MXPA00009718A - Combination of glyphosate and a triazolinone herbicide - Google Patents
Combination of glyphosate and a triazolinone herbicideInfo
- Publication number
- MXPA00009718A MXPA00009718A MXPA/A/2000/009718A MXPA00009718A MXPA00009718A MX PA00009718 A MXPA00009718 A MX PA00009718A MX PA00009718 A MXPA00009718 A MX PA00009718A MX PA00009718 A MXPA00009718 A MX PA00009718A
- Authority
- MX
- Mexico
- Prior art keywords
- further characterized
- surfactant
- alkyl
- phosphonomethyl
- glycine
- Prior art date
Links
- 230000002363 herbicidal Effects 0.000 title claims abstract description 131
- 239000004009 herbicide Substances 0.000 title claims abstract description 112
- IZBNNCFOBMGTQX-UHFFFAOYSA-N Etoperidone Chemical compound O=C1N(CC)C(CC)=NN1CCCN1CCN(C=2C=C(Cl)C=CC=2)CC1 IZBNNCFOBMGTQX-UHFFFAOYSA-N 0.000 title claims abstract description 107
- 229960005437 etoperidone Drugs 0.000 title claims abstract description 107
- 239000005562 Glyphosate Substances 0.000 title description 6
- 229940097068 glyphosate Drugs 0.000 title description 6
- XDDAORKBJWWYJS-UHFFFAOYSA-O Glyphosate Chemical compound OC(=O)C[NH2+]CP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-O 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 290
- 239000004094 surface-active agent Substances 0.000 claims abstract description 153
- XDDAORKBJWWYJS-UHFFFAOYSA-N Glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims abstract description 136
- 239000011780 sodium chloride Substances 0.000 claims abstract description 84
- 150000003839 salts Chemical class 0.000 claims abstract description 77
- 239000002904 solvent Substances 0.000 claims abstract description 76
- MLKCGVHIFJBRCD-UHFFFAOYSA-N Carfentrazone-ethyl Chemical group C1=C(Cl)C(CC(Cl)C(=O)OCC)=CC(N2C(N(C(F)F)C(C)=N2)=O)=C1F MLKCGVHIFJBRCD-UHFFFAOYSA-N 0.000 claims abstract description 58
- 239000005492 Carfentrazone-ethyl Substances 0.000 claims abstract description 57
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 19
- OORLZFUTLGXMEF-UHFFFAOYSA-N Sulfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(NS(C)(=O)=O)=C(Cl)C=C1Cl OORLZFUTLGXMEF-UHFFFAOYSA-N 0.000 claims abstract description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 71
- 239000010452 phosphate Substances 0.000 claims description 61
- NBIIXXVUZAFLBC-UHFFFAOYSA-K [O-]P([O-])([O-])=O Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 59
- 239000002253 acid Substances 0.000 claims description 45
- 229910052736 halogen Inorganic materials 0.000 claims description 42
- 239000000839 emulsion Substances 0.000 claims description 41
- 150000002367 halogens Chemical group 0.000 claims description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 40
- -1 alcohol carboxylate Chemical class 0.000 claims description 37
- 125000001188 haloalkyl group Chemical group 0.000 claims description 31
- 150000003973 alkyl amines Chemical class 0.000 claims description 28
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 28
- 230000002209 hydrophobic Effects 0.000 claims description 27
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 27
- 239000000243 solution Substances 0.000 claims description 27
- ZUQAPLKKNAQJAU-UHFFFAOYSA-N Acetylenediol Chemical compound OC#CO ZUQAPLKKNAQJAU-UHFFFAOYSA-N 0.000 claims description 25
- 238000002360 preparation method Methods 0.000 claims description 25
- 125000003545 alkoxy group Chemical group 0.000 claims description 24
- JJWLVOIRVHMVIS-UHFFFAOYSA-O isopropylaminium Chemical compound CC(C)[NH3+] JJWLVOIRVHMVIS-UHFFFAOYSA-O 0.000 claims description 24
- 150000005215 alkyl ethers Chemical class 0.000 claims description 22
- 239000012071 phase Substances 0.000 claims description 21
- 239000008346 aqueous phase Substances 0.000 claims description 20
- 239000003849 aromatic solvent Substances 0.000 claims description 20
- IAYPIBMASNFSPL-UHFFFAOYSA-N oxane Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 19
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 18
- BFNBIHQBYMNNAN-UHFFFAOYSA-N Ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims description 15
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims description 15
- 235000011130 ammonium sulphate Nutrition 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 15
- GEHJYWRUCIMESM-UHFFFAOYSA-L Sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 14
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 12
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical compound NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 claims description 11
- 239000002736 nonionic surfactant Substances 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 11
- 229920001296 polysiloxane Polymers 0.000 claims description 10
- 125000001931 aliphatic group Chemical group 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 9
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 9
- 239000000194 fatty acid Substances 0.000 claims description 9
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 9
- 239000000377 silicon dioxide Substances 0.000 claims description 9
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
- 239000003381 stabilizer Substances 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 8
- CGSLYBDCEGBZCG-UHFFFAOYSA-N 2-ethylhexyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCC(CC)CCCC)OC1=CC=CC=C1 CGSLYBDCEGBZCG-UHFFFAOYSA-N 0.000 claims description 7
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 7
- 239000003945 anionic surfactant Substances 0.000 claims description 7
- HCWYXKWQOMTBKY-UHFFFAOYSA-N calcium;dodecyl benzenesulfonate Chemical compound [Ca].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 HCWYXKWQOMTBKY-UHFFFAOYSA-N 0.000 claims description 7
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims description 7
- 150000002009 diols Chemical class 0.000 claims description 7
- 235000010265 sodium sulphite Nutrition 0.000 claims description 7
- YEJRWHAVMIAJKC-UHFFFAOYSA-N γ-lactone 4-hydroxy-butyric acid Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 7
- 238000007869 Guerbet synthesis reaction Methods 0.000 claims description 6
- FBUKVWPVBMHYJY-UHFFFAOYSA-N Nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims description 6
- 150000001298 alcohols Chemical class 0.000 claims description 6
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims description 6
- 125000006177 alkyl benzyl group Chemical group 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- 125000004803 chlorobenzyl group Chemical group 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- SECXISVLQFMRJM-UHFFFAOYSA-N n-methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 6
- 229920000768 polyamine Polymers 0.000 claims description 6
- 150000007942 carboxylates Chemical class 0.000 claims description 5
- GNPWYHFXSMINJQ-UHFFFAOYSA-N 1,2-dimethyl-3-(1-phenylethyl)benzene Chemical compound C=1C=CC(C)=C(C)C=1C(C)C1=CC=CC=C1 GNPWYHFXSMINJQ-UHFFFAOYSA-N 0.000 claims description 4
- IVSZLXZYQVIEFR-UHFFFAOYSA-N M-Xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-O NCC[OH2+] Chemical compound NCC[OH2+] HZAXFHJVJLSVMW-UHFFFAOYSA-O 0.000 claims description 4
- 125000005599 alkyl carboxylate group Chemical group 0.000 claims description 4
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 4
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- 229940078552 o-xylene Drugs 0.000 claims description 4
- URLKBWYHVLBVBO-UHFFFAOYSA-N p-xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 4
- 239000005643 Pelargonic acid Substances 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000005418 aryl aryl group Chemical group 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- NRZWQKGABZFFKE-UHFFFAOYSA-N trimethylsulfonium Chemical compound C[S+](C)C NRZWQKGABZFFKE-UHFFFAOYSA-N 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims 10
- 238000007493 shaping process Methods 0.000 claims 2
- 125000004181 carboxyalkyl group Chemical group 0.000 claims 1
- 239000000969 carrier Substances 0.000 abstract description 13
- 229940060367 Inert Ingredients Drugs 0.000 abstract description 3
- 241000196324 Embryophyta Species 0.000 description 55
- 238000009472 formulation Methods 0.000 description 29
- 239000008187 granular material Substances 0.000 description 23
- 230000002401 inhibitory effect Effects 0.000 description 15
- 238000001125 extrusion Methods 0.000 description 12
- 230000000694 effects Effects 0.000 description 11
- GOOHAUXETOMSMM-UHFFFAOYSA-N propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 11
- 239000007787 solid Substances 0.000 description 11
- PDYXIVPKOMYDOK-UHFFFAOYSA-N Glyphosate-monoammonium Chemical compound [NH4+].OC(=O)CNCP(O)([O-])=O PDYXIVPKOMYDOK-UHFFFAOYSA-N 0.000 description 10
- 239000006185 dispersion Substances 0.000 description 10
- 238000002156 mixing Methods 0.000 description 10
- NECRQCBKTGZNMH-UHFFFAOYSA-N 3,5-dimethylhex-1-yn-3-ol Chemical compound CC(C)CC(C)(O)C#C NECRQCBKTGZNMH-UHFFFAOYSA-N 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 230000012010 growth Effects 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 239000004563 wettable powder Substances 0.000 description 7
- 102000005135 EC 1.3.3.4 Human genes 0.000 description 6
- 108020001991 EC 1.3.3.4 Proteins 0.000 description 6
- 125000004432 carbon atoms Chemical group C* 0.000 description 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N AI2O3 Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 239000004570 mortar (masonry) Substances 0.000 description 5
- 241000894007 species Species 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- 239000004549 water soluble granule Substances 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- YHKBGVDUSSWOAB-UHFFFAOYSA-N Carfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(CC(Cl)C(O)=O)=C(Cl)C=C1F YHKBGVDUSSWOAB-UHFFFAOYSA-N 0.000 description 4
- 229920001451 Polypropylene glycol Polymers 0.000 description 4
- FDDDEECHVMSUSB-UHFFFAOYSA-N Sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 4
- 229960001663 sulfanilamide Drugs 0.000 description 4
- 230000000007 visual effect Effects 0.000 description 4
- 239000000230 xanthan gum Substances 0.000 description 4
- 229920001285 xanthan gum Polymers 0.000 description 4
- 229940082509 xanthan gum Drugs 0.000 description 4
- 235000010493 xanthan gum Nutrition 0.000 description 4
- 229910002016 Aerosil® 200 Inorganic materials 0.000 description 3
- JJWLVOIRVHMVIS-UHFFFAOYSA-N Isopropylamine Chemical group CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- 230000022534 cell killing Effects 0.000 description 3
- 230000009089 cytolysis Effects 0.000 description 3
- 229910021485 fumed silica Inorganic materials 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000006011 modification reaction Methods 0.000 description 3
- 230000017074 necrotic cell death Effects 0.000 description 3
- 239000007764 o/w emulsion Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 230000035755 proliferation Effects 0.000 description 3
- 238000003892 spreading Methods 0.000 description 3
- DMSMPAJRVJJAGA-UHFFFAOYSA-N Benzisothiazolinone Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N Chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 230000002599 biostatic Effects 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000000460 chlorine Chemical group 0.000 description 2
- 229910052801 chlorine Chemical group 0.000 description 2
- 229910052570 clay Inorganic materials 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- DTPCFIHYWYONMD-UHFFFAOYSA-N decaethylene glycol Chemical compound OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO DTPCFIHYWYONMD-UHFFFAOYSA-N 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 239000004495 emulsifiable concentrate Substances 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 238000007046 ethoxylation reaction Methods 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-M nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 230000005080 plant death Effects 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 239000002516 radical scavenger Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Chemical class 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 210000001519 tissues Anatomy 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 239000007762 w/o emulsion Substances 0.000 description 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-Dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 1
- CSNIZNHTOVFARY-UHFFFAOYSA-N 1,2-benzothiazole Chemical compound C1=CC=C2C=NSC2=C1 CSNIZNHTOVFARY-UHFFFAOYSA-N 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-L 2-sulfobutanedioate Chemical compound OS(=O)(=O)C(C([O-])=O)CC([O-])=O ULUAUXLGCMPNKK-UHFFFAOYSA-L 0.000 description 1
- 241000219144 Abutilon Species 0.000 description 1
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- 241000219318 Amaranthus Species 0.000 description 1
- 235000003826 Artemisia Nutrition 0.000 description 1
- 240000003325 Artemisia Species 0.000 description 1
- 235000003261 Artemisia vulgaris Nutrition 0.000 description 1
- 241001071161 Asclepias Species 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- 244000075850 Avena orientalis Species 0.000 description 1
- 241000047982 Axonopus Species 0.000 description 1
- 241000865538 Borreria Species 0.000 description 1
- 241000611157 Brachiaria Species 0.000 description 1
- 235000011331 Brassica Nutrition 0.000 description 1
- 241000219198 Brassica Species 0.000 description 1
- 239000004484 Briquette Substances 0.000 description 1
- 241000209200 Bromus Species 0.000 description 1
- SDYRIBONPHEWCT-UHFFFAOYSA-O C[NH+](C)C=Cc1ccccc1 Chemical compound C[NH+](C)C=Cc1ccccc1 SDYRIBONPHEWCT-UHFFFAOYSA-O 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N Cesium Chemical class [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 241000219312 Chenopodium Species 0.000 description 1
- 210000003763 Chloroplasts Anatomy 0.000 description 1
- 241000132536 Cirsium Species 0.000 description 1
- 241000207892 Convolvulus Species 0.000 description 1
- 241001535157 Cynodon <characin> Species 0.000 description 1
- 241000234653 Cyperus Species 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 235000017896 Digitaria Nutrition 0.000 description 1
- 241001303487 Digitaria <clam> Species 0.000 description 1
- 241000207783 Ipomoea Species 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241000110847 Kochia Species 0.000 description 1
- 241000209082 Lolium Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- 229910004759 OSi Inorganic materials 0.000 description 1
- 241000209094 Oryza Species 0.000 description 1
- 241000209117 Panicum Species 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 241001330453 Paspalum Species 0.000 description 1
- 241000745991 Phalaris Species 0.000 description 1
- 235000014676 Phragmites communis Nutrition 0.000 description 1
- 244000273256 Phragmites communis Species 0.000 description 1
- 241000209504 Poaceae Species 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 241000205407 Polygonum Species 0.000 description 1
- 241000219295 Portulaca Species 0.000 description 1
- 241000219780 Pueraria Species 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O Pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 241001092459 Rubus Species 0.000 description 1
