AU2013206606A1 - High load triflurallate emulsifiable concentrate formulations - Google Patents
High load triflurallate emulsifiable concentrate formulations Download PDFInfo
- Publication number
- AU2013206606A1 AU2013206606A1 AU2013206606A AU2013206606A AU2013206606A1 AU 2013206606 A1 AU2013206606 A1 AU 2013206606A1 AU 2013206606 A AU2013206606 A AU 2013206606A AU 2013206606 A AU2013206606 A AU 2013206606A AU 2013206606 A1 AU2013206606 A1 AU 2013206606A1
- Authority
- AU
- Australia
- Prior art keywords
- triallate
- trifluralin
- emulsifiable concentrate
- termul
- surfactant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 237
- 238000009472 formulation Methods 0.000 title claims abstract description 224
- 239000004495 emulsifiable concentrate Substances 0.000 title claims abstract description 71
- 239000005625 Tri-allate Substances 0.000 claims abstract description 325
- MWBPRDONLNQCFV-UHFFFAOYSA-N Tri-allate Chemical compound CC(C)N(C(C)C)C(=O)SCC(Cl)=C(Cl)Cl MWBPRDONLNQCFV-UHFFFAOYSA-N 0.000 claims abstract description 324
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 claims abstract description 235
- 239000004094 surface-active agent Substances 0.000 claims abstract description 75
- 239000013543 active substance Substances 0.000 claims abstract description 15
- 239000007788 liquid Substances 0.000 claims description 212
- 239000002904 solvent Substances 0.000 claims description 209
- 239000003945 anionic surfactant Substances 0.000 claims description 208
- -1 glycol ethers Chemical class 0.000 claims description 173
- 239000002736 nonionic surfactant Substances 0.000 claims description 168
- 239000003921 oil Substances 0.000 claims description 74
- 235000019198 oils Nutrition 0.000 claims description 74
- 239000003208 petroleum Substances 0.000 claims description 73
- 239000000463 material Substances 0.000 claims description 70
- 125000003118 aryl group Chemical group 0.000 claims description 69
- 239000011575 calcium Substances 0.000 claims description 67
- 229910052791 calcium Inorganic materials 0.000 claims description 67
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 66
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 62
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 33
- 150000001412 amines Chemical class 0.000 claims description 33
- 150000003839 salts Chemical class 0.000 claims description 27
- 239000003760 tallow Substances 0.000 claims description 25
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 24
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 24
- 229910021653 sulphate ion Inorganic materials 0.000 claims description 24
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 claims description 23
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 18
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 18
- 239000012141 concentrate Substances 0.000 claims description 13
- 235000008504 concentrate Nutrition 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 12
- 229920001400 block copolymer Polymers 0.000 claims description 12
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 10
- 150000003973 alkyl amines Chemical class 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 239000008096 xylene Substances 0.000 claims description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- 239000004359 castor oil Substances 0.000 claims description 9
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 8
- 239000000194 fatty acid Substances 0.000 claims description 8
- 229930195729 fatty acid Natural products 0.000 claims description 8
- 150000004665 fatty acids Chemical class 0.000 claims description 8
- 229920000847 nonoxynol Polymers 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 8
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 8
- UDSFAEKRVUSQDD-UHFFFAOYSA-N Dimethyl adipate Chemical compound COC(=O)CCCCC(=O)OC UDSFAEKRVUSQDD-UHFFFAOYSA-N 0.000 claims description 7
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 7
- 235000019438 castor oil Nutrition 0.000 claims description 7
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 7
- 230000003381 solubilizing effect Effects 0.000 claims description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 6
- 150000001298 alcohols Chemical class 0.000 claims description 6
- 150000002194 fatty esters Chemical class 0.000 claims description 6
- 229930195733 hydrocarbon Natural products 0.000 claims description 6
- 150000002430 hydrocarbons Chemical class 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 claims description 5
- IEORSVTYLWZQJQ-UHFFFAOYSA-N 2-(2-nonylphenoxy)ethanol Chemical compound CCCCCCCCCC1=CC=CC=C1OCCO IEORSVTYLWZQJQ-UHFFFAOYSA-N 0.000 claims description 5
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 claims description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 5
- 229920001451 polypropylene glycol Polymers 0.000 claims description 5
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 claims description 4
- TVFWYUWNQVRQRG-UHFFFAOYSA-N 2,3,4-tris(2-phenylethenyl)phenol Chemical compound C=1C=CC=CC=1C=CC1=C(C=CC=2C=CC=CC=2)C(O)=CC=C1C=CC1=CC=CC=C1 TVFWYUWNQVRQRG-UHFFFAOYSA-N 0.000 claims description 4
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 159000000007 calcium salts Chemical class 0.000 claims description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 4
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 claims description 4
- 235000014666 liquid concentrate Nutrition 0.000 claims description 4
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 4
- 235000021317 phosphate Nutrition 0.000 claims description 4
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 claims description 4
- 150000003626 triacylglycerols Chemical class 0.000 claims description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 3
- 125000005907 alkyl ester group Chemical group 0.000 claims description 3
- 230000001186 cumulative effect Effects 0.000 claims description 3
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 claims description 2
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 claims description 2
- BCFOOQRXUXKJCL-UHFFFAOYSA-N 4-amino-4-oxo-2-sulfobutanoic acid Chemical class NC(=O)CC(C(O)=O)S(O)(=O)=O BCFOOQRXUXKJCL-UHFFFAOYSA-N 0.000 claims description 2
- JYCQQPHGFMYQCF-UHFFFAOYSA-N 4-tert-Octylphenol monoethoxylate Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(OCCO)C=C1 JYCQQPHGFMYQCF-UHFFFAOYSA-N 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- 108010077895 Sarcosine Proteins 0.000 claims description 2
- 239000004141 Sodium laurylsulphate Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 150000001299 aldehydes Chemical class 0.000 claims description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 claims description 2
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 2
- OCSIXPGPUXCISD-UHFFFAOYSA-N azane;2-[dodecanoyl(methyl)amino]acetic acid Chemical compound N.CCCCCCCCCCCC(=O)N(C)CC(O)=O OCSIXPGPUXCISD-UHFFFAOYSA-N 0.000 claims description 2
- 239000004305 biphenyl Substances 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 239000003093 cationic surfactant Substances 0.000 claims description 2
- 235000019864 coconut oil Nutrition 0.000 claims description 2
- 239000003240 coconut oil Substances 0.000 claims description 2
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 claims description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 150000003951 lactams Chemical class 0.000 claims description 2
- 229920002113 octoxynol Polymers 0.000 claims description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 2
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 claims description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 150000004040 pyrrolidinones Chemical class 0.000 claims description 2
- 229940043230 sarcosine Drugs 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims description 2
- 229940087291 tridecyl alcohol Drugs 0.000 claims description 2
- MCVUKOYZUCWLQQ-UHFFFAOYSA-N tridecylbenzene Chemical class CCCCCCCCCCCCCC1=CC=CC=C1 MCVUKOYZUCWLQQ-UHFFFAOYSA-N 0.000 claims description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 2
- 239000008158 vegetable oil Substances 0.000 claims description 2
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 claims 6
- BGVCWPVMJIEXBL-UHFFFAOYSA-N 2-ethoxyhexan-1-ol Chemical compound CCCCC(CO)OCC BGVCWPVMJIEXBL-UHFFFAOYSA-N 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- 239000000839 emulsion Substances 0.000 description 220
- 238000000926 separation method Methods 0.000 description 140
- 230000032683 aging Effects 0.000 description 119
- 238000003556 assay Methods 0.000 description 119
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 94
- 238000011068 loading method Methods 0.000 description 89
- 238000012360 testing method Methods 0.000 description 89
