising: - optionally water and - at least 50% in weight, preferably at least 75% by weight, preferably at least 90% by weight, of a mixture of the following compounds: alkyl dimethyl amine oxide surfactant of formula (I) below: R-N + (CH 3) 2 -0"wherein R is a linear alkyl group or branched having an average number of carbon atoms of 8 to 30 and a solvent, preferably a polar solvent, as described above. The composition of matter (mixture) is especially suitable for the above herbicidal compositions, especially for those having a high concentration of the potassium salt of aminophosphate or aminophosphinate. However, it can be used in other compositions, in which herbicidal compositions are included, for example in compositions having different salts of aminophosphate or aminophosphinate, such as glyphosate IPA, glyphosate ammonium or sodium salts of glyphosate.
DETAILED DESCRIPTION OF THE INVENTION Definitions In the present specification, unless otherwise stipulated, the amounts of aminophosphate or aminophosphonate salt, preferably a glyphosate or glufosinate salt are expressed as acid equivalents. In the present specification, unless otherwise stipulated, the amounts of surfactants or compositions of matter are "as such" quantities, as opposed to amounts such as active material, dry amounts or the like. The ingredients of the composition are described below.
Aminophosphate or aminophosphonate potassium salt Aminophosphate or aminophosphonate salts are known to those skilled in the art, preferably a glyphosate or glufosinate salt. Glyphosate refers to N- (phosphonomethyl) glycine. Glufosinate refers to 4- [hydroxy (methyl) phosphinoyl] -DL-homoalanine. Salt is a potassium salt. Such salts are known to those skilled in the art. They can be prepared by adding potassium hydroxide to an acid form of the aminophosphate or aminophosphonate, for example to glyphosate acid. This operation is frequently referred to as "neutralization". In a particular embodiment, the surfactant or part thereof is also added during the neutralization.
It is believed that this provides higher stability of the compositions and / or allows higher concentrations of the potassium salt of aminophosphate or aminophosphonate. In a preferred embodiment, the ratio between potassium and glyphosate is about 1/1. However, the proportion could be higher than 1/1. Such a ratio provides compositions that have a higher pH. The higher the pH, the lower the crystallization. The pH can also be managed by using other basic compounds, for example buffer solutions.
Alkyl Dimethyl Amine Oxide Surfactant This surfactant has the following formula (I): R-N + (CH3) 2-0"wherein R is a linear or branched alkyl group having an average number of carbon atoms of from 8 to 30 As described above, such surfactants are known and commercially available.The group R is usually a mixture of different groups having different numbers of carbon atoms., being linear or branched and optionally have some instaurations. These mixtures come from the reagents used to prepare them, which are really distillation cuts and / or have a natural origin. In the present specification, the number of carbon atoms in the R group refers to the number of carbon atoms of the two most represented species. Preferably, R has an average number of carbon atoms of 10 to 18. Advantageously R is an alkyl group comprising at least 50% by weight of a lauryl or myristyl group, preferably a lauryl group.
Solvent The solvent is preferably a polar solvent. The solvent is preferably miscible in water. Useful solvents in herbicidal formulations are known to those skilled in the art. For example, the solvent may be: a water-miscible glycol ether, a water-miscible alcohol, a ketone miscible with water, an aldehyde miscible with water, a water-miscible acetate.
Useful solvents include: - N-methyl-pyrrolidone (NMP, can be further identified for example with the CAS number 872-50-4) - diester solvents, - propylene carbonate, - acetophenone, - ethylene glycol butyl ether, - butyl ether of diethylene glycol, - methoxy methyl butanol, - methyl ether of propylene glycol, - methyl ether of dipropylene glycol, - gamma-butyrolactone, - dimethylformamide (DMF), - furfuryl alcohol, - tetrahydrofurfuryl alcohol, - neopentyl glycol, - hexadiols, - hexylene glycol, - glycol ether amines, - ethylene glycol monoacetate or - a mixture or association thereof.