- 241001632050 Salsola Species 0.000 description 1
- 235000005775 Setaria Nutrition 0.000 description 1
- 241000232088 Setaria <nematode> Species 0.000 description 1
- 241000220261 Sinapis Species 0.000 description 1
- JNYAEWCLZODPBN-CTQIIAAMSA-N Sorbitan Chemical compound OCC(O)C1OCC(O)[C@@H]1O JNYAEWCLZODPBN-CTQIIAAMSA-N 0.000 description 1
- 240000006394 Sorghum bicolor Species 0.000 description 1
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 1
- 229960000278 Theophylline Drugs 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N Theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- HWKQNAWCHQMZHK-UHFFFAOYSA-N Trolnitrate Chemical compound [O-][N+](=O)OCCN(CCO[N+]([O-])=O)CCO[N+]([O-])=O HWKQNAWCHQMZHK-UHFFFAOYSA-N 0.000 description 1
- 241000233948 Typha Species 0.000 description 1
- 241000219871 Ulex Species 0.000 description 1
- 241001506766 Xanthium Species 0.000 description 1
- 241000209149 Zea Species 0.000 description 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-O [H+].C1COCCN1 Chemical compound [H+].C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-O 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical group 0.000 description 1
- 150000004997 alkyl benzene derivatives Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000007798 antifreeze agent Substances 0.000 description 1
- 235000009052 artemisia Nutrition 0.000 description 1
- 229910052788 barium Chemical class 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium(0) Chemical class [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- 229910052790 beryllium Inorganic materials 0.000 description 1
- ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium(0) Chemical class [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-O bis(2-hydroxyethyl)azanium Chemical compound OCC[NH2+]CCO ZBCBWPMODOFKDW-UHFFFAOYSA-O 0.000 description 1
- 235000006442 blackseeded proso millet Nutrition 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 235000006443 broomcorn panic Nutrition 0.000 description 1
- HQABUPZFAYXKJW-UHFFFAOYSA-O butylazanium Chemical class CCCC[NH3+] HQABUPZFAYXKJW-UHFFFAOYSA-O 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- 235000012970 cakes Nutrition 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N calcium Chemical class [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Chemical class 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 230000000295 complement Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-O dimethylaminium Chemical compound C[NH2+]C ROSDSFDQCJNGOL-UHFFFAOYSA-O 0.000 description 1
- KARVSHNNUWMXFO-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane;hydrate Chemical compound O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Al]O[Al]=O KARVSHNNUWMXFO-UHFFFAOYSA-N 0.000 description 1
- ZZRCKSSPGJOTEE-UHFFFAOYSA-L disodium;carbamoyl phosphate Chemical compound [Na+].[Na+].NC(=O)OP([O-])([O-])=O ZZRCKSSPGJOTEE-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- LIWAQLJGPBVORC-UHFFFAOYSA-O ethyl(methyl)azanium Chemical compound CC[NH2+]C LIWAQLJGPBVORC-UHFFFAOYSA-O 0.000 description 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-O ethylaminium Chemical class CC[NH3+] QUSNBJAOOMFDIB-UHFFFAOYSA-O 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000006194 liquid suspension Substances 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N lithium Chemical class [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000011068 load Methods 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N magnesium Chemical class [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 description 1
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229940073769 methyl oleate Drugs 0.000 description 1
- BAVYZALUXZFZLV-UHFFFAOYSA-O methylammonium Chemical class [NH3+]C BAVYZALUXZFZLV-UHFFFAOYSA-O 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 description 1
- 239000004533 oil dispersion Substances 0.000 description 1
- 150000002892 organic cations Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000003359 percent control normalization Methods 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-O phenylazanium Chemical compound [NH3+]C1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-O 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000029553 photosynthesis Effects 0.000 description 1
- 238000010672 photosynthesis Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N potassium Chemical class [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Chemical class 0.000 description 1
- 150000003864 primary ammonium salts Chemical class 0.000 description 1
- 230000001902 propagating Effects 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-O propan-1-aminium Chemical class CCC[NH3+] WGYKZJWCGVVSQN-UHFFFAOYSA-O 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium Chemical class [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 229910052701 rubidium Chemical class 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000003865 secondary ammonium salts Chemical class 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical group [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- VQOIVBPFDDLTSX-UHFFFAOYSA-M sodium;3-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC(S([O-])(=O)=O)=C1 VQOIVBPFDDLTSX-UHFFFAOYSA-M 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium Chemical class [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 239000004548 suspo-emulsion Substances 0.000 description 1
- 150000003866 tertiary ammonium salts Chemical class 0.000 description 1
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- GKAVWWCJCPVMNR-UHFFFAOYSA-N tridecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCC GKAVWWCJCPVMNR-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-O trimethylammonium Chemical compound C[NH+](C)C GETQZCLCWQTVFV-UHFFFAOYSA-O 0.000 description 1
- XHGIFBQQEGRTPB-UHFFFAOYSA-N tris(prop-2-enyl) phosphate Chemical compound C=CCOP(=O)(OCC=C)OCC=C XHGIFBQQEGRTPB-UHFFFAOYSA-N 0.000 description 1
- SOBHUZYZLFQYFK-UHFFFAOYSA-K trisodium;hydroxy-[[phosphonatomethyl(phosphonomethyl)amino]methyl]phosphinate Chemical class [Na+].[Na+].[Na+].OP(O)(=O)CN(CP(O)([O-])=O)CP([O-])([O-])=O SOBHUZYZLFQYFK-UHFFFAOYSA-K 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 235000021307 wheat Nutrition 0.000 description 1
Abstract
A composition comprising N-(phosphonomethyl)glycine or a salt thereof and a triazolinone herbicide is described. The composition can optionally comprise inert ingredients such as a surfactant, an emulsifier, a solvent, or a carrier. Triazolinone herbicides of particular interest in this composition include carfentrazone-ethyl and sulfentrazone.
Description
COMBINATION OF GLYPHOSATE AND A TRIAZOLINONE HERBICIDE
FIELD OF THE INVENTION
This invention relates to combinations of herbicides used for post-emergent control of a wide range of weeds. It also relates to a method of preparation and methods of using such combinations.
DESCRIPTION OF THE RELATED TECHNIQUE
N- (phosphonomethyl) glycine, also known by its common name glyphosate, is a widely used broad spectrum post-emergent herbicide, which is used to control the growth and proliferation of unwanted plants. In its acid form and in its various forms of salt, glyphosate is highly effective and commercially important for weed control in agriculture, industry and residential markets. Typically, it is applied to the foliage of the target plant, after which the foliar tissue absorbs it, and moves throughout the plant. N- (phosphonomethyl) glycine extraordinarily blocks an important biochemical path that is common to virtually all plants, but which is absent in animals. Due to the nature of the biochemical path, there will be no visual symptoms that the plant has been treated with N- (phosphonomethyl) glycine, up to two weeks after treatment, or even after.
Various forms of N- (phosphonomethyl) glycine have been found commercially useful. It is sold and used in acid form, or in a saline form. N- (phosphonomethyl) glycine salts, which are frequently used to control weeds, include N- (phosphonomethyl) glycine of mono (isopropylammonium), N- (phosphonomethyl) glycine and monoammonium, N- (phosphonomethyl) glycine of monosodium and N- (phosphonomethyl) glycine monotrimethylsulfonium. However, the range of N- (phosphonomethyl) glycine salts useful for controlling weeds is very broad (JEFrans et al., Glvphosate: a Unique Global Herbicide, ACS Monograph 189, American Chemical Society, Washington, DC 27-64, incorporated herein by reference). Numerous studies have been conducted on the effect of surfactants on the herbicidal action of N- (phosphonomethyl) glycine. Franz et al., Pp. 155-161 (incorporated herein by reference) describes in detail the effects of many different surfactants and different classes of surfactants on the activity of N- (phosphonomethyl) glycine. N- (phosphonomethyl) glycine has been formulated in a variety of forms, including a liquid, a soluble granule with water and a wettable powder. It is known that protoporphyrinogen oxidase (PPO) inhibiting herbicides affect plants by inhibiting protoporphyrinogen oxidase in chloroplasts, thus damaging photosynthesis and other processes. This damage causes early symptoms of tissue necrosis in plants. Some PPO herbicides such as triazolinones (see for example, U.S. Patent No. 5,217,520, incorporated herein by reference) provide good control of broadleaf weeds, but are less effective in controlling grasses. Japanese Patent Application Publication Kokai Hei 10-45516 (incorporated herein by reference) discloses a composition that includes N- (phosphonomethyl) glycine and a PPO herbicide known as carfentrazone. Carfentrazone is a solid high-melting carboxylic acid useful for the post-emergent control of broad-leaved weeds (U.S. Patent No. 5,217,520, incorporated herein by reference).
BRIEF DESCRIPTION OF THE INVENTION
It would be advantageous to have a combination of N- (phosphonomethyl) glycine or a salt thereof with a triazolinone herbicide, which allows a rapid absorption by the target plant, early visual symptoms of the treatment of the plant, and control of a wide range of weed species. A combination of N- (phosphonomethyl) glycine and a PPO herbicide such as a triazolinone is useful for at least two reasons. First, because N- (phosphonomethyl) glycine is a broad spectrum herbicide, it can complement triazolinone, and the combination can control a wider range of weed species than the triazolinone herbicide can control alone. Second, the symptoms caused by triazolinone can serve as an early marker that indicates whether a given plant has been treated with the combination.
A combination of N- (phosphonomethyl) glycine or a salt thereof with a triazolinone herbicide is now described. In one of the various embodiments of the present invention, a combination is provided which includes (a) N- (phosphonomethyl) glycine or a salt thereof, and (b) a triazolinone herbicide, a herbicidal salt of triazolinone or a tautomer triazolinone herbicide, particularly with a triazolinone acid ester herbicide and with a triazolinone sulfonamide herbicide. As used herein, the term "salt" includes an internal salt, i.e., a zwitterion. A preferred embodiment of the present invention provides a combination of N- (phosphonomethyl) glycine or a salt thereof, carfentrazone-ethyl. Another embodiment of the present invention provides a combination of N- (phosphonomethyl) glycine or a salt thereof, with sulfentrazone. In a further embodiment, the present invention provides a formulation that includes N- (phosphonomethyl) glycine or a salt thereof, a triazolinone herbicide and a surfactant. A preferred embodiment of the present invention provides a herbicidal composition which includes an acid ester herbicide of triazolinone and N- (phosphonomethyl) glycine, wherein the triazolinone acid ester herbicide is dispersed in a mixture including an acetylenic diol surfactant. alkoxylated and a polyoxyalkylene alkyl ether surfactant. Another preferred embodiment of the present invention provides a herbicidal composition which includes a triazolinone sulfonamide herbicide and N- (phosphonomethyl) glycine, wherein the triazolinone acid ester herbicide is dispersed in a mixture including an alkoxylated acetylenic diol surfactant. , a polyoxyalkylene alkyl ether surfactant, an alkoxylated organosilicone surfactant, and a phosphate solvent. The present invention also provides a process for the preparation of a herbicidal composition, wherein the method includes the preparation of a dispersion, dispersing a triazolinone herbicide in a mixture which includes: (i) an alkoxylated acetylene diol surfactant, and ( ii) a polyoxyalkylene alkyl ether surfactant and combination with the N- (phosphonomethyl) glycine dispersion or a salt thereof, to form a paste. A preferred embodiment of the present invention provides a method wherein the mixture in which the triazolinone herbicide was dispersed further includes a solvent and / or an alkoxylated organosilicone surfactant. In a preferred embodiment, the present invention provides a composition that includes N- (phosphonomethyl) glycine or a salt thereof, and a triazolinone herbicide, wherein the N- (phosphonomethyl) glycine or salt thereof is substantially dissolved in a aqueous phase, and the triazolinone herbicide is substantially dissolved in a hydrophobic phase. Preferably, the hydrophobic phase is dispersed in the aqueous phase to form an emulsion. The present invention also provides a method for preparing a composition comprising N- (phosphonomethyl) glycine or a salt thereof, and a triazolinone herbicide, wherein the method includes the provision of a hydrophobic solution including the triazolinone herbicide; the provision of an aqueous solution including N- (phosphonomethyl) glycine or a salt thereof; and dispersing the hydrophobic solution in the aqueous solution to form an emulsion. The present invention is also directed towards the provision of a plant treatment method, wherein the method includes contacting the foliage of the plant with a biologically effective amount of a composition that includes N- (phosphonomethyl) glycine or a salt thereof. this, and a triazolinone acid ester herbicide. The present invention also provides a method of treating plants, wherein the method comprises contacting the foliage of the plant with a biologically effective amount of a composition that includes N- (phosphonomethyl) glycine or a salt thereof., and a triazolinone sulfonamide herbicide. Another embodiment of the present invention has a combination consisting essentially of N- (phosphonomethyl) glycine or a salt thereof and a triazolinone herbicide. The additional scope of the applicability of the present invention will become apparent from the detailed description that is provided below. However, it should be understood that the following detailed description and examples, while indicating preferred embodiments of the invention, are given only in the form of illustration, because the various changes and modifications within the spirit and scope of the invention will be apparent from of this detailed description for those skilled in the art.