- 239000006071 cream Substances 0.000 description 86
- 230000002085 persistent effect Effects 0.000 description 64
- 239000000126 substance Substances 0.000 description 64
- 238000005187 foaming Methods 0.000 description 63
- 230000005484 gravity Effects 0.000 description 62
- 230000007774 longterm Effects 0.000 description 58
- PPEUFMPTTNDVHP-UHFFFAOYSA-N 4-methyl-2,3-dinitro-n,n-dipropylaniline Chemical compound CCCN(CCC)C1=CC=C(C)C([N+]([O-])=O)=C1[N+]([O-])=O PPEUFMPTTNDVHP-UHFFFAOYSA-N 0.000 description 57
- PDQRIMRBJSQRSL-UHFFFAOYSA-N di(propan-2-yl)carbamothioic s-acid Chemical compound CC(C)N(C(C)C)C(S)=O PDQRIMRBJSQRSL-UHFFFAOYSA-N 0.000 description 57
- 229940092714 benzenesulfonic acid Drugs 0.000 description 47
- 238000004458 analytical method Methods 0.000 description 39
- 239000004009 herbicide Substances 0.000 description 33
- 238000005191 phase separation Methods 0.000 description 25
- 230000002363 herbicidal effect Effects 0.000 description 24
- 241000209082 Lolium Species 0.000 description 20
- 238000000034 method Methods 0.000 description 16
- 241000196324 Embryophyta Species 0.000 description 13
- NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 12
- 125000000129 anionic group Chemical group 0.000 description 12
- 229920001983 poloxamer Polymers 0.000 description 12
- 239000007921 spray Substances 0.000 description 10
- HCWYXKWQOMTBKY-UHFFFAOYSA-N calcium;dodecyl benzenesulfonate Chemical compound [Ca].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 HCWYXKWQOMTBKY-UHFFFAOYSA-N 0.000 description 9
- 239000012321 sodium triacetoxyborohydride Substances 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 125000002091 cationic group Chemical group 0.000 description 7
- 239000010931 gold Substances 0.000 description 7
- 229910052737 gold Inorganic materials 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000000470 constituent Substances 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
- 238000011161 development Methods 0.000 description 6
- 230000018109 developmental process Effects 0.000 description 6
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 6
- 238000004806 packaging method and process Methods 0.000 description 6
- 238000003359 percent control normalization Methods 0.000 description 6
- SPANOECCGNXGNR-UITAMQMPSA-N Diallat Chemical compound CC(C)N(C(C)C)C(=O)SC\C(Cl)=C\Cl SPANOECCGNXGNR-UITAMQMPSA-N 0.000 description 5
- 150000003871 sulfonates Chemical class 0.000 description 5
- 230000000007 visual effect Effects 0.000 description 5
- 241000209140 Triticum Species 0.000 description 4
- 235000021307 Triticum Nutrition 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 239000003849 aromatic solvent Substances 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- 230000004083 survival effect Effects 0.000 description 4
- 239000004557 technical material Substances 0.000 description 4
- 238000011282 treatment Methods 0.000 description 4
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 3
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 229920005682 EO-PO block copolymer Polymers 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000011835 investigation Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 238000010899 nucleation Methods 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- BCXBXZDINPEGOK-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethanol 2-(2-hydroxypropoxy)propan-1-ol methoxymethane propane-1,2-diol Chemical compound CC(COC(C)CO)O.C(COCCO)O.C(C(C)O)O.COC BCXBXZDINPEGOK-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- 244000100545 Lolium multiflorum Species 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000005587 Oryzalin Substances 0.000 description 2
- 206010034133 Pathogen resistance Diseases 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 235000004443 Ricinus communis Nutrition 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000013102 re-test Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- GKHAMKUBNXPDAS-UHFFFAOYSA-N 1-butoxybutane;2-(2-hydroxyethoxy)ethanol Chemical compound OCCOCCO.CCCCOCCCC GKHAMKUBNXPDAS-UHFFFAOYSA-N 0.000 description 1
- CGNBQYFXGQHUQP-UHFFFAOYSA-N 2,3-dinitroaniline Chemical class NC1=CC=CC([N+]([O-])=O)=C1[N+]([O-])=O CGNBQYFXGQHUQP-UHFFFAOYSA-N 0.000 description 1
- QAPFPOOLEMZROC-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO.CCCCC(CC)CO QAPFPOOLEMZROC-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 241001198498 Assara Species 0.000 description 1
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 description 1
- 235000006008 Brassica napus var napus Nutrition 0.000 description 1
- 240000000385 Brassica napus var. napus Species 0.000 description 1
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- RWMWPIVDMQROHK-UHFFFAOYSA-N C(CCCCC(=O)OC)(=O)OC.C(CCC(=O)OC)(=O)OC.C(C)OCC Chemical compound C(CCCCC(=O)OC)(=O)OC.C(CCC(=O)OC)(=O)OC.C(C)OCC RWMWPIVDMQROHK-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 101100096703 Drosophila melanogaster mtSSB gene Proteins 0.000 description 1
- 239000005562 Glyphosate Substances 0.000 description 1
- 101150084935 PTER gene Proteins 0.000 description 1
- GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 description 1
- 102000004243 Tubulin Human genes 0.000 description 1
- 108090000704 Tubulin Proteins 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 229940054066 benzamide antipsychotics Drugs 0.000 description 1
- 150000003936 benzamides Chemical class 0.000 description 1
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
- GNVMUORYQLCPJZ-UHFFFAOYSA-N carbamothioic s-acid Chemical group NC(S)=O GNVMUORYQLCPJZ-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 150000001907 coumarones Chemical class 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical class OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000003197 gene knockdown Methods 0.000 description 1
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 1
- 229940097068 glyphosate Drugs 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- LZGUHMNOBNWABZ-UHFFFAOYSA-N n-nitro-n-phenylnitramide Chemical group [O-][N+](=O)N([N+]([O-])=O)C1=CC=CC=C1 LZGUHMNOBNWABZ-UHFFFAOYSA-N 0.000 description 1
- UNAHYJYOSSSJHH-UHFFFAOYSA-N oryzalin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(S(N)(=O)=O)C=C1[N+]([O-])=O UNAHYJYOSSSJHH-UHFFFAOYSA-N 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- GUDIUEQLEQNWFS-UHFFFAOYSA-N propane-1,2-diol;propan-2-one Chemical compound CC(C)=O.CC(O)CO GUDIUEQLEQNWFS-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000010076 replication Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012956 testing procedure Methods 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
- FHYUCVWDMABHHH-UHFFFAOYSA-N toluene;1,2-xylene Chemical group CC1=CC=CC=C1.CC1=CC=CC=C1C FHYUCVWDMABHHH-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
28/06/13,Case 20106 - CAP Specification,144 - 144 An emulsifiable concentrate formulation including as active agents trifluralin and triallate and also including at least one agriculturally acceptable surfactant, wherein the sum of concentrations of trifluralin and triallate in the emulsifiable concentrate formulation is greater than 600 g/L, preferably greater than 700g/L, even more preferably greater than 800 g/L.
Description
16/08/13,jb20106 cap amended specification.docx, I HIGH LOAD TRIFLURALLATE EMULSIFIABLE CONCENTRATE FORMULATIONS FIELD OF THE INVENTION [0001] This invention relates to formulations of herbicides that comprise both trifluralin and triallate. In particular this invention relates to emulsifiable concentrate formulations that contain a combined high loading of trifluralin and triallate as active agents, and to methods of preparing such formulations. [0002] This specification incorporates by reference the entire contents of Australian Provisional Patent Application No. 2012902728 and the Appendix thereto, which Appendix forms part of that specification. BACKGROUND OF THE INVENTION [0003] Trifluralin is a dinitroaniline group D pre-emergence herbicide that has been used to control weeds such Annual Ryegrass in cereals such as wheat, and has also been used to control weeds in pulses and canola. Group D herbicides act by inhibiting tubulin formation, and the group includes the dinitroanilines, the benzamides and the pyradines. There has been an increase in the abundance of ryegrass with some degree of resistance to trifluralin, and it has been proposed that the co-application of triallate with trifluralin may enable more effective weed control to be obtained. [0004] Triallate is a thiocarbamate Group J pre-emergence herbicide with a different mode of action from trifluralin. Group J herbicides are non ACC-ase inhibitors of lipid synthesis, and the group includes the chlorocarbonic acids, the thiocarbamates, the phosphorodithioates and the benzofurans.