Examples of diester solvents have the following formula: I ^ OCC- (CH2) n-C002, wherein: - R1 and R2, identical or different, are Ci-Cio groups, preferably -Cs alkyl, aryl, alkaryl or arylalkyl groups linear or branched and - n is an average number of 2 to 4. The diester solvent can be a dialkyl, diaryl, dialkaryl or dialkylaryl adipate, such as for example diisobutyl adipate. Since n is an average number, the diester co-solvent can be a mixture of several compounds having different numbers of -CH2- groups. The diester solvent may be a mixture of adipate diesters (n = 4), glutarate diesters (n = 3) and succinate diesters (n = 2). The diester solvent is preferably a mixture of diisobutyl adipate, diisobutyl glutarate and diisobutyl succinate, for example a mixture comprising: - from 59 to 67 parts by weight of diisobutyl glutarate, - from 20 to 28 parts by weight of diisobutyl succinate and - from 9 to 7 parts by weight of diisobutyl adipate. Examples of useful diester solvents include
Rhodiasolv DIB®, marketed by Rhodia. The diester solvents described above are considered as having green solvents and low volatile organic compound performance and / or low toxicity. Other interesting diester solvents include dimethyl adipate and mixtures of dimethyl adipate, dimethyl glutarate and dimethyl succinate, for example Rhodiasolve RPDE®, marketed by Roída.
Additional ingredients The herbicidal composition may comprise additional ingredients, such as: surfactants other than alkyldimethylamine oxide, anti-foaming agents, solvents, preferably water miscible solvent, preferably polar solvents or deposition control agents such as anti-bounce agents or anti-entrainment agents, optionally added after this. In a particular embodiment, the composition is substantially free (less than 10% by weight of the total composition, preferably less than 1%, preferably none) of a humectant selected from polyhydric alcohols, polysaccharide humectants and mixtures thereof. The skilled art knows additional ingredients that can be used to manage some properties or aspects of the composition and / or to add benefits. The formulations can, for example, comprise: antifoaming agent of organopolysiloxanes; - thickening agents such as xanthan gum polysaccharides, alginates, carboxylated or hydroxylated methylcelluloses, synthetic macromolecules of the polyacrylate type, polymaleate, polyvinylpyrrolidone, polyethylene glycol or polyvinyl alcohol or of the inorganic type such as bentonites, auxiliary additives such as antioxidants, anti-UV agents , colorants, etc., solvents such as an alcohol, for example isopropanol, commonly up to 15% by weight. The amount of these additives listed above is usually less than 10% by weight, preferably 1% by weight or less, advantageously 0.1% by weight or less, compared to the weight of the composition.
Other surfactants The herbicidal composition may comprise an additional surfactant, different from the betaine of the surfactant material composition. This additional surfactant may provide additional advantages or synergies in terms of cost management and / or bioefficacy and / or rheology and / or environmental concerns. Examples of surfactants include: an ethoxylated fatty amine, a fatty amine, a carboxylate ether, an acidic or non-acidic, optionally polyalkoxylated mono- and di-ester phosphate, an alkylmonoglycoside or alkylpolyglycoside, advantageously octylglycoside, an octyl polyglycoside, decylglycoside, a decyl polyglycoside or a mixture thereof, betaines (alkyldimethylbetaines or alkylamido-alkyldimethylbetaines, such as alkylamidopropyldimethylbetaines, wherein the alkyl is the group R as described above) or - mixtures thereof. In a particular embodiment, the composition is substantially free (less than 10% by weight of the amount of total surfactant, preferably less than 1%, preferably none) of betaines. The fatty amines or ethoxylated fatty amines may comprise at least one hydrocarbon group containing 2 to 24 carbon atoms, optionally polyalkoxylated. The fatty amines or ethoxylated fatty amines can more particularly be selected from amines comprising at least one linear or branched, saturated or unsaturated group containing 2 to 24 carbon atoms, preferably 8 to 18 carbon atoms, optionally comprising 2 to 30 oxyethylene groups or a mixture of a plurality thereof. Examples include ethoxylated taloamines. The fatty amines or ethoxylated fatty amines may be selected from ethoxylated fatty amines comprising at least one linear or branched, saturated or unsaturated group containing 6 to 24 carbon atoms, preferably 8 to 20 carbon atoms, comprising 2 to 30 oxyethylene groups or a mixture of a plurality thereof. Examples include compounds having the formula:
R-O-iCH / -N
iOAj ,,
wherein R represents a linear or branched, saturated or unsaturated hydrocarbon group containing 6 to 24 carbon atoms, preferably 8 to 20 carbon atoms; OA represents an oxypropylene group and n, n ', which may or may not be identical, represent an average number in the range of 1 to 30. Examples of such amines that may be mentioned are amines derived from copra and containing 5 portions of oxyethylene (OE), oleic amines containing 5 OE, amines derived from bait containing 5-20 OE, for example 10, compounds corresponding to the above formula, in which R is an alkyl group containing 12 to 15 carbon atoms, the number of OE portions is in the range of 20 to 30. The amount of fatty amines or ethoxylated fatty amines can be from 0 (none) to 120 g / l of the composition, preferably from 0 (none) to 60 g / l. . The carboxylate ether preferably has the formula R (OCH2CH2) nOCH2C02 ~, wherein R is an alkyl, alkenyl, alkylphenol or linear or branched polypropyleneoxy group having from 6 to 20, for example 8 to 14 aliphatic carbon atoms and n is 1 at 30, preferably from 2 to 20. The carboxylate ether preferably has a ter ion which is ammonium or potassium or obtained from an amine or alkanolamine having up to 6 carbon atoms. The acidic or non-acidic mono- and di-ester phosphate, optionally polyalkoxylated, is selected from acidic or non-acidic, optionally polyalkoxylated, phosphate mono- or diesters with the following formula: (AO) 3-mP (= 0) (0M ) m where: A, identical or different, represents a group R'1-0 (CH2-CHR'2-0) n, where: R'1, identical or different, represents a linear Cd-C2o hydrocarbon group or non-linear, saturated or unsaturated, preferably C8-Ci8; - R'2, identical or different, represents a hydrogen atom or a methyl or ethyl group, preferably a hydrogen atom; - n is an average number of portions in the range of 0 to 10, preferably in the range of 2 to 10;
- M, identical or different, represents a hydrogen atom, an alkali metal or alkaline earth metal, a radical type N (R3), wherein R3, identical or different, represents a hydrogen atom or a hydrocarbon group of C? -C6, linear or non-linear, saturated or unsaturated, optionally substituted with a hydroxyl group; - m is an integer or an average number in the range of 1 to 2. The acidic or non-acidic, optionally polyalkoxylated phosphate mono- and di-ester may be in the form of a monoester, a diester or a mixture of these two esters . The amount of acidic or non-acidic, optionally polyalkoxylated phosphate mono- and di-ester can be from 0 (none) to 120 g / l of the composition.
Composition of matter (mixture) The composition of matter (or "mixture") comprises: - optionally water and - at least 50% by weight, preferably at least 75% by weight, preferably at least 90% by weight, of a mixture of the following compounds: an alkyl dimethyl amine oxide surfactant of formula (I) below: R-N + (CH3) 2-0", wherein R is a linear or branched alkyl group having an average number of carbon atoms from 8 to 30, as described above and a solvent, preferably a polar solvent, as described above, Preferably, the weight ratio between the solvent and the alkyl dimethyl amine oxide surfactant is from 0.025 to 0.20 , preferably from 0.05 to 0.15, preferably from 0.08 to 0.1 The composition of matter may also comprise one or more of the above additional ingredients, especially an anti-foaming agent.
Process for the preparation of the herbicidal composition The compositions of the invention can be prepared by mixing their different constituents with moderate agitation. This operation preferably takes place at a temperature in the range of 15 ° C to 60 ° C, preferably at a temperature close to room temperature (15-30 ° C). The surfactant is only added preferably once the other constituents have been mixed. Alternatively, the surfactant or part thereof is added during the neutralization of the aminophosphate or aminophosphonate. The remaining part can be added after this.