DETAILED DESCRIPTION OF THE PREFERRED MODALITIES
The following detailed description is provided to assist those skilled in the art to practice the present invention. Even so, this detailed description should not be construed to unduly limit the present invention, since modifications and variations in the modalities discussed herein may be made by those skilled in the art without departing from the spirit or scope of the present inventive discovery. The content of each of the references cited herein, including the contents of the references cited within these main references, are hereby incorporated by reference in their entirety. to. Definitions The following definitions are provided to assist the reader in understanding the detailed description of the present invention: "Glyphosate" means N- (phosphonomethyl) glycine (CAS Registry Number 1071-83-6) in its acid form, or a N- (phosphonomethyl) glycine salt or a zwitterion of N- (phosphonomethyl) glycine. "Carfentrazone" means a 2-dichloro-5- (4- (difluoromethyl) -4,5-dihydro-3-methyl-5-oxo-1 H-1, 2,4-triazol-1-yl) -4 acid -fluorobenzenepropionic, CAS Registry Number 128621-72-7, or salts thereof.
"Carfentrazone-ethyl" means an ethyl 2-dichloro-5- (4- (d-fluoro-methyl) -4,5-dihydro-3-methyl-5-oxo-1 H-1, 2,4-triazole-1 - il) -4-fluorobenzene propionate, CAS Registry Number 128639-02-1. "Sulfentrazone" means N- (2,4-dichloro-5- (4- (difluoromethyl) -4,5-dihydro-3-methyl-5-oxo-1 H-1, 2,4-triazol-1-yl ) phenyl) methanesulfonamide, CAS Registry Number 122836-35-5. "Lower alkyl" means an alkyl group having 1 to about 10 carbon atoms. "Phosphate solvent" means an aromatic or aiiphatic ester of phosphate, which can be used as a solvent. Examples of phosphate solvents include trixylenyl phosphate and 2-ethylhexyl diphenyl phosphate. "Acid equivalent" or "e.a." means the molar equivalent or the amount of weight of the acid form of a compound that exists as a salt.
For example, 10% by weight of mono (isopropylammonium) N- (phosphonomethyl) glycine salt solution can be expressed as 7.4% acid equivalent by weight of N- (phosphonomethyl) glycine in its acid form. "Biologically effective amount" means an amount necessary to produce an observable herbicidal effect on the growth of the plant, including the effects of plant necrosis, plant death, growth inhibition, reproduction inhibition, inhibition of proliferation and elimination, destruction or diminution of some other form of the occurrence and activity of the plants.
"Suepoernulsion" means a liquid suspension containing both liquid particles and solid particles, dispersed in a continuous liquid phase. The term "combination" is used to encompass the application of each agent in a sequential manner, in a regimen that will provide beneficial effects of the herbicidal combination, and is also used to encompass compositions or co-administration of these agents, in which the Presence or application of these agents occurs substantially simultaneously, such as in a single spray mixture or treatment having a fixed ratio of these active agents. b. Details According to the present invention, a combination comprising (glyphosate) N- (phosphonomethyl) glycine acid or a salt thereof, and a triazolinone herbicide is now described. It is contemplated that in the present invention, N- (phosphonomethyl) glycine (formula (I)) may be present in either its acid form or in the form of a salt, including a zwitterion. If N- (phosphonomethyl) glycine is present in the form of a salt, preferably it is a water-soluble salt. Some N- (phosphonomethyl) glycine salts useful in the present invention are described in U.S. Patent No. 3,799,758, incorporated herein by reference. Additional salts of N- (phosphonomethyl) glycine useful in the present invention are described in U.S. Patent No. 4,405,531, incorporated herein by reference.
0
H02C 03H2 H (I)
For example, N- (phosphonomethyl) glycine can be employed in the present invention as an alkali metal salt. Such metal salts
Alkaline include salts of lithium, sodium, potassium, cesium and rubidium. N- (phosphonomethyl) glycine is also present in the composition of the present invention as an alkaline earth metal salt. Such alkaline earth metal salts may include salts of beryllium, magnesium, calcium, strontium and barium. The N- (phosphonomethyl) glycine can be used as a mono-, di-, or tri-salt, for example mono-, di-, or trisodium salts and salts of mono-, di-, or tripotassium. In addition, N- (phosphonomethyl) glycine can be used in the present combination as an organic ammonium salt. Such organic ammonium salts may include aliphatic or aromatic ammonium salts, and may include primary, secondary, tertiary or quaternary ammonium salts. Representative examples of such organic ammonium salts include, without limitation, salts of methylammonium, ethylammonium, n-propylammonium, isopropylammonium, n-butylammonium, butynylammonium, docecylammonium, dimethylammonium, ethylmethylammonium, didethylammonium, trimethylammonium, dimethylstyrylammonium, dibutyldimethylammonium, tetramethylammonium, tetrabutylammonium, anilinium, pyridinium, morpholinium, 2-hydroxyethylammonium, di (hydroxyethyl) ammonium, tallowammonium N-ethoxylated and allylammonium, and combinations thereof. The organic ammonium salts can be mono-, di-, or tri-salts, such as, for example, mono (isopropylammonium) salts, (di (isopropylammonium) salts, or tri (isopropylammonium) salts. - (phosphonomethyl) glycine in the combination of the present invention as a salt of an organic cation such as a mono-, di-, or triammonium salt.Alternatively, N- (phosphonomethyl) glycine may be present as a salt of sulfonium such as a mono-, di-, or tri (trimethylsulfonium) salt In the present composition, N- (phosphonomethyl) glycine can be neutralized with a base to form salts described in US Patent No. 4,405,531. The molar ratio of N- (phosphonomethyl) glycine to base can vary widely For example, N- (phosphonomethyl) glycine and the base can be in a 1: 1 molar ratio When the base is isopropylamine, a molar ratio of 1: 1 of N- (phosphonomethyl) glycine to isopropylamine, results in the formation of a mono salt (i) sopropylammonium) of N- (phosphonomethyl) glycine. When a molar ratio of 1: 1.5 is used, the result is a sesqui (isopropylammonium) salt; a molar ratio of 1: 2 results in a di (isopropylammonium) salt; a molar ratio of 1: 3 results in a tri (isopropylammonium) salt. The base may be present in an amount well above the 1: 3 molar ratio of N- (phosphonomethyl) glycine based. Some triazolinone herbicides useful in the present invention are described generally in the U.S.A. No. 5,125,958, incorporated herein by reference. Additional triazolinone herbicides, useful in the present invention, are deduced in general form in the U.S. patent. No. 5,217,520, incorporated herein by reference. Other triazolinone herbicides useful in the present invention are described generally in the U.S.A. No. 4,818,275, incorporated herein by reference. The triazolinone herbicide may have a structure as shown in formula (II):
or a tautomer of this, wherein: R1 is a haloalkyl; R2 is halogen or a lower alkyl; R3 is -CH2CHCICO2R4 or -NHSO2R5; R 4 is alkyl, alkoxycarbonylalkyl, cycloalkyl, benzyl, chlorobenzyl, alkylbenzyl or haloalkylbenzyl; R5 is alkyl, haloalkyl, dialkylamino, carboxymethyl, hydroxy, or aryl; X is hydrogen, halogen, alkyl, alkoxy, haloalkyl, or nitro; and Y is hydrogen, halogen, alkyl, alkoxy, haloalkyl, lower alkylsulfinyl halogen or lower alkoxy halogen.
R1 is preferably difluoromethyl. R 2 is preferably a lower alkyl, more preferably from Ci alkyl to approximately C 5, and even more preferable, it is methyl. Preferably R4 is alkyl or alkoxy, more preferably R4 is alkyl, even more preferably R4 is C1 alkyl at about C5, and even more preferably R4 is ethyl. R5 is preferably alkyl, more preferably C-t alkyl at about C5, and even more preferably R5 is methyl. X is preferably a halogen, and more preferably X is fluorine or chlorine. And it is preferably a halogen, and more preferably Y is chlorine. When R3 is CH2CHCICO2R4, then the triazolinone herbicide is a triazolinone acid ester herbicide. A particularly preferred herbicide of triazolinone is carfetrazon-ethyl (formula (III)).
When R3 is -NHSO2R5, then the triazolinone herbicide is a triazolinone sulfonamide herbicide. Another particularly preferred herbicide of triazolinone is sulfentrazone (formula (IV)).
The combination of the present invention may also include other ingredients. For example, the combination may also include one or more surfactants or emulsifiers. The surfactants or emulsifiers useful in the present invention include without limitation, an ethoxylated alkylamine, an ethoxylated alkyl polyamine, an alkyl polyglucoside, an alkoxylated acetylene diol, a polyoxyalkylene alkyl ether, an organosilicone, an ethoxylated alcohol, an ethoxylated Guerbet alcohol, an alkylphenol ethoxylate, a sulfated polyoxyalkylene alkylphenol, an alcohol sulfate, a polyoxyalkylene alcohol sulfate, a monoalcohol phosphate, a dialcohol phosphate, a mono (polyoxyalkylene alcohol) phosphate, a di (polyoxyalkylene alcohol) phosphate, a mono (polyoxyalkylene alkylphenol) phosphate, a di (polyoxyalkylene) alkylphenol) phosphate, a polyoxyalkylene alkylphenol carboxylate, a polyoxyalkylene alcohol carboxylate, a fluorinated surfactant, an N-alkoxylated alkylpolyalkoxyamine surfactant (ie, an etheramide surfactant), an alkyl sulfonate, an alkylphenylsulfonate, an alkyl sulfate, an alkylphenolsulfate, a surfactant agent alkylbetaine, an alkylcarboxylate (including fatty acids and fatty acid salts such as pelargonic acid), an ethoxylated alkylamide, a quaternary alkylamine, and combinations thereof. Preferred surfactants include an ethoxylated alkylamine, an ethoxylated alkyl polyamine, an alkyl polyglucoside, a polyoxyalkylene alkyl ether, an ethoxylated alcohol, an ethoxylated Guerbet alcohol, a monoalcohol phosphate, a dialcohol phosphate, a mono (polyoxyalkylene alcohol) phosphate, a di (polyoxyalkylene alcohol) phosphate, a mono (polyoxyalkylene alkylphenol) phosphate, a di (polyoxyalkylene alkylphenol) phosphate, an ethenamine surfactant, an alkylbetaine surfactant, a quaternary alkylamine, and combinations thereof. Even more preferred surfactants include an ethoxylated alkylamine surfactant, an alkyl polyglycoside surfactant, an ethenamine surfactant, a quaternary alkylamine surfactant, and combinations thereof. Ethoxylated alkylamine surfactants such as a tallowamine ethoxylate are particularly preferred. Alkoxylated acetylene diol surfactants and polyoxyalkylene alkyl ether surfactants are also preferred in the combination of the present invention. Preferred alkoxylated acetylenic diols include polyethoxylated acetylenic diols, more preferably polyethoxylated tetramethyldecyidiol, and even more preferably PEG-10 tetramethyldecyidiol. PEG-10 tetramethyldecinediol is commercially available under the tradename Surfynol 465, available from Air Products and Chemicals, Inc. (Allentown, Pennsylvania, E.U.A.). Preferred polyoxyalkylene alkyl ethers include polyethoxyethylene-polyoxypropylene alkyl ethers, more preferably a polyethoxyethylene-polyoxypropylene-2-ethylhexyl ether such as Epan U-108 available from Dai-ichi Kogyo Seiyaku Co., Ltd. (Tokyo, Japan) or Newkalgen 4016EHB available from Takemoto Oil and Fat Co., Ltd. (Aichi, Japan). Typically the polyethoxyethylenepolyoxypropylene-2-ethylhexyl ether surfactant includes from about 5 to about 30, preferably from about 10 to about 25, and more preferably from about 10 to about 20 moles of ethylene oxide per mole of surfactant. In addition, the polyethoxyethylenepolyoxypropylene-2-ethylhexyl ether surfactant includes from about 5 to about 30, preferably from about 10 to about 25, and more preferably from about 10 to about 20 moles of propylene oxide per mole of surfactant. A particularly preferred polyethoxyethylenepopropylene-2-ethylhexyl ether surfactant includes about 15 moles of ethylene oxide and about 15 moles of propylene oxide per mole of surfactant. The combination of the present invention may also include a solvent. The solvent may include an organic solvent such as an aromatic solvent. Useful aromatic solvents include benzene, toluene, o-xylene, m-xylene, p-xylene, mesitylene, naphthalene, bis (α-methylbenzyl) xylene, phenylxylylethane, and combinations thereof. Other useful solvents include substituted aromatic solvents such as chlorobenzene or ortho-dichlorobenzene. Alternatively, the solvent may include an aliphatic solvent such as a paraffin oil. As another alternative, the solvent may include a phosphate solvent, preferably a triallyl phosphate or an alkyldiaryl phosphate. Particularly useful solvents include trixylenyl phosphate and 2-ethylhexyl diphenyl phosphate. Combinations of aromatic, aliphatic and phosphate solvents can also be used successfully in the present invention. Other solvents that can be used successfully in the present invention include N-methylpyrrolidone, dimethylformamide, polyvinylpyrropidone, 4-butyrolactone, and fatty acid esters. An inorganic or organic carrier can be included in the combination of the present invention. Examples of useful inorganic carriers include clay (such as bentonite, montmorillonite or attapulguite), silica, alumina, ammonium sulfate, and diatomaceous earth. Examples of useful organic carriers include cellulose, polyethylene glycol, paraffins and fatty acid esters, such as methyl oleate or tridecyl stearate. In the present invention, the weight ratio of the acidic equivalent of N- (phosphonomethyl) glucine or a salt thereof to triazolinone herbicide may vary depending on the species of weed to be controlled, and depending on the desired result. Typically, the weight ratio of N- (phosphonomethyl) glycine to triazolinone herbicide can vary from about 1: 1 to about 100: 1, preferably from about 2: 1 to about 75: 1, more preferably about 5: 1 to about 50: 1, and even more preferably from about 10: 1 to about 40: 1.