16/08/13jb20106 cap amended specification.docx,2 -2 [0005] Both trifluralin and triallate are low-melting point herbicides that are commonly applied (as individual formulations) in the form of an emulsifiable concentrate. [0006] Whenever co-application of trifluralin and triallate has been carried out, the co-application has typically involved a step of adding an emulsion concentrate formulation of trifluralin to water in the spray tank, and a separate step of adding an emulsion concentrate formulation of triallate to water in the spray tank. [0007] Typically a commercially viable trifluralin emulsifiable concentrate comprises 480 - 500 g/L trifluralin and about 360 - 600 g/L liquid hydrocarbon solvent. Thus, for example, FARMOZ TRIFLURALIN 480 (as sold by Farmoz in Perth, Australia) containing 480 g/L trifluralin, and NUFARM TRIFLUR 500 (as sold by Nufarm in Melbourne Australia) containing 500 g/L trifluralin. TREFLAN 480 (as sold by Dow AgroSciences in Melbourne Australia) containing 480 g/L trifluralin and 500 g/L liquid hydrocarbons as solvent. [0008] Typically a commercially viable triallate emulsifiable concentrate contains 500 g/L triallate or less. For example 4FARMERS TRIALLATE 500EC (manufactured by 4 Farmers), SMART TRIALLATE 500 EC (manufactured by Crop Smart), AVADEX XTRA, contain 500g/L triallate and 471 g/L liquid hydrocarbon as solvent. [0009] Emulsifiable concentrate products that contain more than one active herbicidal ingredient have previously been manufactured, for example Trifluralin-Oryzalin 250 EC (manufactured by Titan Ag of Newport NSW Australia), which includes 125 g/L trifuralin and 125 g/L oryzalin. In this formulation, the solvents include (a) 200g/L diethyleneglycol monobutyl ether, (b)132 g/L liquid hydrocarbon, and (c) 220 g/L n-methyl-2pyrrolidone. It is worthy of note that emulsifiable concentrate products that contain 2 or more 16/08/13jb20106 cap amended specification.docx,3 -3 active ingredients typically contain a significantly lower concentration of each individual active ingredient than an emulsifiable concentrate product that contains just one of those individual active ingredients. [0010] The use of a tank mix approach wherein a trifluralin concentrate and a triallate concentrate (separately packaged) are taken to a spray tank and added to the spray water in the spray tank prior to spray application to control weeds is not robust and efficient for the following reasons: " The quantity of high-grade packaging (i.e., packaging adapted to hazardous substances and/or dangerous goods) required is significantly large " The number of steps that must be carried out by the farmer is high " It is easy to add the wrong ratios of triallate and trifluralin " The number of independently packaged materials required to achieve good weed control is significant " Incompatibilities may become evident on combination of the separately packaged products " Conflicting or inconsistent application instructions for each of the individual compounds often need to be interpreted and reconciled. [0011] It is highly desirable to have an emulsifiable concentrate formulation which contains a greater fraction of herbicidally active agent or agents than is conventionally the case for the following reasons: 16/08/13,jb20106 cap amended specification.docx,4 -4 - There is less solvent released to the environment for a given application of herbicide; = There is less packaging required for a given application of herbicide; - The energy of transporting a given quantity of herbicide from the factory to the distributor, and from the distributor to the farm (or application site) is reduced; " Problems associated with recycling or disposal of packaging are reduced; - The contact toxicity of herbicide may be reduced; - The flammability/combustability of the herbicide formulation is likely to be reduced; - The weight of goods that must be carried by a farm worker is likely to be reduced; - The use of a more concentrated herbicide formulation may demonstrate superior formulation expertise to customers (farmers). [0012] In this specification, the term "solubilizing moiety" is taken to refer to any liquid system in which both trifluralin and triallate are mutually soluble. Such liquid systems include systems that include conventional agriculturally acceptable solvents, and also systems that include conventional agriculturally acceptable liquid or liquid containing surfactants, provided that both the triallate and the trifluralin present in the formulation dissolve in said liquid system. A solubilizing moiety for the active agents may contain one, two or even more liquid components. The weight of a solubilizing moiety for the 16/08/13,jb20106 cap amended specification.docx,5 -5 active agents is taken to be the sum of the weights of liquid components that constitute the solvent system for the active agents. For the avoidance of doubt, if a solubilizing moiety for the active agents happens to include one or more solubilised solids (e.g., a solid dissolved surfactant), the weight of the solubilizing moiety for the active agents is taken to be the sum of the weights of the liquid components of the solvent system for the active agents, but does not include the weights of non-active agent solid components that may be dissolved. The reference temperature is room temperature. [0013] The term "agriculturally acceptable solvent" is taken to refer to solvents for herbicides wherein each component of the solvent has been approved for inclusion in an agricultural formulation in at least one country with an agricultural industry and an agricultural regulatory system. The term "agriculturally acceptable" means registered or otherwise approved for use in agriculture in at least one country. SUMMARY OF THE INVENTION [0014] According to one aspect of the present invention, there is provided an emulsifiable concentrate formulation including as active agents trifluralin and triallate and also including at least one agriculturally acceptable surfactant, wherein the sum of concentrations of trifluralin and triallate in the emulsifiable concentrate formulation is greater than 600 g/L, preferably greater than 700g/L, even more preferably greater than 800 g/L, and still more preferably greater than 850 g/L or 900 g/L. [0015] According to another aspect of the present invention there is provided an emulsifiable concentrate formulation of trifluralin and triallate including: trifluralin and triallate, wherein the combination of trifluralin and triallate comprises at least 600 g/L of the emulsifiable concentrate formulation; at least one solid, liquid-containing, or liquid, agriculturally acceptable surfactant; optionally, at least one agriculturally acceptable solvent; wherein 16/08/13,jb20106 cap amended specification.docx,6 -6 the liquid components of the emulsifiable concentrate formulation form a solubilizing moiety for the trifluralin and triallate, and wherein the trifluralin plus triallate/solubilizing moiety weight ratio is greater than 2. [0016] In one preference the emulsifiable concentrate formulation also comprises at least one agriculturally acceptable solvent or solvent system for trifluralin and triallate, and the ratio of the cumulative weight of active agents to solvent or solvent system is greater than 2, preferably greater than 4 and more preferably greater than 6. [0017] In one preference, the concentration of trifluralin in the emulsifiable concentrate formulation is between 250 g/L and 500 g/L. [0018] In one preference, the concentration of triallate in the emulsifiable concentrate formulation is between 300 g/L and 690 g/L. [0019] In one preference, the agriculturally acceptable solvent is comprises at least one member from the set consisting of alkane materials, aromatic materials, alkylaryl materials, alcohol-containing materials, ether containing materials, ester-containing materials, ketone-containing materials, lactam-containing materials, amide-containing materials, chlorinated materials, aldehyde-containing materials. [0020] In one preference, the agriculturally acceptable solvent comprises at least one member of the set solvent naphtha (petroleum), heavy aromatic fraction, xylene, toluene, pyrrolidones including N-alkylated pryrrolidones such as n-methyl pyrrolidone, cyclohexanone, acetone, glycol ethers such as diethyleneglycol monomethyl ether (including the material sold under the trade name Carbitol), ethyleneglycolmonobutylethers (including the material sold under the trade name Butyl Glysolv), Propylene glycol monomethyl ether (including the material sold under the trade name Glysolv PM), methanol, ethanol, isopropanol, decanol, parrafins, hexane, acetic acid 16/08/13,jb20 106 cap amended specification.docx,7 -7