Composition: concentrations and other parameters In one embodiment, the composition comprises the solvent. In this embodiment, the composition advantageously comprises from 1 g / l to 50 g / l of the solvent, preferably from 5 g / l to 25 g / l of the solvent, preferably from 10 g / l to
g / l of the solvent. In a preferred embodiment, the composition has: - the potassium salt of aminophosphate or aminophosphinate which is the potassium salt of glyphosate and - solvent of N-methyl-pyrrolidone. Advantageously, the composition comprises: - from 400 to 500 g / l of potassium glyphosate salt and - from 100 to 140 g / l, preferably from 100 to 120 g / l of the alkyl dimethyl amine oxide surfactant. More advantageously, the composition comprises: at least 500 g / l of glyphosate potassium salt, - from 100 to 160 g / l, preferably from 120 to 150 g / l of the alkyl dimethyl amine oxide surfactant and - from 1 to 50 g / l of the solvent, preferably 5 to
, preferably from 10 to 20 g / l. Preferably, especially at high loads of potassium glyphosate, the composition comprises the solvent and the weight ratio between the solvent and the alkyl dimethyl amine oxide surfactant is from 0.025 to 0.20, preferably from 0.05 to 0.15, preferably from 0.08 to 0.1. In a preferred embodiment, the composition does not form anisotropic aggregates and / or liquid crystals after application on foliage. In a preferred embodiment, the composition does not form transcuticular channels in the leaves and / or epicuticular channels in the leaves. In those modalities the effectiveness is still surprisingly high. In one embodiment, the composition has a viscosity of or lower than 250 cP at 0 ° C at a cutting speed of 45 s_1. In one embodiment, the composition has a lower viscosity of 250 cP at 0 ° C with a Brookfield viscometer RTV, spindle 4 and / or 2 to 50 r.p.m. and / or 20 r.p.m. In one embodiment, the composition has a lower viscosity of 250 cP at 25 ° C and / or 26 ° C with a Brookfield viscometer RTV, spindle 4 and / or 2, at 50 r.p.m. and / or 20 r.p.m. This can be done for compositions comprising at least 530 g / l of glyphosate potassium salt. In one embodiment, the composition has a viscosity of or higher than 250 cP at a cutting speed of 45 s "1, for example higher than 1000 cP at 0 ° C with a Brookfield viscometer RTV, spindle 4 and / or 2 , at 50 rpm and / or 20 rpm In one embodiment, the composition has a viscosity of or higher than 250 cP, for example higher than 1000 cP, at 25 ° C and / or 26 ° C with a Brookfield viscometer RTV , spindle 4 and / or 2, at 50 rpm and / or 20 rpm. This can be done for compositions comprising at least 530 g / l of glyphosate potassium salt.
Downstream use The herbicidal composition of the composition can thus be used to treat plants, usually after dilution with water. The diluted composition can be applied on a field by any appropriate means. Dilution and application to the field can be, for example, such that the amount of potassium salt of aminophosphate or aminophosphonate, preferably glyphosate potassium salt, is 500 g of acid equivalent / ha to 1500 g of acid equivalent / ha , commonly from 600 to 1200 g / ha. Some details or advantages of the invention will appear in the non-limiting examples below.
Examples Examples 1-7 The compositions of Table I below are prepared (C means comparative, ae means acid equivalent). Samples of 50 ml each are prepared in volumetric flasks, individually neutralized. Water from the tap is used.
I heard O Table Oxide of lauryl dimethyl amine 2) Brookfield RTV, 26 ° C. spindle 4, sample of 50 ml, expressed as cP, measured in 50 ml in a beaker of 60 ml internal diameter of approximately 3.5 cm
3) M-pyrol Micropure Ultra II, ISP techpologies < ) Provided as a mixture of 568.6 g / l of 95% glyphosate acid (white powder) and 50.32% KOH
Example 8 The composition is prepared below
(1) lauryl dimethyl amine oxide. (3) M-pyrol Micropure Ultra II, ISP Technologies (4) Provided with a mixture of 678 g / l of 95% glyphosate acid (white powder) and 50.2% KOH.