The combination of the present invention can be formulated in a variety of ways. For example, it may be a composition that includes a wettable powder, a water-dispersible granule, a tablet, a briquette, an oil-in-water emulsion, a water-in-oil emulsion, a water dispersion, an oil dispersion, a fluid based on water, a suspoemulsion or others. For example, a wettable powder composition can include N- (phosphonomethyl) glycine or a salt thereof, the triazolinone herbicide, a surfactant as described above, and optionally a solid carrier as described above. The wettable powder may further include other inert ingredients, such as a cake antiforming agent, a defoaming agent, a disintegrating agent, a binder propagator or other materials. A method for preparing the wettable powder may include mixing from about 5 to about 85 parts by weight of a triazolinone herbicide, such as carfentrazone-ethyl or sulfentrazone, with from about 1 to about 30 parts by weight of a surfactant such as tallowamine ethoxylate. An inert carrier (from about 5 to about 85 parts by weight) such as silica or ammonium sulfate can be mixed, for example in a high shear mixer, with from about 5 to about 85 parts by weight of the acid equivalent of N- (phosphonomethyl) glycine powder, or a solid powder salt of N- (phosphonomethyl) glycine, such as N- (phosphonomethyl) glycine monoammonium salt. The triazolinone surfactant / herbicide mixture can then be added to the powder mixture under high shear, resulting in a wettable powder. Other inert ingredients can be added optionally. The combination of the present invention may also take the form of a composition, which includes a water-dispersible granular formulation or a water-soluble granular formulation. For example, a triazolinone herbicidal dispersion can be prepared by mixing from about 1 to about 85 parts by weight (preferably from about 1 to about 70 parts by weight, more preferably from about 2 to about 50 parts by weight, and even more preferably from about 2 to about 30 parts by weight) of the triazolinone herbicide, such as carfentrazone-ethyl or sulfentrazone with from about 1 to about 30 parts by weight (preferably from about 1 to about 20 parts by weight, and more preferably from about 1 to about about 10 parts by weight) of a surfactant such as an alkoxylated acetylene diol surfactant or a polyoxyalkylene alkyl ether surfactant. Optionally, the triazolinone herbicide dispersion may contain a solvent such as a phosphate solvent or an aromatic solvent. The dispersion of triazolinone herbicide can be mixed, for example by kneading, with from about 5 to about 85 parts by weight), preferably from about 10 to about 70 parts by weight, more preferably from about 10 to about 60 parts by weight, and further preferably from about 20 to about 45 parts by weight) of the acid equivalent of N- (phosphonomethyl) glycine powder or with a powdery solid salt of N- (phosphonomethyl) glycine, such as N- (phosphonomethyl) glycine salt of ammonium, so that the resulting mixture is a paste. Other ingredients, inert ta! as ammonium sulfate, a dispersing agent such as an alkoxylated organosilicone surfactant, a defoaming agent, an extrusion aid, a mixer, or an inorganic carrier such as silica, can optionally be added. The paste can be optionally shaped, for example by extrusion or molding, and can be dried to form the granular water-dispersible formulation. In a preferred embodiment of the present invention, a solid herbicidal composition includes N- (phosphonomethyl) glycine or a salt thereof, a triazolinone herbicide, an alkoxylated acetylene diol surfactant, and a polyoxyalkylene alkyl ether surfactant. For example, the triazolinone herbicide can be dispersed in a mixture including the alkoxylated acetylene diol surfactant, the polyoxyalkylene alkyl ether surfactant, an alkoxylated organosilicone surfactant, and a solvent such as a phosphate solvent. These ingredients can be further mixed with N- (phosphonomethyl) glycine or a salt thereof, to form a paste. The weight ratio of N- (phosphonomethyl) glycine or a salt thereof to triazolinone herbicide can vary over a wide range. Typically, the weight ratio of N- (phosphonomethyl) g'icine or a salt thereof, expressed as an acid equivalent to triazolinone herbicide, may vary from about 1: 1 to about 100: 1, preferably about 2: 1. to about 75: 1, more preferably from about 5: 1 to about 50: 1, and even more preferably from about 10: 1 to about 40: 1. Preferably, the triazolinone herbicide is carfentrazone-ethyl or sulfentrazone. Optionally, the mixture in which the triazolinone herbicide is dispersed, may further include a second solvent such as an aromatic solvent or an aliphatic solvent. The solid herbicidal composition may also optionally include a carrier such as silica, alumina, clay, ammonium sulfate or cellulose. A preferred carrier is ammonium sulfate. The composition may also include a nitrite scavenger such as sodium sulfite. The solid herbicidal composition can be prepared, for example, as a wettable powder or as a granule dispersible in water. The solid herbicidal composition can be prepared by the steps of, first, providing a mixture that includes: (i) a triazolinone herbicide; (ii) an alkoxylated acetylene diol surfactant; and (iii) a polyoxyalkylene alkyl ether surfactant; and second, combining N- (phosphonomethyl) glycine or a salt thereof (preferably a soluble salt with water) with the mixture, to form a paste. The combination step can be carried out in any suitable mixing equipment, for example in a mixer or in a mortar granulator. The alkoxylated acetylene diol surfactant can be used in the composition of the present invention, in a wide range of concentrations. Typically, the alkoxylated acetylene diol surfactant is present in a concentration of about 1% by weight to about 15% by weight, preferably from about 1% by weight to about 10% by weight, and more preferably about 2% by weight to about 8% by weight. Preferably, the alkoxylated acetylene diol is an ethoxylated acetylene diol. The degree of ethoxylation in the ethoxylated acetylene diol can vary widely, typically from about 1 mole to about 50 moles of ethylene oxide per mole of surfactant, preferably from about 3 moles to about 30 moles of ethylene oxide per mole of surfactant , and more preferably from about 5 moles to about 20 moles of ethylene oxide per mole of surfactant. Preferably, the alkoxylated acetylenic diol is a tetramethyldecinediol surfactant. An ethoxylated tetramethyldecinediol surfactant especially useful in the present invention is Surfynil 465, supplied by Air Products and Chemicals, Inc. (Allentown, Pennsylvania, E.U.A.). The polyoxyalkylene alkyl ether surfactant useful in the present invention may also be present in the composition over a wide range of concentrations. Typically, the polyoxyalkylene alkyl ether surfactant is present in a concentration of about 1% by weight to about 15% by weight, preferably from about 2% by weight to about 10% by weight, and more preferably about 2% by weight. weight to about 8% by weight. Preferably, the polyoxyalkylene alkyl ether surfactant is a polyoxyethylene polyoxypropylene-2-ethylhexyl ether surfactant. Optionally, the dispersion of the triazolinone herbicide may also include a solvent. The concentration of the solvent can vary over a wide range. For example, the solvent may be present in a concentration of up to about 10% by weight, preferably up to about 7% by weight, and more preferably up to about 5% by weight. The solvent may for example be an aromatic solvent, a polyoxylated trialkylphenyl ether solvent, an aliphatic solvent, a phosphate solvent, a polyarylalkyl solvent or a solvent such as dimethylformamide, 4-butyrolactone or N-methylpyrrolidone. Examples of aromatic solvents include Cg solvents such as o-xylene, m-xylene, p-xylene, and mixtures thereof. Other aromatic solvents useful in the present invention include phenylxylylethane or bis (α-methylbenzyl) xylene. Examples of the phosphate solvent include trixylenyl phosphate and 2-ethylhexyldiphenyl phosphate. Also optionally, the dispersion of the triazolinone herbicide may include an alkoxylated organosilicone surfactant, such as Silwet L-77 (available from Osi Specialties, Inc., Danbury, Connecticut, E.U.A.). The alkoxylated organosilicone surfactant, if present, may be in the composition in a wide range of concentrations, typically up to about 10% by weight, preferably up to about 7% by weight, and more preferably up to about 5% by weight. If a carrier is employed in the composition of the present invention, the carrier can typically be present in a composition up to 85% by weight, preferably up to 80% by weight, and more preferably up to about 70% by weight. Optionally, the paste can be formed (for example by extrusion, molding, or granulation in mortar) and then dried. The second step of combining the triazolinone dispersion with N- (phosphonomethyl) glycine may also include the combination of a carrier or a nitrite scavenger, such as sodium sulfate. The composition of the present invention can be prepared alternatively as a dispersion, such as an emulsion. For example, the composition may include N- (phosphonomethyl) glycine or a salt thereof, and a triazolinone herbicide having the structure of formula (V):
or a tautomer of this, where:
R1 is haloalkyl; R2 is selected from the group consisting of halogen and a lower alkyl; R3 is selected from the group consisting of -CH2CHCICO2R6 and R6 is selected from the group consisting of H, alkyl, alkoxycarbonylalkyl, cycloalkyl, benzyl, chlorobenzyl, alkylbenzyl, and haloalquilbencilo; R5 is selected from the group consisting of alkyl, haloalkyl, dialkylamino, carboxymethyl, hydroxy and aryl; X is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloalkyl and nitro; and Y is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloalkyl, lower alkylsulfinyl of halogen, and lower alkoxy of halogen; and wherein N- (phosphonomethyl) glycine or a salt thereof is substantially dissolved in an aqueous phase, and the triazolinone herbicide is substantially dissolved in a hydrophobic phase. For example, a hydrophobic phase can be prepared by including the triazolinone herbicide, and optionally a surfactant, and also optionally a solvent. An aqueous phase can be prepared including water, N- (phosphonomethyl) glycine or a salt thereof, and optionally a surfactant. The hydrophobic phase and the aqueous phase can be combined under shear, thus producing the emulsion composition. The emulsion may be an oil-in-water emulsion or this may be a water-in-oil emulsion. Preferably, the emulsion is an oil-in-water emulsion. The ratio of N- (phosphonomethyl) glycine or a salt thereof to triazolinone herbicide in the composition of the emulsion may vary over a wide range. Typically the ratio of N- (phosphonomethyl) glycine or a salt thereof, expressed on the basis of acid equivalent triazolinone herbicide is in the range of about 1: 1 to about 100: 1, preferably about 2: 1 to about 75: 1 and more preferably from about 5: 1 to about 50: 1, and even more preferably from 10: 1 to about 40: 1. In a further example, in the emulsion composition of the present invention, the triazolinone herbicide (about 0.5 to about 85 parts by weight, preferably about 1 to about 70 parts by weight, more preferably about 2 to about 50 parts by weight, and even more preferably from about 2 to about 30 parts by weight), and, optionally, an emulsifier (from about 0: 5 to about 15 parts by weight) can be dispersed in a liquid that includes a solvent (of about 10. to about 95 parts by weight, preferably from about 20 to about 95 parts by weight), to form a hydrophobic solution. The solvent may, for example, include an aromatic solvent, a substituted aromatic solvent, an aliphatic solvent, a phosphate solvent, dimethylformamide, 4-butyrolactone or N-methylpyrrolidone. A preferred emulsifier may include, for example, an anionic surfactant, a cationic surfactant, or a nonionic surfactant. Preferably, the emulsifier comprises an anionic surfactant. The anionic surfactant may include, for example, a phosphate ester, an alcohol ether sulfate, an alkylaryl ether sulfate, an alkylaryl sulfonate, a carboxylate, a naphthalene sulfonate or sulfosuccinate. A preferred surfactant is an alkylaryl sulfonate such as an alkylbenzene sulphonic acid salt. An anionic surfactant particularly useful in the present invention includes an alkylbenzenesuphonic acid salt, such as calcium dodecylbenzenesulfonate. The emulsifier may also include a nonionic surfactant. For example, the nonionic surfactant may include onium an ether alcohol, an alkoxylated alkylphenol resin, an alkoxylated vegetable oil, an aiquilfenólico ether, a block copolymer, a fatty acid alkoxylate, alkoxylate sorbitol, sorbitan alkoxylates, a sorbitol ester, or a sorbitan ester. In a preferred embodiment, the emulsifier may also include a mixture of emulsifiers, such as a mixture of an anionic surfactant and a nonionic surfactant. Separately, an aqueous solution that includes N- (phosphonomethyl) glycine or a salt thereof, such as mono (isopropylamine) N- (phosphonomethyl) glycine or mono- (2-hydroxyethylammonium) N- (phosphonomethyl) glycine (from about 5 to about 85 parts by weight, preferably about 10 to about 70 parts by weight, more preferably about 10 to about 60 parts by weight, and even more preferably about 20 to about 45 parts by weight of N acid equivalent - (phosphonomethyl) glycine, in from about 20 to about 95 parts by weight of water), and, optionally, a surfactant (from about 0.5 to about 15 parts by weight) can be prepared. Useful surfactants can have a variety of chemistries. For example, the surfactant may include a compound selected from the group consisting of an ethoxylated alkylamine, an ethoxylated alkyl polyamine, an alkyl polyglucoside, an alkoxylated acetylene diol, a polyoxyalkylene alkyl ether, an organosilicone, an ethoxylated alcohol, an ethoxylated Guerbet alcohol , an alkylphenol ethoxylate, a sulfated polyoxyalkylene alkylphenol, an alcohol sulfate, a polyoxyalkylene alcohol sulfate, a monoalcohol phosphate, a dialcohol phosphate, a mono (polyoxyalkylene alcohol) phosphate, a di (polyoxyalkylene alcohol) phosphate, a mono (polyoxyalkylene alkylphenol) phosphate , a di (polyoxyalkylene alkylphenol) phosphate, an alkylphenolic polyoxyalkylene carboxylate, a polyoxylalkylene alcohol carboxylate, a fluorinated surfactant, an N-alkoxylated alkylpolyalkoxyamine surfactant (i.e., an etheramide surfactant), an alkyl sulfonate, an alkylphenylsulfonate, an alkyl sulfate, an alkyl phenolsulfate, an agent alkylbetaine surfactant, an alkyl carboxylate (including a fatty acid or a fatty acid salt, such as pelargonic acid), an ethoxylated alkylamide, a quaternary alkylamine, and combinations thereof. Preferred surfactants include an ethoxylated alkylamine, an ethoxylated alkyl polyamine, an alkyl polyglucoside, a polyoxyalkylene alkyl ether, an ethoxylated alcohol, an ethoxylated Guerbet alcohol, a monoalcohol phosphate, a dialcohol phosphate, a mono (polyoxyalkylene alcohol) phosphate, a di (polyoxyalkylene alcohol) ) phosphate, a mono (polyoxyalkylene alkylphenol) phosphate, a di (polyoxyalkylene alkylphenol) phosphate, an ethenamine surfactant, an alkylbetaine surfactant, a quaternary alkylamine, and combinations thereof. Even more preferred surfactants include an ethoxylated alkylamine surfactant, an alkyl polyglycoside surfactant, an etheramine surfactant, a quaternary alkylamine surfactant, and combinations thereof. Ethoxylated alkylamine surfactants, such as a tallowamine ethoxylate, are particularly preferred. The ethoxylated alkylamine surfactant may typically have an alkyl group containing from about 10 to about 30 carbon atoms, preferably from about 10 about 25 carbon atoms, and more preferably from about 10 to about 20 carbon atoms. The ethoxylated alkylamine surfactant can typically have an average degree of ethoxylation ranging from about 1 about 30 moles of ethylene oxide per mole of surfactant, preferably from about 5 to about 25 moles of ethylene oxide per mole of surfactant, and more preferably from about 10 to about 20 moles of ethylene oxide per mole of surfactant. Another particularly preferred surfactant is an etheramine surfactant. Preferred ethenamine surfactants are described in the US patent. No. 5, 750,468, incorporated herein by reference. The eteramine surfactants especially useful in the present invention, include those having the chemical structure:
wherein R7 is a portion selected from the group consisting of alkyl, aryl and alkylaryl of Ce at about C22; m is an average number from about 1 to about 10; R8 is alkylene having from 1 to about 4 carbon atoms; R9 and R10 are independently alkyl groups having from 1 to about 4 carbon atoms; and x and y are average numbers such that the sum of x and y is in the range of about 2 to about 60. Preferably R7 is alkyl of Ce to about. R8 is preferably ethylene, 1,3-propanediyl, or isopropylene, more preferably R8 is ethylene or isopropylene. R9 and R10 preferably, both are ethylene. Preferably, m is from about 1 to about 5. Preferably, the sum of x and y is from about 2 to about 20. Another ethenamine surfactant useful in the present invention is an etheramine N-oxide surfactant. Another useful ethenamine surfactant is one in which the N atom has been quaternized with an alkyl group of Ci to about C4. The hydrophobic solution prepared as described above can be added to the aqueous solution, preferably under high shear (for example in a Waring blender or using a rotostator mixer), to produce the emulsion. To help stabilize the emulsion, an emulsion stabilizer such as a xanthan gum can be added to the emulsion or to an emulsion phase. As an alternative method to assist the stabilization of the emulsion, a dry or previously swollen emulsion stabilizer such as silica, colloidal silica, fuming silica, alumina, colloidal alumina, or fuming alumina (from about 0.25 to about 15 parts by weight, preferably from about 0.5 to about 10 parts by weight, more preferably from about 1 to about 5 parts by weight of the solid stabilizing agent) can optionally be added to one or more of the solutions during the preparation of the composition. A useful fuming silica is a fumed silica from Aerosil (available from Degussa Corp., Ridgefield Park, New Jersey, USA) such as Aerosil 200. The stabilizing agent can be added in the hydrophobic phase, in the aqueous phase or both in the hydrophobic phase as in the aqueous phase. Optionally, the formulation of the emulsion may include other ingredients such as a spreading agent (i.e., a silicone surfactant), an antifreeze agent (ie, ethylene glycol or propylene glycol), a defoamer (i.e., a silicone defoamer such as an ethoxylated silicone), or sodium sulfite. The emulsion may further include a biostatic agent such as 1,2-benzisothiazolin-3-one. If a defoaming agent is used, this is preferably Mazu DF100S (available from PPG Industries / Specialty Chemicals, Gurnee, Illinois, E.U.A.). The formulation of the emulsion may also include a spreading agent such as an alkoxylated silicone spreading agent. A preferred propagating agent is an ethoxylated silicone such as Silwet L-77 (available from Union Carbide). In a preferred embodiment of the present invention, the composition is an emulsion that includes (a) an aqueous phase that includes the N- (phosphonomethyl) glycine salt of mono (isopropylammonium), an ethoxylated alkylamine surfactant, sodium sulfite , propylene glycol and water; and (b) a hydrophobic phase including carfentrazone-ethyl, an aromatic solvent, calcium dodecylbenzenesulfonate, a non-ionic surfactant, and a silicone defoamer; and wherein the hydrophobic phase is dispersed in the aqueous phase to form an emulsion. The composition of the present invention can also be prepared as a suitable diluted aqueous mixture, for example, to be applied to the foliage of plants. In one embodiment, the solid herbicidal composition (from about 0.5 to about 20 parts by weight) described above, can be dispersed in water (from about 80 to about 99.5 parts by weight) to form the dilute aqueous mixture. In another modality, the formulation of the emulsion (from about 0.5 to about 20 parts by weight) described above, can be dispersed in water (from about 20 to about 99.5 parts by weight) to form the diluted aqueous mixture. An alternative method to prepare a diluted aqueous mixture is to prepare a concentrated formulation of the triazolinone herbicide, and separately prepare a concentrated formulation of. N - (phosphonomethyl) glycine or a salt thereof. Then, the concentrated triazolinone herbicidal formulation and the N- (phosphonomethyl) glycine formulation can be mixed with each other with water or with another carrier or diluent. A herbicidal triazolinone formulation useful for this application may include, for example, a triazolinone (such as carfentrazone-ethyl or sulfentrazone), a solvent and a surfactant. Specific examples of formulations are provided below to assist the reader in understanding the scope and usefulness of the present invention. In another embodiment, the present invention provides a method for treating plants, wherein the method includes contacting the foliage of a plant with a biologically effective amount of a composition that includes N- (phosphonomethyl) glycine or a salt thereof, and a triazolinone herbicide such as that encompassed by the formula (II), including carfentrazone-ethyl or sulfentrazone. The composition of the present invention should be applied to plants in a sufficient proportion to give the desired biological effect. These application rates are usually expressed as the amount of herbicide per unit area treated, ie, grams of active ingredient or acid equivalent per hectare (g / ha). What constitutes a "desired effect" varies according to the standards and practice of those who research, develop, sell and use a specific class of herbicides. For example, the amount of herbicide applied per unit area to give 85% control of a plant species, as measured by the reduction in growth or mortality, is often used to define a commercially effective ratio. The control of a plant species is one of the biological effects that can be reforased through this invention. "Control" as used herein, refers to any observable measure of herbicidal effects on the growth of the plant, effects which may include one or more of the effects of plant necrosis, plant death, growth inhibition, inhibition of reproduction , inhibition of proliferation and elimination, destruction or reduction of some other form of the occurrence and activity of plants. The herbicide effectiveness data reported here report "percentage inhibition" as a percentage of control of a plant species in relation to a group of untreated review plants. The measurement of inhibition and control reflects a standard procedure known to those skilled in the art, and includes a visual assessment of plant mortality and growth reduction as compared to untreated plants, done by technicians specially trained to do and record such observations. A single technician makes all percent inhibition evaluations within any experiment or test. The selection of the application rates that are biologically effective for the composition of the present invention, including application rate in grams per hectare of each herbicide in the present composition, can be made by one skilled in the art given the present disclosure. Considerations in determining the proportion of application, include individual conditions of the plant, climate and growing conditions. The combination of the present invention can be applied to plants, for example, as a liquid spray. In one embodiment, the combination can be prepared as a liquid or solid composition, which can be dispersed in water and applied to the foliage of plants. In alternative form, the present combination can be prepared as a concentrated liquid, which can be applied directly to the foliage of the plant, for example through a controlled drip applicator. In another alternative, the combination can be prepared directly as a diluted liquid, which can be applied to the foliage of the plant. Common application methods include spraying and drying. The combination of the present invention can be used to control a wide variety of plants throughout the world. The combination can be applied to a plant in a herbicidally effective amount, and can effectively control one or more plant species in a wide variety of plant genera. Table 1 lists some examples, without limitation, of genera of common plants containing species that can be controlled by the present combination.
TABLE 1
Genus M lva Abutilon Oryza Amaranthus Otloa Artemisia Panicum Asclepias Paspalum Oats Phalaris Axonopus Phragmites Borreria Polygonum Brachiaria Portulaca Brassica Pterídium Bromus Pueraria Chenopodium Rubus Cirsium Salsola Commeiina Setaria Convolvulus Sida Cynodon Sinapis Cyperus Sorghum Digitaria Triticum Ipomoea typha Kochia Ulex Lolium Xanthium Zea
Table 2 lists some important plant species, which can control the present invention. This list is not limiting, and one skilled in the art will recognize given the present disclosure, that a large number of additional species can be controlled with the present invention.
TABLE 2
c. DETAILED METHODS The starting materials used in the preparation of the composition and in carrying out the methods of the invention are known and can be prepared by conventional methods known to a person skilled in the art, or analogously to procedures described in technique. Generally, the process methods of the present invention can be carried out in the following manner.
EXAMPLE 1 Soluble granule with water
to. Preparation of carfentrazone-ethyl solution In a 2-liter vessel, 6.25 g of technical-grade carfentrazone-ethyl, 385 g of polyoxyethylene-polypropylen-2-ethylhexyl ether (Newkalgen 4016EHB, including about 15 moles of ethylene oxide and about 15 moles) are placed. moles of propylene oxide per mole of surfactant, available from Takemoto Oil and Fat Co. Ltd., Gamagori, Aichi 443, Japan), 220.5 g of Silwet L-77 (an organosilicone surfactant available from Osi Specialties, Inc. , Danbury, Connecticut, USA). 166 g of Surfinol 465 (an alkoxylated acetylene diol surfactant available from Air Products, Inc., Allentown, Pennsylvania, E.U.A.) and 166 g of trixylyl phosphate. Carefully heat the container in a water bath. The mixture is stirred for about 30 minutes at about 80 ° C.
b. Preparation of granular formulation The carfentrazone-ethyl solution is mixed with 1280 g of 86% by weight (acid equivalent) of N- (phosphonomethyl) glycine monoammonium salt and 2720 g of ammonium sulfate in a kneader. The mixture is mixed with 150 g of water for about 10 minutes at room temperature. The mixture is kneaded for approximately 30 minutes to make an extrudable paste. The paste is extruded through a screen having 1 mm openings, for lateral (radial) extrusion. The resulting granules are dried using an electric fan dryer at 70 ° C for one hour. The composition of the final granule will be as follows:
* e.a. = acid equivalent
EXAMPLE 2 Soluble granule with water
to. Preparation of carfentrazone-ethyl solution In a 2 liter vessel, 103.5 g of technical-grade carfentrazone-ethyl, 332.5 g of polyoxyethylene-polyoxypropylene-2-ethylhexyl ether (Newkalgen 4016EHB, including about 15 moles of ethylene oxide and about 15 moles) are placed. moles of propylene oxide per mole of surfactant), 47.5 g of Silwet L-77, 379 g of Surfinol 465, 190 g of trixylyl phosphate, 24 g of phenylxylylethane, 21.5 g of bis (α-methylbenzyl) xylene, and g of xylene-based solvents. Carefully heat the container in a water bath. The mixture is stirred for about 30 minutes at about 80 ° C.
b. Preparation of granular formulation The carfentrazone-ethyl solution is mixed with 2100 g of 86% by weight (acid equivalent) of N- (phosphonomethyl) glycine monoammonium salt and 1800 g of ammonium sulfate in a kneader. The mixture is mixed with 150 g of water for about 10 minutes at room temperature. The mixture is kneaded for approximately 30 minutes to make an extrudable paste. The paste is extruded through a sieve having 1 mm openings, for lateral (radial) extrusion. The resulting granules are dried using an electric fan dryer at 70 ° C for one hour. The composition of the final granule will be as follows:
EXAMPLE 3 Soluble granule with water
to. Preparation of carfentrazone-ethyl solution In a 2-liter vessel, 62.5 g of technical-grade carfentrazone-ethyl, 385 g of polyoxyethylene-polyoxypropylene-2-ethylhexyl ether (Newkalgen 4016EHB, including approximately 15 moles of ethylene oxide and about 15 moles) are placed. moles of propylene oxide per mole of surfactant), 220.5 g of Silwet L-77, 166 g of Surfynol 465, and 166 g of trixylyl phosphate. Carefully heat the container in a water bath. The mixture is stirred for about 30 minutes at about 80 ° C.