C
6
-C
8 branched alkyl ester ((including the material sold under the trade name Exxate 700). [0021] In one preference the density of the emulsifiable concentrate is at least 1.10 g/ml and preferably at least 1.15 g/ml. [0022] In one preference, the cumulative amount (net of carrier solvent) of the at least one agriculturally acceptable surfactant is at least 40 g/L and preferably at least 60, more preferably at least 70 g/L. [0023] In one preference, the at least one agriculturally acceptable surfactant includes a nonionic surfactant. [0024] Preferably, the at least one agriculturally acceptable nonionic surfactant is chosen from the categories in the set consisting of alkoxylated block polymers, alkoxylated alcohols, alkoxylated alkylphenols, alkoxylated amines, alkoxylated amides, alkoxylated fatty esters, alkoxylated oils, fatty esters, alkoxylated fatty acids, sorbitan derivatives. [0025] More preferably, the at least one agriculturally acceptable nonionic surfactant is chosen from the set consisting of nonylphenol ethoxylate (including materials sold under the trade name Teric N9, Teric N15, Teric N30), octylphenol ethoxylate (including materials sold under the trade name Teric X5, Terix X8, Teric X10), alkoxylated alkylphenol (including materials sold under the trade name Termul 200, Orisurf 200), vegetable oil ethoxylate (including materials sold under the trade name Termul 1284, Termul 1285), tristyryl phenol ethoxylates (including material sold under the trade name Termul 3150), alcohol ethoxylates such as tridecyl alcohol -9EO (including material sold under the trade name Teric 13A9), C 12
-C
14 alcohols reacted with 2 moles EO (including material sold under the trade name Teric 12A2N), block copolymers such as polyoxyethylene/polyoxypropylene block copolymer (including materials sold under the trade names Teric PE62, Teric PE64, Teric 16/08/13,jb20106 cap amended specification.docx,8 -8 PE 68), and fatty amine higher-mole ethoxylates (such as tallow amine ethoxylates and oleyl amine ethoxylate) which have non-ionic characteristics such as cloud point and compatibility with anionic surfactants (including materials sold under the trade name Terwet 3780). [0026] In another preference the at least one agriculturally acceptable surfactant includes an anionic surfactant. [0027] Preferably, the at least one agriculturally acceptable anionic surfactant is chosen from the categories in the set consisting of alkylaryl sulfonates; alkylarylsulfonic acids; carboxylated alcohol ethoxylates and alkylphenol ethoxylates; carboxylic acids/fatty acids; diphenyl sulfonate derivatives; olefin sulfonates; phosphate esters; phosphorus organic derivatives; sulfates and sulfonates of oils and fatty acids; sulfates and sulfonates of ethoxylated alkylphenols; sulfates of ethoxylated alcohols; sulfates of fatty esters; sulfonates of dodecyl and tridecylbenzenes; sulfonates of naphthalene and alkyl naphthalene; sulfonates of petroleum; sulfosuccinamates; alkoxylated amines; sarcosine derived surfactants such as, ammonium lauroyl sarcosinate; alkoxylates as above other than ethoxylates (such a propoxylates, butoxylates). [0028] More preferably, the at least one agriculturally acceptable anionic surfactant is chosen from the set consisting of linear and branched alkylbenzenesulphonates and salts thereof which may be provided as a solution in a solvent such as calcium C 12
-C
14 alkylbenzenesulfonate (including materials sold under the trade name NANSA EVM70/2E which is carried in 2 ethylhexanol), alkyl sulphates such as sodium lauryl sulphate (including material sold under the trade name Empicol LX/N), alkyl ether sulfates such as sodium lauryl ether (2EO) sulphate (including material sold under the trade name Emipmin KESX70/AU), alkyl phosphates (including material sold under the trade names Alkanate PA100, Alkanate PG30, and Alkanate PL50), alkyl ether phosphates (including material sold under the trade name Alkanate 16/08/13jb20106 cap amended specification.docx,9 -9 PK100), alkylphenol ether sulfate/tallow amine ethoxylate salts (including materials sold under the trade names Toximul TANS-5, Toximul TANS-6, Toximul TANS-8, Toximul TANS-15), and alcohol ether sulphate/tallow amine ethoxylate salts (including materials sold under the trade names Toximul TAABS-5, Toximul TAABS-8). [0029] In another preference, the at least one agriculturally acceptable surfactant includes a cationic surfactant such as fatty amine lower-mole ethoxylates which may be incompatible with anionic surfactants. [0030] In one preference, the anionic surfactant is a calcium alkylbenzenesulfonic acid surfactant, e.g., a 60% solution thereof in 2 ethylhexanol, and the quantity of this solution used to make each litre of concentrate is in the range 40 -100 grams. [0031] In one preference, the non-ionic surfactant is an alkoxylated alkylphenol, and the quantity of this material used to make each litre of concentrate is in the range 30 - 90 grams. [0032] In one preference, the agriculturally acceptable solvent is chosen from the set consisting of high flash-point aromatic hydrocarbons, especially hydrocarbons having a boiling range of about 180 - 210'C (e.g., Solvesso 150 or Recosol 150), xylene, dimethyl adipate, N-methyl pyrrolidone, and diethyleneglycol monomethyl ether. [0033] In one preference, the weight of agriculturally acceptable solvent used to make each litre of concentrate is in the range 50 - 250 grams. [0034] According to another aspect of the invention, the at least one agriculturally acceptable surfactant includes at least one of a first agriculturally acceptable surfactant chosen from the set consisting of alkyl phenol alkoxylates, fatty acid alkoxylates, alkoxylated triglycerides, and tristyrylphenol alkoxylates, wherein said alkoxylates include ethoxylates, 16/08/13jb20106 cap amended specification.docx,10 - 10 propoxylates, and mixed ethoxylate-propoxylates, including multi-block ethoxylate/propoxylate materials. [0035] According to another aspect of the invention, the at least one of a first agriculturally acceptable surfactant is an alkylphenol alkoxylate chosen from the set consisting of nonyl phenol EO-10 diblock materials with one block having 7-11 EO moieties (on an average basis) and the other block having 8 to 12 PO moieties (on an average basis). [0036] According to another aspect of the invention, the at least one of a first agriculturally acceptable surfactant is chosen from the set of alkoxylated triglycerides including alkoxylated castor oils (including castor oil 36 EO) (on an average basis) and alkoxylated coconut oil. [0037] According to another aspect of the invention, the at least one of a first agriculturally acceptable surfactant is present in the range from 30 to 100 g/L. [0038] According to another aspect of the invention, the at least one agriculturally acceptable surfactant includes at least one of a second agriculturally acceptable surfactant chosen from the set consisting of calcium alkylbenzene sulfonic acid in liquid concentrate form, alkylphenol ether sulphate/alkylamine ethoxylate salt, and alcohol ether sulphate/alkylamine ethoxylate salt. [0039] According to another aspect of the invention, the at least one second agriculturally acceptable surfactant is chosen from the set consisting of calcium alkylbenzene sulfonic acid salt in liquid concentrate form wherein the alkyl moiety, which may be straight or branched, is C 8
-C
14 alkyl. [0040] According to another aspect of the invention, the alkyl moiety, which may be straight or branched, is Cio-CI 2 alkyl.