The viscosity at different temperatures is measured (Brookfield RVT, spindle 2, 20 r.p.m.): Temperature Viscosity (cP) 0 ° C 207.5 5 ° C 175.0 10 ° C 145.0 15 ° C 126.0 20 ° C 101.5 25 ° C 92.0
Examples 9-14 The compositions of Table II below are used or prepared (C means comparative, ae means equivalent N5 in or Cu * or H- to O Table II
GO 'Oxide of lauryl dimethyl amine 3 > M-pyrol Micropure Ultra II, ISP technologies 4) Provided as a mixture of 611 g / l of 95% glyphosate acid (white powder) and 50.32% KOH 5; Isopropylamine glyphosate, provided as a concentrate of 639.4 g / l fi; Geronol CF / AS HL, Rhodia
Tests The activities of the compositions ("formulations") are compared when they are applied (by atomization) to ryegrass and canola. Proportion of application: formulations applied to
, 70 and 140 g ai / ha. Species of test: annual Ballico (Lollium rigidum); Cañóla (Brassica napus variety rainbow) Days to atomization: Cañóla: 18; Annual Ballic: 22 Days of the atomization to the determination: 14 *
Materials and methods: Propagation of plants Annual ryegrass and canola seeds (5 / pot) are sown at a depth of 2 mm in pots of 10 cm in diameter with pot mix (AS 3743) that has been added with macronutrients and micronutrients to ensure optimal growth. One week after the sprouting of seedlings, the seedlings are thinned to a uniform size to one seedling per pot. The canola is cultivated in a controlled temperature greenhouse (14 ° C - 25 ° C) for 8 days and then outdoors for 10 days before the application of the spray. The annatto rye is cultivated in a controlled temperature greenhouse (14 ° C - 25 ° C) for 12 days and then outdoors for 10 days before the application of the spray. After the application of the herbicides the pots are returned to the greenhouse until the plants are determined in terms of fresh weight.
Application of herbicide Herbicide formulations are applied using an enclosed laboratory furnace atomizer, equipped with three 110 ° flat fan nozzles (Tee and XR11001-VS) spaced at 50 cm intervals through the barrier. The barriers are moved along a fixed furrow at 6 km / h, atomized to a volume of water of 64 1 a with a pressure of 200 KPa.
Determination Seedlings are harvested at 14 DAT by foliage cutting at the base immediately before weighing on an electronic balance AND FX 300 (range 0 - 300 g).
Statistical analysis Data are analyzed using a factorial design with two factors, formulation and proportion. Significant minimum differences of 95% (LSD) are calculated for the mean of each treatment. The lower fresh weight (ie, greater herbicidal effect) is denoted by alpha code "a" when they are significantly different from other treatments, which are coded as "b", "c", "d", etc., with weight fresh increased.
Environmental conditions The temperature in the greenhouse is recorded at 9 AM, 12 PM and 5 PM daily following the application of the herbicides.
Results in canola (formulation x proportion), for glyphosate compositions 450 g / l. All the formulations are equivalent to 140 and 70 g of ai / ha (table 3). Example 10C (Roundup® CT) and example 12 (SD41D) are more effective at 35 g ai / ha than example 9C (SD33A).
Table 1: FAOV & significant differences in fresh weight (g) formulations of 14DTA - canopy 450 g / l
Results in annual ryegrass (formulation x proportion), for glyphosate compositions of 450 g / l Example 12 (SD41D) is bioequivalent to example 10C (Roundup®CT).
Table 4 FAOV & significant differences in fresh weight (g) formulations of 14DTA - ryegrass 450 g / l
Results in canola (formulation x proportion) for glyphosate compositions 510 or 540 g / l All treatments at 70 and 140 g ai / ha are bioequivalent (table 5).
Table 5: FAOV & significant differences in fresh weight (g) formulations of 14DTA - canola 510 g / l
Results in ryegrass (formulation x proportion), for glyphosate compositions 510 or 540 g / l There is no significant difference between any formulation at 140 g ai / ha (table 9). Example 14C (Roundup PowerMAX) is bioequivalent to example 13 (SD41E) at 35 g ai / ha.
Table 6. FAOV & significant differences in fresh weight (g) formulations of 14DTA - canola 510 and 540 g / l
Claims (1)
1.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60/736,061 | 2005-11-10 |
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| Publication Number | Publication Date |
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| MX2008006043A true MX2008006043A (en) | 2008-09-02 |
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