b. Preparation of granular formulation The carfentrazone-ethyl solution is mixed with 2100 g of 86% by weight (acid equivalent) of N- (phosphonomethyl) glycine monoammonium salt and 1900 g of ammonium sulfate in a kneader. The mixture is mixed with 150 g of water for about 10 minutes at room temperature. The mixture is kneaded for approximately 30 minutes to make an extrudable paste. The paste is extruded through a screen having 1 mm openings, for lateral (radial) extrusion. The resulting granules are dried using an electric fan dryer at 70 ° C for one hour. The composition of the final granule will be as follows:
EXAMPLE 4 Soluble granule with water
to. Preparation of carfentrazone-ethyl solution In a 2-liter vessel, 62.5 g of technical-grade carfentrazone-ethyl, 385 g of polyoxyethylene-polyoxypropylene-2-ethylhexyl ether (Newkalgen 4016EHB, including about 15 moles of ethylene oxide and about 15 moles) are placed. moles of propylene oxide per mole of surfactant), 220.5 g of Silwet L-77, 166 g of Surfynol 465 and 166 g of trixylyl phosphate. Carefully heat the container in a water bath. The mixture is stirred for about 30 minutes at about 80 ° C.
b. Preparation of granular formulation The carfentrazone-ethyl solution is mixed with 4000 g of 86% by weight (eguivalent to N- (phosphonomethyl) glycine monoammonium salt, mixed with 150 g of water for approximately 10 minutes. The mixture is kneaded for approximately 30 minutes to make an extrudable paste.The paste is extruded through a sieve having 1 mm openings for lateral (radial) extrusion. electric fan at 70 ° C for one hour The composition of the final granule will be as follows:
EXAMPLE 5 Water-soluble granule
to. Preparation of carfentrazone-ethyl solution Load a 2-liter container with 101 g of technical grade carfentrazone-ethyl, 330 g of polyoxyethylene-polyoxypropylene-2-ethylhexyl ether
(Newkalgen 4016EHB, comprising about 15 moles of ethylene oxide and about 15 moles of propylene oxide per mole of surfactant), 47.5 g of Silwet L-77, 375 g of Surfynol 465, 47.5 g of solvent mixture based on xylene, and 190 g of 2-ethylhexyldiphenyl phosphate. Gently heat the container in a water bath. Stir the mixture for approximately 30 minutes at approximately 80 ° C.
b. Preparation of granular formulation Mix the carfentrazone-ethyl solution with 2117.5 g of N- (phosphonomethyl) glycine monoammonium salt at 86% by weight (acid equivalent) and 1766.5 g of ammonium sulfate in a kneader. Combine the mixture with 150 g of water for approximately 10 minutes at room temperature. Knead the mixture for approximately 30 minutes to make an extrudable paste. Extrude the paste through a sieve that has 1 mm openings, designed for lateral (radial) extrusion. Dry the resulting granules using an electric blow dryer at 70 ° C for one hour. The composition of the final granule will be as follows:
EXAMPLE 6 Water-soluble granule
to. Preparation of carfentrazone-ethyl solution A 4-liter container is loaded with 64 g of carfentrazone-ethyl technical grade, 560 g of polyoxyethylenepolyoxypropylene-2-ethylhexyl ether (Newkalgen 4016EHB, comprising about 15 moles of ethylene oxide and about 15 moles of propylene oxide per mole of surfactant), 40 grams of Epan U-108 (a nonionic surfactant) of polyoxyethylene polyoxypropylene ether available from Dai-lchi Kogyo Seiyaku Co., Ltd., Tokyo, Japan), 40 g of Silwet L-77, 320 g of Surfynol 465, 40 g of Sorpol 7537 (a solvent of Toho Chemical Industries, Tokyo, Japan), and 240 g of 2-ethylhexyldiphenyl phosphate (available from Monsanto Company, St. Louis, Missouri, USA). The container is heated gently in a water bath. The mixture is stirred for about 30 minutes at about 80 ° C.
b. Preparation of granular formulation The carfentrazone-ethyl solution is mixed with 2176 g of N- (phosphonomethyl) glycine monoammonium salt at 94% by weight (acid equivalent) and 4216 g of ammonium sulfate, and 24 g of Emul 10 (sodium laurisulfate, available from Kao Corp., Tokyo, Japan) in a kneader. The mixture is combined with 250 g of water for about 10 minutes at room temperature. The mixture is kneaded for approximately 30 minutes to make an extrudable paste. The paste is extruded through a sieve having 1 mm openings, designed for lateral (radial) extrusion. The resulting granules are dried using an electric fan dryer at 70 ° C for one hour. The composition of the final granule is the following:
EXAMPLE 7 Water-soluble granule
to. Preparation of carfentrazone-ethyl solution A 20 ml beaker was charged with 1.25 g of technical grade carfentrazone-ethyl, 5.0 g of polyoxyethylene-polyoxypropylene-2-ethylhexyl ether (Newkalgen 4016EHB, comprising about 15 moles of ethylene oxide and about 15 moles) of propylene oxide per mole of surfactant), and 3.0 g Surfynol 465 (an alkoxylated acetylenic diol surfactant available from Pyrium®, Inc., Allentown, Pennsylvania, USA). The vessel was heated gently in a water bath. The mixture was stirred manually for about 10 minutes at about 80 ° C.
b. Preparation of granular formulation The carfentrazone-ethyl solution was mixed with 25.6 g of N- (phosphonomethyl) glycine monoammonium salt at 86% by weight (acid equivalent) and 65.15 g of ammonium sulfate in a mortar. The mixture was combined with 7.0 g of water for about 5 minutes manually at room temperature. The mixture was kneaded for about 10 minutes manually to make an extrudable paste. The paste was extruded through a sieve having 1 mm openings, designed for lateral (radial) extrusion. The resulting granules were dried using an electric fan dryer at 70 ° C for one hour. The composition of the final granule was the following:
EXAMPLE 8 Water-soluble granule
to. Preparation of carfentrazone-ethyl solution A 20 ml beaker was charged with 1.25 g of technical grade carfentrazone-ethyl, 5.0 g of polyoxyethylenepolyoxypropylene-2-ethylhexyl ether (Newkalgen 4016EHB, comprising about 15 moles of ethylene oxide and about 15 moles). moles of propylene oxide per mole of surfactant), and 0.5 g of Silwet L-77, 3.0 g of Surfynol 465, and 1.0 g of Takemoto 98122TX (polyoxyethylene (4 mol) -2,4,6-tristyrylphenyl ether from
, Takemoto Oil & Fat Ind. Co. Ltd., Japan). The beaker was heated gently in a water bath. The mixture was stirred manually for about 5 minutes at about 80 ° C.
b. Preparation of granular formulation The carfentrazone-ethyl solution was mixed with 25.6 g of N- (phosphonomethyl) glycine monoammonium salt at 86% by weight (acid equivalent) and 63.65 g of ammonium sulfate in a mortar. The mixture was combined with 7.0 g of water for about 5 minutes manually at room temperature. The mixture was kneaded for 5 minutes manually to make an extrudable paste. The paste was extruded through a sieve having 1 mm openings, designed for lateral (radial) extrusion. The resulting granules were dried using an electric fan dryer at 70 ° C for one hour. The composition of the final granule was the following:
EXAMPLE 9 Water-soluble granule
to. Preparation of carfentrazone-ethyl solution A 20 ml beaker was charged with 1.25 g of technical grade carfentrazone-ethyl, 5.0 g of polyoxyethylene-polyoxypropylene-2-ethylhexyl ether (Newkalgen 4016EHB, comprising about 15 moles of ethylene oxide and about 15 moles). moles of propylene oxide per mole of surfactant), 3.0 g Surfynol 465, and 1.0 g of alkylbenzene derivative solvent. The beaker was heated gently in a water bath. The mixture was stirred manually for about 5 minutes at about 80 ° C.
b. Preparation of granular formulation The carfentrazone-ethyl solution was mixed with 25.6 g of N- (phosphonomethyl) glycine monoammonium salt at 86% by weight (acid equivalent) and 64.15 g of ammonium sulfate in a mortar. The mixture was combined with 7.0 g of water for about 5 minutes manually at room temperature. The mixture was kneaded for approximately 5 minutes manually to make an extrudable paste. The paste was extruded through a sieve having 1 mm openings, designed for lateral (radial) extrusion. The resulting granules were dried using an electric fan dryer at 70 ° C for one hour. The composition of the final granule was the following:
EXAMPLE 10 Emulsion formulation
to. Carfentrazone-ethyl premix Add 2.92 g of 95% carfentrazone-ethyl to 6.00 g of Aromatic 200 solvent (a Cg aromatic solvent mixture that has a turnover point greater than 93 ° C, and sold by Exxon Corp., Houston. Texas, USA :) Add to this mixture 2.00 g of Armul 1496 HF (a mixture of surfactant available from Witco Corp., Perth Amboy, New Jersey, E.U.A.) and 2.00 g of Armul 1505 HF (a mixture of surfactant available from Witco Corp.). Mix until homogeneous.
b. Premix of N- (phosphonomethyl) glycine of mono (isopropylammonium) A 26.36 g of deionized water add 42.52 g of an aqueous solution at 45.72% e.a. of N- (phosphonomethyl) glycine mono (isopropylammonium) (available from Monsanto Company, St. Louis, Missouri, E.U.A :.). Add to this mixture 10.00 grams of Ethomeen T / 25 (ethoxylated tallowamine, available from Akzo Chemicals Inc., Chicago, Illinois, USA.), 0.10 g of sodium sulfite, 2.00 grams of propylene glycol, and 0.10 g of silicone defoamer ( such as Sag 30, available from OSi Specialties, Inc., Danbury, Connecticut, USA :). Mix until homogeneous.
c. Premix of xanthan gum To 5.82 grams of deionized water add 0.06 g of Kelzan S (xanthan gum, available from Kelco, Inc., San Diego, California, USA) and 0.12 g of Proxel GXL (1,2-benzisothiazolin solution) -3-one available as a biostatic agent from ICI Americas, Inc., Wilmington, Delaware, USA). Mix, for example in a mixer or using a roto-stator mixer, until it is homogeneous.
d. Emulsion Shake the premix of N- (phosphonomethyl) glycine of mono (isopropylammonium) under high shear stress and slowly add the premix of carfentrazone-ethyl. Continue mixing for approximately 5 minutes. Then add the premix of xanthan gum to the stirred mixture. Continue mixing gently until it is homogeneous. The resulting mixture will be an emulsion formulation of N- (phosphonomethyl) glycine of mono (isopropylammonium) and carfentrazone-ethyl. The final composition of the emulsion will be as follows:
EXAMPLE 11 Emulsion formulation
to. Carfentrazone-ethyl premix Add 2.45 g of 95% carfentrazone-ethyl to 25.00 g of Aromatic 200 solvent (a Cg aromatic solvent mixture that has a flash point greater than 93 ° C, and sold by Exxon Corp., Houston, Texas, USA :) Add to this mixture 5.00 g of Armul 1496 / 1505HF (a mixture of calcium dodecylbenzenesulfonate / nonionic surfactant available from Witco Corp., Perth Amboy, New Jersey, E.U.A.). Also add to this mixture 0.1 g of Mazu 100DS (a silicone defoamer available from PPG Industries / Specialty Chemicals, Gurnee, Illinois, E.U.A.). Then add 2.00 g of fumed silica Aerosil 200 (available from Degussa Corp., Ridgefield Park, New Jersey, E.U.A.). Mix under high shear stress (for example, in a Waring mixer) until it is homogeneous.
b. Premix of mono- (isopropylammonium) N- (phosphonomethyl) glycine To 18.30 g of deionized water add 36.05 g of a 45.72% aqueous solution e.a. of N- (phosphonomethyl) glycine of mono (isopropylammonium) (available from Monsanto Company, St. Louis, Missouri, E.U.A.). Add to this mixture 10.00 grams of Ethomeen T / 25 (15 moles of tallowamine ethoxylate, available from Akzo Chemicals Inc., Chicago, Illinois, E.U.A.). and 0.10 g of sodium sulfite, 1.00 grams of propylene glycol. Mix until homogeneous.
c. Emulsion Shake the N- (phosphonomethyl) glycine premix of mono (isopropylammonium) under high shear (for example, in a Waring blender) and gently add the premix of carfentrazone-ethyl. Continue mixing for approximately 5 minutes. Continue mixing gently until it is homogeneous. The resulting mixture will be an emulsion formulation of N- (phosphonomethyl) glycine of mono (isopropylammonium) and carfentrazonarethyl. The final composition of the emulsion will be the following:
EXAMPLE 12 Emulsion formulation
to. Carfentrazone-ethyl premix Add 2.45 g of 95% carfentrazone-ethyl to 25.00 g of Aromatic 200 solvent (a Cg aromatic solvent mixture that has a flash point greater than 93 ° C, and sold by Exxon Corp., Houston, Texas, USA :) Add to this mixture 5.00g of Armul 1496 / 1505HF (a mixture of calcium dodecylbenzenesulfonate / nonionic surfactant available from Witco Corp., Perth Amboy, New Jersey, E.U.A :). Also add to this mixture 0.1 g of Mazu 100DS (a silicone defoamer available from PPG Industries / Specialty Chemicals, Gurnee, Illinois, E.U.A.). Next, add 2.00 g of fumed silica Aerosil 200 (available from Degussa Corp., Ridgefield Park, New Jersey, E.U.A.). Mix under high shear stress (for example, in a Waring mixer) until it is homogeneous.
b. Premix of N- (phosphonomethyl) glycine of mono (isopropylammonium) To 18.30 g of deionized water add 36.05 of an aqueous solution at 45.72% e.a. of N- (phosphonomethyl) glycine mono (isopropylammonium) (available from Monsanto Company, St. Louis, Missouri, E.U.A.). Add to this mixture 10.00 grams of Surfonic AGM 550 (ether-type surfactant available from Huntsmah Corp., Houston, Texas, E.U.A.). and 0.10 g of sodium sulfite, 1.00 grams of propylene glycol. Mix until homogeneous
c. Emulsion Shake the N- (phosphonomethyl) glycine premix of mono (isopropylammonium) under high shear (for example, in a Waring blender) and gently add the premix of carfentrazone-ethyl. Continue mixing for approximately five minutes. Continue mixing gently until it is homogeneous. The resulting mixture will be an emulsion formulation of N- (phosphonomethyl) glycine of mono (isopropylammonium) and carfentrazone-ethyl. The final composition of the emulsion will be the following:
EXAMPLE 13 Emulsifiable concentrate of carfentrazone-ethyl
To a 4: 1 mixture of Aromatic 200/4-butyrolactone solvent 0.94 g of carfentrazone-ethyl, 5.00 g of Armul 1496 HF, and 5.00 g of Armul 1505 HF are added. The mixture is combined until it is homogeneous.