16/08/13.jb20106 cap amended specification.docx, 11 - 11 [0041] According to another aspect of the invention, the at least one second agriculturally acceptable surfactant is chosen from the set consisting of alkylphenol ether sulphate/alkylamine ethoxylate salt and alcohol ether sulphate/alkylamine ethoxylate salt, wherein the alkylamine moiety is C 14
-C
18 alkyl, including tallowamine. [0042] According to another aspect of the invention, the at least one second agriculturally acceptable surfactant is present in the range from 30 to 120 g/L. [0043] According to another aspect of the invention, the at least one of calcium alkylbenzene sulfonic acid salt is present, net of solvent, in the range from 15 to 70 g/L. [0044] According to another aspect of the invention, the anionic surfactant is a calcium alkylbenzenesulfonic acid surfactant, e.g., a 60% solution thereof in 2-ethylhexanol, and the quantity of this solution used to make each litre of concentrate is in the range 40 -100 grams. [0045] According to another aspect of the present invention there is provided a method for selectively killing weeds, such as Annual Ryegrass, that are at least partially resistant to trifluralin, comprising the addition of emulsifiable concentrate formulation according to the present invention to the spray water of a spray tank, and spraying the resultant spray water emulsion onto the site where the weeds are expected to emerge. DESCRIPTION OF PREFERRED EMBODIMENTS AND EXAMPLES [0046] In order that the present invention may be more readily comprehended, reference is made to the following examples, some of which are preferred embodiments of the present invention.
16/08/13,jb20106 cap amended specification.docx, 12 - 12 EXAMPLE 1 [0047] The following emulsifiable concentrate formulation according to the invention was made by mixing the components described in the table below. CAS number Component name Function Concentration (g/L) 1582-09-8 Trifluralin 95% Active 368.4 2303-17-5 Triallate 95% Active 578.9 64742-94-5 Aromatic 150 (e.g. Recosol Solvent 120.1 150) 37251-69-7 Alkoxylated alkylphenol (e.g. Surfactant 56.1 Termul 200) 68584-23-6 in Alkylbenzenesulfonic acid, 104-76-7 calcium salt in 2-ethylhexanol Surfactant 68.5 (e.g. Ninate 60E) 1192 [0048] The concentration of trifluralin in the example is 368.4x0.95 = 350 g/L and the concentration of triallate is 578.9x0.95 = 550 g/L. [0049] The raw materials used to make the concentrate formulation of example 1 were obtained from the suppliers shown in the table below: Component Purchased from (incl. trade name) Trifluralin 95% technical Trifluralin (CAS# 1582-09-8) Manufactured by Zhejiang Hetian Chemical Co. Ltd., Area M18-5-4, Xinsha Economic Development Zone, Hangzhou PR China Purchased from China Jiangsu International Economic Technical Cooperation Corporation, 24F., No. 8 Zhongshan Nanlu, Nanjing 210005, P.R. China Triallate 95% technical Triallate (CAS# 2303-17-5) Manufactured by Zhejiang Hetian Chemical Co. Ltd., Area M18-5-4, Xinsha Economic Development Zone, Hangzhou PR 16/08/13,jb20106 cap amended specification.doex,13 - 13 China Purchased from Zhejiang Hetian Chemical Co. Ltd., Area M18-5-4, Xinsha Economic Development Zone, Hangzhou PR China Aromatic solvent 150 Proprietary Name = Recosol 150 (e.g., Recosol 150) Manufactured by Recochem Purchased from Recochem Anionic surfactant Proprietary Name = Ninate 60E e.g., Alkylbenzenesulfonic Manufactured by Stepan acid, calcium salt in 2- Purchased from Orica Australia ethylhexanol (e.g., ninate 60E) Non-ionic surfactant Proprietary Name = Termul 200 e.g., alkoxylated alyklyphenol e.g., Termul Manufactured by Huntsman 200. (solvent-free) Purchased from Huntsman Australia [0050] The method of manufacture used to make the formulation of example 1 at a scale of 1 O,OOOL, was as follows, with the steps being identified numerically as 1.1, 1.2, 1.3 and so on. [0051] 1.1 Ensure formulation vessel is empty and clean. [0052] 1.2 Charge the formulation vessel with solvent as follows, with agitator off: 1. Aromatic solvent 150 (e.g., Recosol 150) 1050kg [0053] 1.3 Charge the formulation vessel with active ingredients as follows to, with intermittent agitation following the addition of every 1000 kg or so. As trifluralin technical material has a nominal melting point of the order of 50'C, heating will generally be required to establish a liquid form prior to processing, triallate technical material has a nominal melting point of 16/08/13jb20106 cap amended specification.docx,14 -14 the order of 30*C, depending on its form, and gentle heating may be required to establish a liquid form prior to processing. 2. Trifluralin 95% Tech 3684kg 3. Triallate 95% Tech 5790kg [0054] 1.4 Charge the formulation vessel with the surfactants as follows, clearing residual surfactant from any pumps or process lines used with the remaining complement of solvent: 4. Alkylbenzenesulfonic acid, calcium salt in 2- 685kg ethylhexanol (e.g., Ninate 60E) 5. Alkoxylated alkylphenol (e.g., Termul 200) 560kg 6. Aromatic solvent 150 (e.g., Recosol 150) 151kg [0055] 1.5 Continue agitating the resulting formulation for a minimum of 30 minutes following addition of the last ingredient. [0056] 1.6 Sample approximately IL of product, ensuring it is representative. [0057] 1.7 Sub-sample 250mL from the original IL sample, and subject it to the following testing regime. [0058] 1.7.1 Specific gravity (CIPAC MT3.1). [0059] 1.7.2 pH 1% aqueous (CIPAC MT75.3). [0060] 1.7.3 Emulsion characteristics (CIPAC MT36.1). [0061] 1.7.4 Persistent foam (CIPAC MT47.2).
16/08/13jb20106 cap amended specification.docx, 15 - 15 [0062] 1.7.5 Active constituent (Trifluralin) content (using validated method). [0063] 1.7.6 Active constituent (Triallate) content (using validated method). [0064] 1.8 If the specific gravity is within the bounds of the acceptable range listed in the specification, record the value and proceed to the next test. If the specific gravity is outside of the bounds of the acceptable range listed in the specification, agitate the formulation charge until specific gravity is constant. If still outside of the bounds of the acceptable range, quarantine batch for further investigations and possible rework. [0065] 1.9 If pH 1% aqueous is satisfactory, record results and proceed to the next test. If pH 1% aqueous is outside the bounds of the acceptable range listed in the specification, quarantine the batch for further investigations and possible rework. [0066] 1.10 If emulsion stability in standard hard water is satisfactory, record results and proceed to the next test. If emulsion stability is outside the bounds of the acceptable range listed in the specification, adjust the contents of surfactants (Alkylbenzenesulfonic acid, calcium salt in 2 ethylhexanol (e.g., Ninate 60E) and Alkoxylated alkylphenol (e.g., Termul 200)). After suitable agitation time to ensure homogeneity, resample and retest. Repeat adjustment process until emulsion stability is within the bounds of the acceptable range. [0067] 1.11 If persistent foaming characteristics are satisfactory, record results and proceed to the next test. If persistent foaming characteristics are outside the bounds of the acceptable range quarantine the batch for further investigations and possible rework.