EXAMPLE 14 Biological Field Tests
N- (phosphonomethyl) glycine and / or carfentrazone-ethyl spray compositions were prepared by mixing in water Roundup Ultra® herbicide (trade name for a herbicidal formulation containing about 360 g ea / liter of N- (phosphonomethyl) glycine mono ( isopropylammonium), sold by Monsanto Company) and / or the formulation of the emulsifiable concentrate of carfentrazone-ethyl prepared in Example 8. The plants were cultivated during the spring and summer in plots measuring approximately 3.1 m by 7.5 m and the time that lasted test received ambient light and were exposed to ambient temperatures. The trial plots were located in the West, Midwest, and South of the United States. Applications of the spray compositions were made using calibrated backpack sprinklers to deliver a spray volume of approximately 93.4 liters per hectare using FLATTAPR 11001, 110015, or 11002 nozzles. The experimental design was a complete block randomly sorted with three replications. Appropriate amounts of fertilizer were applied at the recommended rate for the production area. Percent inhibition classifications, which were a visual measure of the effectiveness of each treatment compared to untreated plants, varied from 0 to 100%. An inhibition of 0% indicates that there is no effect, and a 100% inhibition indicates that all plants are completely dead. For each species of plant examined, the treatments were carried out with N- (phosphonomethyl) glycine, with carfentrazone-ethyl, or with a composition containing a mixture of N- (phosphonomethyl) glycine and carfentrazone-ethyl at the speeds indicated in the tables 3 to 8. The percentage of inhibition was measured at 3, 7 (or 8), and 21 days after treatment (DAT). The results for control of six species of plants treated with various regimes of N- (phosphonomethyl) glycine and / or carfentrazone-ethyl, averaged for all sites of each treatment are shown in Tables 3 to 22.
TABLE 3
TABLE 4
15 20 TABLE 5
15 20 TABLE 6
TABLE 7
TABLE 8
TABLE 9
TABLE 10
TABLE 11
TABLE 12
TABLE 13
N.C. = data not collected
TABLE 14
TABLE 15
TABLE 16
TABLE 17
TABLE 18
15
TABLE 19
•
15
TABLE 20
15
TABLE 21
15
TABLE 22
The examples herein may be performed by substituting the generic or specifically described ingredients and / or operating conditions of this invention for those used in the previous examples. The invention being thus described, it is evident that it can be varied in many ways. Said variations should not be considered as a deviation from the spirit and scope of the present invention, and said modifications and equivalents, as would be obvious to one skilled in the art, are intended to be included within the scope of the following claims.
Claims (2)
- NOVELTY OF THE INVENTION CLAIMS • 1. A combination comprising: (a) N- (phosphonomethyl) glycine, or a salt thereof; and (b) a triazolinone herbicide having the structure of formula (II): Or a salt of (II) or a tautomer of (II), wherein: R1 is haloalkyl; R2 is selected from the group consisting of halogen and an alkyl 15 lower; R3 is -NHSO2R, R5 is selected from the group consisting of alkyl, haloalkyl, dialkylamino, carboxyalkyl, hydroxy and aryl; X is selected from the group consisting of H, halogen, alkyl, alkoxy, haloalkyl and nitro; and Y is selected from the group consisting of H, halogen, alkyl, alkoxy, haloalkyl, lower alkylsulfinyl of halogen, and lower alkoxy of halogen. 2 - . 2 - The combination according to claim 1, further characterized in that R 5 is alkyl. 3. The combination according to claim 2, further characterized in that R5 is Ci alkyl at about Cs. 4. The combination according to claim 3, further characterized in that R5 is ethyl. 5. The combination according to claim 4, further characterized in that the triazolinone herbicide comprises sulfentrazone. 6. The combination according to claim 1, further characterized in that the N- (phosphonomethyl) glycine is present in a water-soluble salt form. 7. The combination according to claim 6, further characterized in that the N- (phosphonomethyl) glycine salt comprises N- (phosphonomethyl) glycine of mono (isopropylammonium). 8. The combination according to claim 6, further characterized in that the N- (phosphonomethyl) glycine salt comprises mono- (trimethylsulfonium) N- (phosphonomethyl) glycine. 9. The combination according to claim 6, further characterized in that the N- (phosphonomethyl) glycine salt comprises N- (phosphonomethyl) glycine monoammonium. 10. The combination according to claim 6, further characterized in that the N- (phosphonomethyl) glycine salt comprises N- (phosphonomethyl) glycine of mono (2-hydroxyethylammonium). 11. The combination according to claim 1, further characterized in that the weight ratio of acid equivalents of N- (phosphonomethyl) glycine to triazolinone herbicide is about 1: 1 to about 100: 1. 12. The combination according to claim 11, further characterized in that the weight ratio of acid equivalents of N- (phosphonomethyl) glycine to triazolinone herbicide is about 2: 1 to about 75: 1. 13. The combination according to claim 12, further characterized in that the weight ratio of acid equivalents of N- (phosphonomethyl) glycine to triazolinone herbicide is about 5: 1 to about 50: 1. according to claim 13, further characterized in that the weight ratio of acid equivalents of N- (phosphonomethyl) glycine to triazolinone herbicide is about 10: 1 to about 40: 1. 15. The combination according to claim 1, further comprising a surfactant. 16. The combination according to claim 15, further characterized in that the surfactant comprises a compound selected from the group consisting of an ethoxylated alkylamine, an ethoxylated alkyl polyamine, an alkyl polyglucoside, an alkoxylated acetylene diol, a polyoxyalkylene alkyl ether, a organosilicone, an ethoxylated alcohol, an ethoxylated Guerbet alcohol, an alkylphenol ethoxylate, a sulfated polyoxyalkylene alkylphenol, a suifato alcohol, a polyoxyalkylene alcohol sulfate, a monoalcohol phosphate, a dialcohol phosphate, a mono (polyoxyalkylene alcohol) phosphate, a di (polyoxyalkylene alcohol) phosphate, a mono (polyoxyalkylene alkylphenol) phosphate, a di (polyoxyalkylene alkylphenol) phosphate, an alkylphenol carboxylate of polyoxyalkylene, a polyoxylalkylene alcohol carboxylate, a fluorinated surfactant, an etheramine surfactant, an alkyl sulfonate, an alkylphenylsulfonate, an alkyl sulfate, an alkylphenolsulfate, an alkylbetaine surfactant, an alkyl carboxylate (including fatty acids and fatty acid salts, such as pelargonic acid), an alkylamide ethoxylated, a quaternary alkylamine, and combinations thereof. 17. The combination according to claim 16, further characterized in that the surfactant comprises a compound selected from the group consisting of an ethoxylated alkylamine, an alkyl polyglucoside, an ethenamine surfactant, a quaternary alkylamine, and combinations thereof. 18. The combination according to claim 17, further characterized in that the surfactant comprises an ethoxylated alkylamine. 19. - The combination according to claim 17, further characterized in that the surfactant is an ethenamine surfactant. 20. The combination according to claim 19, further characterized in that the ethenamine surfactant has the chemical structure: wherein R7 is a portion selected from the group consisting of alkyl, aryl and alkylaryl of Ce at about C22; m is an average number from about 1 to about 10; R8 is C1 alkylene at about C4; R9 and R10 are independently alkylene groups of C1 to about C4; and x and y are average numbers such that the sum of x and y is in the range of 2 to about 60. 21. A composition comprising: (a) N- (phosphonomethyl) glycine or a salt thereof; (b) a triazolinone herbicide; (c) an alkoxylated acetylene diol surfactant; and (d) a polyoxyalkylene alkyl ether surfactant; wherein the triazolinone herbicide has the structure of formula (II): or a tautomer thereof, wherein: R1 is haloalkyl; R2 is selected from the group consisting of halogen and a lower alkyl; R3 is selected from the group consisting of -CH2CHCICO2R4 and -NHSO2R5; R 4 is selected from the group consisting of alkyl, alkoxycarbonylalkyl, cycloalkyl, benzyl, chlorobenzyl, alkylbenzyl, and haloalkylbenzyl; R5 is selected from the group consisting of alkyl, haloalkyl, dialkylamino, carboxymethyl, hydroxy and aryl; X is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloalkyl and nitro; and Y is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloalkyl, lower alkylsulfinyl of halogen, and lower alkoxy of halogen. 22. The composition according to claim 21, further characterized in that the weight ratio of N- (phosphonomethyl) glycine or salt thereof expressed as an acid equivalent to triazolinone herbicide is on the scale of about 1: 1. at about 100: 1. The composition according to claim 22, further characterized in that the weight ratio of N- (phosphonomethyl) glycine or salt thereof expressed as an acid equivalent to triazolinone herbicide is found in the scale from about 2: 1 to about 75: 1. The composition according to claim 23, further characterized in that the weight ratio of N- (phosphonomethyl) glycine or salt thereof expressed as an acid equivalent to herbicide of triazolinone is on the scale of about 5: 1 to about 50: 1. 25. The composition according to claim 24, further characterized in that the weight ratio of N- (phosphonomethyl) glycine or salt thereof expressed as an acid equivalent to triazolinone herbicide is on the scale of about 10: 1. at approximately 40: 1. 26. The composition according to claim 21, further characterized in that R3 of the triazolinone herbicide is -CH2CHCICO2R4 27 - The composition according to claim 26, further characterized in that the triazolinone herbicide comprises carfentrazone-ethyl. 28. The composition according to claim 21, further characterized in that R3 of the triazolinone herbicide is -NHSO2R5. 29. The composition according to claim 28, further characterized in that the triazolinone herbicide comprises sulfentrazone. 30. - The composition according to claim 21 further comprising a solvent. 31. The composition according to claim 30, further characterized in that the solvent is selected from the group consisting of a phosphate solvent, an aromatic solvent, a polyarylalkylic solvent, a polyoxylated trialkylphenyl ether solvent, an aliphatic solvent, dimethylformamide , 4-butyrolactone or N-methyl pyrrolidone. 32. The composition according to claim 30, further characterized in that the solvent comprises an aromatic solvent. 33. The composition according to claim 32, further characterized in that the solvent is selected from the group consisting of o-xylene, m-xylene, and p-xylene. 34. The composition according to claim 30, further characterized in that the solvent comprises a phosphate solvent. 35.- The composition according to claim 34, further characterized in that the solvent comprises 2-ethylhexyldiphenylphosphate. 36.- The composition according to claim 34, further characterized in that the solvent comprises trixilenilphosphate. 37. The composition according to claim 30, further characterized in that the solvent comprises phenylxylylethane. 38.- The composition according to claim 21 further comprising an alkoxylated organosilicone surfactant. 39. - The composition according to claim 21 further comprising a vehicle. 40.- The composition according to claim 39, further characterized in that the vehicle is present in a concentration of up to about 85% by weight. 41. The composition according to claim 40, further characterized in that the vehicle is present in a concentration of up to about 80% by weight. 42. The composition according to claim 40, further characterized in that the vehicle is present in a concentration of up to about 70% by weight. 43.- The composition according to claim 39, further characterized in that the vehicle comprises ammonium sulfate. 44. The composition according to claim 21, further characterized in that the alkoxylated acetylene diol surfactant is present in a concentration of about 1% by weight to about 15% by weight. 45.- The composition according to claim 44, further characterized in that the alkoxylated acetylene diol surfactant is present in a concentration of about 1% by weight to about 10% by weight. 46. The composition according to claim 45, further characterized in that the alkoxylated acetylene diol surfactant is present in a concentration of about 2% by weight to about 8% by weight. 47. The composition according to claim 21, further characterized in that the alkoxylated acetylene diol surfactant comprises about 1 mole to about 50 moles of ethylene oxide per molecule of surfactant. 48. The composition according to claim 47, further characterized in that the alkoxylated acetylene diol surfactant comprises about 3 moles to about 30 moles of ethylene oxide per molecule of surfactant. 49. The composition according to claim 48, further characterized in that the agent, alkoxylated acetylene diol surfactant comprises about 5 moles to about 20 moles of ethylene oxide per molecule of surfactant. 50.- The composition according to claim 21, further characterized in that the alkoxylated acetylenic diol surfactant comprises ethoxylated tetramethyldecinediol. 51.- A composition comprising N- (phosphonomethyl) glycine or a salt thereof, and a triazolinone herbicide having the structure of formula (V): or a tautomer thereof, wherein: R1 is haloalkyl; R2 is selected from the group consisting of halogen and a lower alkyl; R3 is selected from the group consisting of -CH2CHCICO2R6 and -NHSO2R5; R6 is selected from the group consisting of H, alkyl, alkoxycarbonylalkyl, cycloalkyl, benzyl, chlorobenzyl, alkylbenzyl, and haloalkylbenzyl; R5 is selected from the group consisting of alkyl, haloalkyl, dialkylamino, carboxymethyl, hydroxy and aryl; X is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloalkyl and nitro; and Y is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloaicyl, lower alkylsulfinyl of halogen, and lower alkoxy of halogen; and wherein N- (phosphonomethyl) glycine or a salt thereof is substantially dissolved in an aqueous phase, and the triazolinone herbicide is substantially dissolved in a hydrophobic phase. 52. The composition according to claim 51, further characterized in that the weight ratio of N- (phosphonomethyl) glycine or salt thereof expressed as an acid equivalent to triazolinone herbicide is on the scale of about 1: 1. at about 100: 1. The composition according to claim 52, further characterized in that the weight ratio of N- (phosphonomethyl) glycine or salt thereof expressed as an acid equivalent to triazolinone herbicide is found in the scale from about 2: 1 to about 75: 1. 54.- The composition according to claim 53, further characterized in that the weight ratio of N- (phosphonomethyl) glycine or salt thereof expressed as an acid equivalent to triazolinone herbicide is on the scale of about 5: 1 to about 50: 1. according to claim 54, further characterized in that the weight ratio of N- (phosphonomethyl) glycine or salt thereof expressed as an acid equivalent to triazolinone herbicide is in the range of about 10: 1 to about 40: 1. . 56.- The composition according to claim 51, further characterized in that the hydrophobic phase is dispersed in the aqueous phase, thus forming an emulsion. 57. The composition according to claim 56, further characterized in that the hydrophobic phase further comprises an emulsifier. 58.- The composition according to claim 57, further characterized in that the emulsifier comprises an anionic surfactant. 59. - The composition of. according to claim 58, further characterized in that the emulsifier comprises an alkylbenzene sulphonic acid salt. 60.- The composition according to claim 59, further characterized in that the emulsifier comprises calcium dodecylbenzenesulfonate. 61.- The composition according to claim 58, further characterized in that the emulsifier further comprises a nonionic surfactant. 62.- The composition according to claim 56, further characterized in that the hydrophobic phase further comprises an emulsion stabilizer. 63.- The composition according to claim 62, further characterized in that the emulsion stabilizer comprises silica. 64.- The composition according to claim 56, further characterized in that the hydrophobic phase further comprises a defoamer. The composition according to claim 56, further characterized in that the aqueous phase further comprises a surfactant. 66.- The composition according to claim 65, further characterized in that the surfactant comprises a compound selected from the group consisting of an ethoxylated alkylamine, an ethoxylated alkyl polyamine, an alkyl polyglucoside, an alkoxylated acetylene diol, a polyoxyalkylene alkyl ether, a organosilicone, an ethoxylated alcohol, an ethoxylated Guerbet alcohol, an alkylphenol ethoxylate, a sulfated polyoxyalkylene alkylphenol, an alcohol sulphate, a polyoxyalkylene alcohol sulfate, a monoalcohol phosphate, a dialcohol phosphate, a mono (polyoxyalkylene alcohol) phosphate, a di (polyoxyalkylene alcohol) phosphate , a mono (polyoxyalkylene alkylphenol) phosphate, a di (polyoxyalkylene alkylphenol) phosphate, an alkylphenol carboxylate of polyoxyalkylene, a polyoxylalkylene alcohol carboxylate, a fluorinated surfactant, an ethenamine surfactant, an alkyl sulfonate, an alkylphenylsulfonate, an alkyl sulfate, an alkylphenolsulfate , an agent alkylbetaine surfactant, an alkyl carboxylate, an ethoxylated alkylamide, a quaternary alkylamine, and combinations thereof. 67. The composition according to claim 66, further characterized in that the surfactant comprises a compound selected from the group consisting of an ethoxylated alkylamine, an alkyl polyglucoside, an ethenamine surfactant, a quaternary alkylamine, and combinations thereof. 68.- The composition according to claim 67, further characterized in that the surfactant comprises an ethoxylated alkylamine. 69. - The composition according to claim 67, further characterized in that the surfactant comprises an etheramide surfactant. The composition according to claim 56, further characterized in that the aqueous phase comprises a salt of N- (phosphonomethyl) glycine. 71. The composition according to claim 70, further characterized in that the aqueous phase comprises the N- (phosphonomethyl) glycine salt of monoisopropylammonium. 72. The composition according to claim 70, further characterized in that the aqueous phase comprises the N- (phosphonomethyl) glycine salt of mono (2-hydroxyethylammonium). 73.- The composition according to claim 56, further characterized in that the aqueous phase comprises the N- (phosphonomethyl) glycine salt of monoisopropylammonium, an ethoxylated alkylamine surfactant, sodium sulfite, propylene glycol, and water; and the hydrophobic phase including carfentrazone-ethyl, an aromatic solvent, calcium dodecylbenzenesulfonate, a non-ionic surfactant, and a silicone defoamer; and further characterized in that the hydrophobic phase is dispersed in the aqueous phase to form an emulsion. 74.- A process for the preparation of a herbicidal composition characterized in that the method comprises: (a) providing a hydrophobic solution comprising a triazolinone herbicide; (b) providing an aqueous solution comprising N- (phosphonomethyl) glycine or a salt thereof; and (c) dispersing the hydrophobic solution in the aqueous solution to form an emulsion; wherein the triazolinone herbicide has the structure of formula (V): or a tautomer thereof, wherein: R1 is haloalkyl; R2 is selected from the group consisting of halogen and a lower alkyl; R3 is selected from the group consisting of -CH2CHCICO2R6 and -NHSO2R5; R6 is selected from the group consisting of H, alkyl, alkoxycarbonylalkyl, cycloalkyl, benzyl, chlorobenzyl, alkylbenzyl, and haloalkylbenzyl; R5 is selected from the group consisting of alkyl, haloalkyl, dialkylamino, carboxymethyl, hydroxy and aryl; X is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloalkyl and nitro; and Y is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloalkyl, lower alkylsulfinyl of halogen, and lower alkoxy of halogen. 75. The process according to claim 74, further characterized in that the hydrophobic solution further comprises an emulsifier. 76.- The method according to claim 75, further characterized in that the emulsifier comprises an anionic surfactant. 77. The process according to claim 76, further characterized in that the emulsifier comprises an alkylbenzenesuiphoic acid salt. 78.- The method according to claim 77, further characterized in that the emulsifier comprises calcium dodecylbenzenesulfonate. 79. The method according to claim 76, further characterized in that the emulsifier further comprises a nonionic surfactant. 80.- The process according to claim 75, further characterized in that the hydrophobic phase further comprises an emulsion stabilizer. 81.- The method according to claim 80, further characterized in that the emulsion stabilizer comprises silica. 82. The method according to claim 74, further characterized in that the hydrophobic phase further comprises a defoamer. 83. - The method according to claim 74, further characterized in that the aqueous phase further comprises a surfactant. 84.- A process for the preparation of a herbicidal composition characterized in that the method comprises: (a) providing a mixture that includes: (i) a triazolinone herbicide; (ii) an alkoxylated acetylene diol surfactant; and (iii) a polyoxyalkylene alkyl ether surfactant; and (b) combining the mixture of step (a) with N- (phosphonomethyl) glycine or a salt thereof to form a paste; wherein the triazolinone herbicide has the structure of formula (II): or a tautomer thereof, wherein: R1 is haloalkyl; R2 is selected from the group consisting of halogen and a lower alkyl; R3 is selected from the group consisting of -CH2CHCICO2R4 and -NHSO2R5; R 4 is selected from the group consisting of alkyl, alkoxycarbonylalkyl, cycloalkyl, benzyl, chlorobenzyl, alkylbenzyl, and haloalkylbenzyl; R5 is selected from the group consisting of alkyl, haloalkyl, dialkylamino, carboxymethyl, hydroxy and aryl; X is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloalkyl and nitro; and Y is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloalkyl, lower alkylsulfinyl of halogen, and lower alkoxy of halogen. 85.- The process according to claim 84, further characterized in that R3 of the triazolinone herbicide is -CH2CHCICO2R4. The process according to claim 85, further characterized in that the triazolinone herbicide comprises carfentrazone-ethyl. 87. The process according to claim 84, further characterized in that R3 of the triazolinone herbicide is -NHSO2R5 88. The process according to claim 87, further characterized in that the triazolinone herbicide comprises sulfentrazone. 89.- The method according to claim 84, further characterized in that the mixture of step (a) further comprises a solvent. The method according to claim 89, further characterized in that the solvent is selected from the group consisting of a phosphate solvent, an aromatic solvent, a polyarylalkyl solvent, a polyoxylated trialkylphenyl ether solvent, an aliphatic solvent, dimethylformamide, 4-butyrolactone or N-methyl pyrrolidone. 91. - The method according to claim 90, further characterized in that the solvent comprises an aromatic solvent. 92. The method according to claim 91, further characterized in that the solvent is selected from the group consisting of o-xylene, m-xylene, and p-xylene. 93.- The method according to claim 90, further characterized in that the solvent comprises a phosphate solvent. 94. The process according to claim 93, further characterized in that the solvent comprises 2-ethylhexyldiphenylphosphate. 95. The process according to claim 93, further characterized in that the solvent comprises trixilenilphosphate. 96.- The method according to claim 89, further comprising the step of shaping the paste. 97.- The method according to claim 96, further characterized in that the step of shaping the dough comprises extruding the dough. 98.- The method according to claim 96, further comprising the step of drying the pulp to which it has been shaped. 99. The process according to claim 84, further characterized in that the mixture in which the triazolinone herbicide is dissolved further comprises an alkoxylated organosilicone surfactant. 100. - The process according to claim 99, further characterized in that the mixture in which the triazolinone herbicide is dissolved further comprises a solvent selected from the group consisting of a phosphate solvent, an aromatic solvent, a polyarylalkyl solvent, a solvent of polyoxylated trialkylphenyl ether, an aliphatic solvent, dimethylformamide, 4-butyrolactone or N-methyl pyrrolidone. 101.- The method according to claim 84, further characterized in that step (b) further comprises adding a vehicle. 102. The method according to claim 101, further characterized in that the vehicle comprises ammonium sulfate. 103.- A method for treating plants, characterized in that the method includes contacting the foliage of a plant with a biologically effective amount of a composition that includes N- (phosphonomethyl) glycine or a salt thereof, and a triazolinone herbicide , wherein the triazolinone herbicide has the structure of formula (II): or a tautomer thereof, wherein: R1 is haloalkyl; R2 is selected from the group consisting of halogen and lower alkyl; R3 is -NHSO2R5; R5 is selected from the group consisting of alkyl, haloalkyl, dialkylamino, carboxymethyl, hydroxy and aryl; X is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloalkyl and nitro; and Y is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, haloalkyl, lower alkylsulfinyl of halogen, and lower alkoxy of halogen. 104. The method according to claim 103, further characterized in that the triazolinone herbicide comprises sulfentrazone. The method according to claim 103, further characterized in that the combination comprises a composition comprising: (a) N- (phosphonomethyl) glycine or a salt thereof; (b) a triazolinone herbicide; (c) an alkoxylated acetylene diol surfactant; and (d) a polyoxyalkylene alkyl ether surfactant. The method according to claim 103, further characterized in that the combination comprises a composition wherein the N- (phosphonomethyl) glycine or salt thereof is substantially dissolved in an aqueous phase, the triazolinone herbicide is substantially dissolved in a hydrophobic phase, and the hydrophobic phase is dispersed in the aqueous phase to form an emulsion.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US60/105,958 | 1998-10-28 | ||
US60/080,649 | 1998-10-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
MXPA00009718A true MXPA00009718A (en) | 2001-12-13 |
Family
ID=
Similar Documents
Publication | Publication Date | Title |
---|---|---|
AU2003231699B2 (en) | Combination of glyphosate and a triazolinone herbicide | |
EP0394211B1 (en) | Improved formulations having enhanced water dissolution | |
JP4149521B2 (en) | Compositions and methods for treating plants using exogenous chemicals | |
CA2067851C (en) | Herbicidal compositions with increased crop safety | |
KR19980701620A (en) | Glufosinate and nitrodiphenyl ether herbicides having a synergistic effect and combinations thereof | |
CZ297464B6 (en) | Herbicidal agent containing N-[(4,6-dimethoxypyrimidin-2-yl)-aminocarbonyl]-5-methylsulfonylamidomethyl-2-alkoxycarbonylbenzene sulfonamides and method for controlling undesired plants | |
EP1211936B1 (en) | Water-dispersible agrochemical compositions | |
KR101334544B1 (en) | Herbicidal composition | |
US20100204046A1 (en) | Processes for the Control of Undesired Vegetation | |
HU212259B (en) | Synergetic herbicide compositions | |
JPH08501320A (en) | Agricultural preparations | |
JP2002511394A (en) | Synergistic herbicidal compositions based on phosphorus-containing leaf-acting herbicides, imidazolinone herbicides and growth-promoting herbicides | |
ZA200501014B (en) | Granulated pesticidal composition | |
WO2010009005A2 (en) | Herbicidal treatment compositions and methods for improved control of undesired vegetation in rice crops | |
MXPA00009718A (en) | Combination of glyphosate and a triazolinone herbicide | |
JP2005112792A (en) | Agrochemical composition | |
EP0512738B1 (en) | Herbicidal compositions with increased crop safety | |
AU2001256335B2 (en) | Glyphosate compositions and their use | |
JP4950399B2 (en) | Solid agrochemical composition and method for producing the same | |
EP1145633B1 (en) | Glyphosate compositions and their use | |
CS254350B2 (en) | Stabilized liquid herbicide | |
WO1997002742A1 (en) | Improved formulations having enhanced water dissolution | |
CN118475238A (en) | Surfactant combinations for aqueous agrochemical (crop protection) suspension formulations with high salt content and low concentration of sulfonylurea herbicides | |
MXPA00008846A (en) | Concentrate herbicidal composition | |
SK21894A3 (en) | Herbicidal mixture comprising triazole derivative and sulphonylureas herbicide |