16/08/13,jb20106 cap amended specification.docx, 16 - 16 [0068] 1.12 If active constituent level is satisfactory, record results. If active constituent level is outside the bounds of the acceptable range listed in the specification, adjust the level accordingly by adding additional aromatic solvent 150 (for a high active content) or additional trifluralin and/or triallate active constituent (for a low active content). After suitable agitation time to ensure homogeneity, resample and retest. Repeat adjustment process until active constituent levels are within the bounds of the acceptable range. [0069] 1.13 Catalogue and store a retention sample of approximately 200g. Tests to Confirm the Suitability of the Formulation in Example 1 [0070] For the test methods identified by the prefix CIPAC, refer to International Pesticides Analytical Council (CIPAC) published methodology. The Brookfield viscometer used for measuring viscosity of this formulation was Brookfield Viscometer Model LVT Serial No. 102809, and the spindle used was Spindle No. 2. The spindle rotation rate was 60 rpm. Parameter Test Method Required Observed Outcome Outcome appearance visual homogeneous homogeneous liquid liquid assay validated 875 - 925 g/L complies chromatographic method, 98-102% accuracy, linearity R>0.99 pH (1%) CIPAC MT 75.3 4-10 7.7 Spec Gravity CIPAC MT 3.1 1.00- 1.30 1.185 (SG) Emulsion CIPAC MT 47.2 <2 ml cream and complies characteristics < trace oil after 30 min, complete 16/08/13jb20106 cap amended specification.docx,17 - 17 resuspension after 24 hrs Persistent CIPAC MT 47.2 <60 ml after 1 12ml (1 min) foaming min cold stability visual no phase complies separation viscosity 20'C Brookfield 0 - 2000 cPs 35 cPs viscometer viscosity 5'C Brookfield 0 - 2000 cPs 80 cPs viscometer Long term As above, after complies performance storage at 54*C for 2 weeks CIPAC MT 46.1 [0071] The characteristics of the emulsifiable concentrate formulation of example 1 are shown in the table below: Test Test Required Observed Required, Required, Required, Parameter Method (Advised Preferably More Ideally preferred Preferably formulation) Appearance Visual Red to brown Red/brown liquid, - liquid, homogeneous homogeneous Assay Validated 525 to 575g/L 350g/L trifluralin - chromatog triallate 558g/L triallate raphic 333 to 367g/L method trifluralin (Accuracy: 98-102%) (Linearity: R > 0.99) (Precision: s/average < 2%) pH (1%) CIPAC 4 to 10 7.6 6 to 9 6.5 to 8.5 6.5 to 8.5 MT 75.3 SG CIPAC 1.00 to 1.30 1.197 1.150 to 1.180 to 1.190 to MT 3.1 1.250 1.220 1.210 16/08/13jb20106 cap amended specification.docx, 18 - 18 Emulsion CIPAC <2mL cream Complies Nil Nil Nil Character- MT 36.1 after 30 min, cream/oil cream/oil cream/oil istics <trace of oil (30 min) (I hour) (4 hrs) after 30 min and complete Re- Re- Re re-emulsion emulsion emulsion emulsion after 24h OK (24h) OK (24h) OK (24h) Persistent CIPAC <60mL after 1 10mL (1 minute) <30mL (1 <l5mL (1 OmL (1 Foaming MT 47.2 min minute) minute) minute) Cold Visual Red to brown Complies - - temperature liquid, stability homogeneous, free from phase separation in any format Viscosity at Brookfield 0 to 2000cPs 64cPs <500cPs <200cPs <l00cPs 20C viscometer Viscosity at Brookfield 0 to 2000cPs 142cPs <l000cPs <400cPs <200cPs 5C viscometer Long Term Various as Test parameter Complies Performance per above maintained within required range after accelerated aging to approximate 2 years. Comments on the Components, Formulations and Properties of the Formulations [0072] Appearance - Triallate technical material is dark yellow to brown in colour; Trifluralin technical material is yellow to orange in colour. [0073] Assay - Observed value is not precisely 350g/L for trifluralin nor 550g/L for triallate. Variation may be explained as a combination of tech purity exceeding minimum standard of 95% upon which recipe is based, and errors in amounts added during manufacture and errors of analysis (gas chromatography) that may be as large as 1%, but typically less than 0.5%.
16/08/13jb20106 cap amended specification.docx,19 -19 [0074] pH - may vary from batch to batch with source of tech and identity/source of other raw materials. [0075] SG - Trifluralin tech has a SG of 1.36; Triallate tech has a SG of 1.273. Solvents and surfactants will typically have a density at or around unity and as such an overall SG of greater than 1.25 is unlikely though not impossible. [0076] Emulsion characteristics - Performance is assessed by combining a set amount of formulation with a standard CIPAC water, mixing and observing the quality of the emulsion over time. The listed requirement is APVMA-mandated, though formulations being a failure may still be commercially viable. [0077] Persistent foaming - This is measured as part of the APVMA registration process in Australia but is not critical to the products performance. [0078] Cold Temperature Stability - Verification that the formulation does not collapse when subject to exposure to low temperatures. Failure would be constituted by phase separation (crystallization of active content, formation of distinct or diffuse layers) or solidification whether or not the product reclaims its original form after returning to room temperature. [0079] Viscosity - The APVMA does not require emulsifiable concentrates to have a viscosity within a mandated range. However, for the product to be commercially acceptable it must be able to be easily pumped or poured. Viscosities of beyond 2000cPs are particularly difficult to pump/pour, hence a limit should be set accordingly. More reasonably, viscosity should be less than 400cPs. [0080] Long Term Performance - Performance and hence test parameters should be preserved over a time period of two years as a minimum to display adequate resilience of the formulation to aging. This is an APVMA 16/08/13jb20106 cap amended specification.docx,20 - 20 requirement which if not met necessitates the inclusion of a use-by date on the product packaging). Two years of aging is approximated by the storage of product in its usual packaging at 54'C for 2 weeks with the applicable method being CIPAC MT 46.1. [0081] Series of trials were conducted to ascertain suitable solvent surfactant combinations. The triallate used in all trials was technical triallate 95% purity and the trifluralin used in all trials was trifluralin. Solvents and Surfactants [0082] Table A identifies the solvents used in the trials and contains comments and identifying acronyms (where such were used). TABLE A Name Description Comments Recosol 150 Petroleum-based Equivalent to Solvesso aromatic hydrocarbon 150, also designated distillate fraction R150, distillation range approx 180 - 210 C, flash point approx 66'C Recosol 100 Petroleum-based Equivalent to Solvesso aromatic hydrocarbon 100, also designated distillate fraction R100, distillation range approx 160 - 180'C, flash point approx 50'C Recosol 200 Petroleum-based Equivalent to Solvesso aromatic hydrocarbon 200, also designated distillate fraction R200, distillation range approx 220 plus C, flash point approx 100 C Butyl Glysolv Ethylene glycol monobutyl ether 16/08/13jb20 106 cap amended specification.docx,21 -21 Ethylene glycol EGMBE, EGME monobutyl ether Diethylene glycol DGME, DGMEE monoethyl ether Dimethyl Succinate Dimethyl Adipate N methyl pyrrolidone NMP Exxate 700 C6-C8 acetate, acetic acid C6-C8 branched alkyl ester toluene xylene acetone Propylene glycol PGME, PGMME monomethyl ether Propylene glycol Diethylene glycol Dipropylene glycol [0083] Table B identifies in general terms the surfactants used in the trials and Table C contains more details on the surfactants, including sources. TABLE B Name General Description Category (A,N,C) A=anionic N=non-ionic C=cationic Termul 200 Nonylphenol alkoxylate N 16/08/13jb20106 cap amended specification.docx,22 - 22 Termul 203 Polypropyleneglycol alkoxylate N Toximul 8320 Butanol alkoxylate N Toximul TANS 5 Low-solvent alkylphenol ether A,N,C sulphate/tallow amine ethoxylated salt Toximul TANS 6 Low-solvent alkylphenol ether A,N,C sulphate/tallow amine ethoxylated salt Toximul TANS 8 Low-solvent alkylphenol ether A,N,C sulphate/tallow amine ethoxylated salt Toximul TANS 15 Low-solvent alkylphenol ether A,N,C sulphate/tallow amine ethoxylated salt Toximul TAABS Low-solvent branched alcohol ether A,N,C 5 sulphate/tallow amine ethoxylated salt Toximul TAABS Low-solvent branched alcohol ether A,N,C 8 sulphate/tallow amine ethoxylated salt NANSA EVM 70 Calcium alkylbenzenesulfonate in 2 A ethylhexyl alcohol Ninate 60E Calcium alkylbenzenesulfonate in 2 A ethylhexyl alcohol Rhodacal 60/BE-C Calcium alkylbenzenesulfonate in 2 A ethylhexyl alcohol Rhodacal 70 Calcium alkylbenzenesulfonate in 2 A ethylhexyl alcohol Rhodacal 70B Calcium alkylbenzenesulfonate in 2 A ethylhexyl alcohol Kemmat HF60 Calcium dodecyl lbenzenesulfonate A Teric N2 Nonylphenol-2-EO N Teric N8 Nonylphenol-8-EO N 16/08/13jb20106 cap amended specification.docx,23 - 23 Teric N9 Nonylphenol-9-EO N Teric N 10 Nonylphenol- 1 O-EO N Teric N13 Nonylphenol-13-EO N Teric N15 Nonylphenol-15-EO N Teric N20 Nonylphenol-20-EO N Teric N30 Nonylphenol-30-EO N Termul 1284 Castor oil-36-EO N Termul 1285 Castor oil-54-EO N Teric PE62 EO/PO block copolymer N Teric PE64 EO/PO block copolymer N Teric PE68 EO/PO block copolymer N Makon TSP 16 Tristyryl-16-EO N Pluronic PE 6400 PE/PO/PE block copol N Pluronic PE 6800 PE/PO/PE block copol N TABLE C Name Termul 200 Nonylphenol 9 EO/lOPO, HLB 16.1, solid Orisurf 200 Equivalent to Termul 200 Termul 203 Alcohol alkoxylate, HLB 17.5 PO-EO-PO triblock, 35PO-25EO-30PO Toximul 8320 Stepan, Butyl EO/PO block, HLB 12 Toximul TANS 5 Stepan, HLB 8. Ether sulphate component is anionic, tallow amine ethoxylate can be non-ionic or cationic depending on pH and chemical environment 16/08/13,jb20106 cap amended specification.docx,24 - 24 Toximul TANS 6 Stepan, HLB. 10 Ether sulphate component is anionic, tallow amine ethoxylate can be non-ionic or cationic depending on pH and chemical environment Toximul TANS 8 Stepan, HLB 12. Ether sulphate component is anionic, tallow amine ethoxylate can be non-ionic or cationic depending on pH and chemical environment Toximul TANS 15 Stepan, HLB 14. Ether sulphate component is anionic, tallow amine ethoxylate can be non-ionic or cationic depending on pH and chemical environment Toximul TAABS 5 Stepan, class of anionic detergent blend. Ether sulphate component is anionic, tallow amine ethoxylate can be non-ionic or cationic depending on pH and chemical environment Toximul TAABS 8 Stepan, class of anionic detergent blend. Ether sulphate component is anionic, tallow amine ethoxylate can be non-ionic or cationic depending on pH and chemical environment. NANSA EVM 70 Linear alkylate 70% active may be in various solvents such as isobutanol or 2-ethyl hexanol Ninate 60E Stepan, 60% active linear calcium alkylbenzenesulfonate in 2-ethylhexanol, 60% active Rhodacal 60/BE-C Rhodia, mixture of linear dodecylbenzene sulfonate calcium salt, 60% active Rhodacal 70 Rhodia, branched dodecylbenzene sulfonate calcium salt, 70% active Rhodacal 70B Rhodia, mixture of linear dodecylbenzene sulfonate calcium salt, 70% active Kemmat HF60 Handan Xindiya, calcium dodecylbenzene sulfonate 60% active Teric N2 Huntsman nonylphenolethoxlate Teric N8 Huntsman nonylphenolethoxlate Teric N9 Huntsman nonylphenolethoxlate Teric N10 Huntsman nonylphenolethoxlate 16/08/13,jb20106 cap amended specification.docx,25 -25 Teric N 13 Huntsman nonylphenolethoxlate Teric N 15 Huntsman nonylphenolethoxlate Teric N20 Huntsman nonylphenolethoxlate Teric N30 Huntsman nonylphenolethoxlate Termul 1284 Huntsman, paste, HLB 12.6 Termul 1285 Huntsman, paste, HLB 14.4 Teric PE62 Huntsman PE/PO diblock copol 17 moles EO, HLB 7 Teric PE64 Huntsman PE/PO diblock copol, 25 moles EO, HLB 15 Teric PE68 Huntsman PE/PO diblock copol, 150 moles EO, HLB 29 Makon TSP 16 Stepan, HLB 13 Pluronic PE 6400 BASF, triblock copol PE/PO/PE, 1750 g/mol polypropylene glycol block, 40% polyethyleneglycol in molecule Pluronic PE 6800 BASF, triblock copol PE/PO/PE,1750 g/mol polypropylene glycol block, 80% polyethyleneglycol in molecule [0084] In the following Tables, which summarise the results of the trials, the following indicators apply: E - Emulsion characteristics done at 5% aq. CTS - Cold temp stability at 2*C HLB - Hydrophobic Lipophilic Balance P - Pass F - Fail.
16/08/13jb20106 cap amended specification.docx,26 - 26 Varying Ratios of Active Components [0085] Varying ratios of the active components, trifluralin and triallate, in a fixed ratio surfactant mixture were investigated. More details of these trials are set out in Appendix 1, which Appendix forms part of this specification. [0086] In this set of trials the surfactant combination that was used was a combination of anionic surfactant - calcium dodecylbenzene sulphonate (Ninate 60E) and a non-ionic surfactant - alkoxylated alkyl phenol (Termul 200) with a concentration ratio of 55:45. Solvent used was solvent naphtha (petroleum)/heavy aromatic (e.g., Solvent R150). [0087] The highest successful loading of trifluralin combined with a fixed loading of triallate was the ratio 425 : 550 g/L, respectively. It and lower ratios of trifluralin:triallate gave satisfactory results for both cold temperature stability and emulsion characteristics. [0088] The highest successful loading of triallate combined with a fixed loading of trifluralin was 675 : 350 g/L, respectively. It and lower ratios of triallate:trifluralin gave satisfactory results for both cold temperature stability and emulsion characteristics at a concentration ratio of 55:45 respectively. TABLE 1 Trial increasing per active concentration (Control: Termul 200 as non-ionic surfactant Ninate 60E as anionic surfactant Solvent: R150) A. Increasing Trifluralin Loading - all components are constant Code Name Summary E CTS HLB Trifluralin: Triallate Ratio of Results Al-B1 350 : 550 PASS P P 13.3 A2 375 :550 PASS P P 13.3 16/08/13,jb20106 cap amended specification.docx,27 - 27 _A3 400 : 550 PASS P P 13.3 A4 425 550 PASS P P 13.3 A5 450 550 FAIL P P 13.3 A6 475 550 FAIL F P 13.3 A7 500 : 550 FAIL F P 13.3 A8 525 : 550 FAIL F F 13.3 A9 550 500 FAIL F F 13.3 B. Increasing Triallate Loading - all components are constant Code Name E CTS Trifluralin Triallate Ratio B2 350 575 PASS P P 13.3 B3 350 600 PASS P P 13.3 B4 350 625 PASS P P 13.3 B5 350 : 650 PASS P P 13.3 136 350 : 675 PASS P P 13.3 17 350 700 FAIL F P 13.3 B8 350 :725 FAIL F P 13.3 B9 350 750 FAIL F P 13.3 Varying Non-Ionic Surfactant [0089] Formulations using an anionic surfactant (such as that supplied under the trade name Ninate 60E) and differing non-ionic surfactants were prepared. More details of these trials are set out in Appendix 2, which Appendix forms part of this specification. [0090] The control formulation was trifluralin - triallate (350 g/L: 550g/L) in a combination of anionic surfactant - calcium dodecylbenzene sulphonate (Ninate 60E) and a non-ionic surfactant - alkoxylated alkyl phenol (Termul 200) with a concentration ratio of 55:45, the solvent used being solvent naphtha (petroleum)/heavy aromatic (Solvent RI 50). [0091] Of the non-ionic surfactants, only alkoxylated alkyl phenol (Termul 200 and Orisurf 200), Castor Oil Ethoxylates (Termul 1284) and Block Co-polymer TSP 16 gave satisfactory results for both cold temperature stability and emulsion characteristics at a concentration ratio of 55:45 (anionic:non-ionic surfactant) respectively.
16/08/13jb20106 cap amended specification.docx,28 -28 TABLE 2 Trial using different non-ionic surfactant against Ninate 60E (Control: Termul 200 as non-ionic surfactant Ninate 60E as anionic surfactant Solvent: R150) A. Alkoxylated Alkyl Phenol HLB Code Non-ionic surfactant Summary of E CTS Code Results _ IA1 Termul 200 PASS P P 13.30 IA2 Orisurf 200 PASS P P 13.30 B. Nonyl Phenol ethoxylates Code Non-ionic surfactant Summary of E CTS Results IA3 Teric N2 FAIL F P 8.60 IA4 Teric N8 FAIL F P 11.59 IA5 Teric N10 FAIL F P 12.03 IA6 Teric N13 FAIL F P 12.53 IA7 Teric N20 FAIL F P 13.26 C. Castor Oil Ethoxylates Code Non-ionic surfactant Summary of E CTS Results IA8 Termul 1284 PASS P P 11.95 IA9 Termul 1285 FAIL F P 12.53 D. Castor Oil Ethoxylates Code Non-ionic surfactant Summary of E CTS Results IA1O Termul 203 FAIL F P 13.93 IA11 TSP 16 PASS P P 11.90 IA12 PE62 FAIL F P 9.20 IA13 PE64 FAIL F P 12.65 IA14 PE68 FAIL F F 19.16 IA15 PE6400 FAIL F P 7.84 IA16 PE6800 FAIL F F 9.65 16/08/13,jb20106 cap amended specification.docx,29 - 29 Varying Anionic Surfactant [0092] Formulations using a non-ionic surfactant (such as that supplied under the trade name Termul 200) and differing anionic surfactants were prepared. More details of these trials are set out in Appendix 3, which Appendix forms part of this specification. [0093] The control formulation was trifluralin - triallate (350 g/L: 550g/L) in a combination of anionic surfactant - calcium dodecylbenzene sulphonate (Ninate 60E) and a non-ionic surfactant - alkoxylated alkyl phenol (Termul 200) with a concentration ratio of 55:45, the solvent used being solvent naphtha (petroleum)/heavy aromatic (Solvent R 150). [0094] Only the anionic surfactant - calcium dodecylbenzene sulphonate (Rhodacal 70B) gave unsatisfactory results in terms of emulsion characteristics. All other anionic surfactants gave rise to formulations having satisfactory characteristics. TABLE 3 Trial using different anionic surfactant against Termul 200 (Control: Termul 200 as non-ionic surfactant Ninate 60E as anionic surfactant Solvent: R150) A. Calcium Dodecylbenzene Sulphonate Code Non-ionic surfactant Summary of E CTS HLB Results IA1 Ninate 60E PASS P P 13.30 IBI Rhodacal 60/BE-C PASS P P 13.30 IC1 Kemmat HF60 PASS P P 13.30 IDI Nansa EVM 70/2E PASS P P 13.30 IEl Rhodacal 70 PASS P P 13.30 IF1 Rhodacal 70B FAILED F P 11.97 16/08/13jb20106 cap amended specification.docx,30 -30 B. Alkylphenol ether sulfate/ tallow amine ethoxylated salts Code Non-ionic surfactant Summary of E CTS HLB Results IGI Toximul TANS 5 PASS P P 11.65 IHI Toximul TANS 6 PASS P P 12.74 Ill Toximul TANS 8 PASS P P 13.84 C. Branched alcohol ether sulfate/ tallow amine ethoxylated salts Code Non-ionic surfactant Summary of E CTS HLB Results IK1 Toximul TAABS 5 PASS P P IKI Toximul TAABS 8 PASS P P Varying Solvents [0095] Formulations in which the trifluralin:triallate loading was fixed, the anionic:non-ionic surfactant ratio was fixed, and the solvent was varied were prepared. More details of these trials are set out in Appendix 4, which Appendix forms part of this specification. [0096] The control formulation was trifluralin - triallate (350 g/L: 550g/L) in a combination of anionic surfactant - calcium dodecylbenzene sulphonate (Ninate 60E) and a non-ionic surfactant - alkoxylated alkyl phenol (Termul 200) with a concentration ratio of 55:45, the control solvent used being solvent naphtha (petroleum)/heavy aromatic (Solvent R1 50). [0097] Varying the solvent gave satisfactory results in terms of cold temperature stability and emulsion characteristics, for all solvents used (Recosol 200, xylene, toluene, acetone, dimethyl adipate, dimethyl succinate and NMP).
16/08/13,jb20106 cap amended specification.docx,31 -31 TABLE 4 Trial using different solvents (Control: Termul 200 as non-ionic surfactant Ninate 60E as anionic surfactant Solvent: R150) A. Solvent Code Non-ionic surfactant Summary of E CTS HLB Results IA1 Recosol 150 PASS P P 13.30 IIAl Recosol 200 PASS P P 13.30 IIIAI Xylene PASS P P 13.30 IVA1 Toluene PASS P P 13.30 VA1 Acetone PASS P P 13.30 VIA1 Dimethyl adipate PASS P P 13.30 VIIA1 Dimethyl succinate PASS P P 13.30 VIIIAI NMP PASS P P 13.30 Varying Combined Loading [0098] Formulations in which the total loading of trifluralin and triallate was varied were prepared. More details of these trials are set out in Appendix 5, which Appendix forms part of this specification. [0099] The control formulation was trifluralin-triallate (900 g/L) in a combination of anionic surfactant - calcium dodecylbenzene sulphonate (Ninate 60E) and a non-ionic surfactant - alkoxylated alkyl phenol (Termul 200) with a concentration ratio of 60:40, the solvent being solvent naphtha (petroleum)/heavy aromatic ( Solvent R150). [0100] Varying the loading of triflurallate (trifluralin plus triallate) to 400:650 g/L and to 425:675 g/L, gave satisfactory results for both cold temperature stability and emulsion characteristics.
16/08/13,jb20106 cap amended specification.docx,32 -32 TABLE5 Trial increasing Trifluralin and Triallate concentration (Control: Termul 200 as non-ionic surfactant Ninate 60E as anionic surfactant Solvent: R150) A. Highest Loading HLB Code Non-ionic surfactant Summary of E CTS Results El Triflur Allate (400:650) PASS P P 13.30 E2 Triflur Allate (425:675) PASS P P 13.30 Varying Surfactant Loading [0101] Formulations in which the trifluralin-triallate loading was constant, while the surfactant loading varied were prepared. More details on these trials are set out in Appendix 6, which Appendix forms part of this specification. [0102] The control formulation was trifluralin - triallate (350 g/L: 550g/L) in a combination of anionic surfactant - calcium dodecylbenzene sulphonate (Ninate 60E) and a non-ionic surfactant - alkoxylated alkyl phenol (Termul 200) with a concentration ratio of 55:45, the solvent used being solvent naphtha (petroleum)/heavy aromatic (Solvent R150). [0103] Varying surfactant loading (80%, 60%, 40% and 20%) using anionic surfactant - calcium dodecylbenzene sulphonate (Ninate 60E) and non ionic surfactant - alkoxylated alkyl phenol (Termul 200) at trifluralin:triallate concentration of 350 g/L: 550 g/L gave satisfactory results for emulsion characteristics for the 80% and 60% loadings but failed in cold temperature stability. Trials done at 40% and 20% surfactant loadings failed for both cold temperature stability and emulsion characteristics.
16/08/13,jb20 106 cap amended specification.docx,33 -33 TABLE 6 Trial varying surfactant loading concentration (Control: Termul 200 as non-ionic surfactant Ninate 60E as anionic surfactant Ratio (45:55) Solvent: R150) A. Surfactant Loading Code Non-ionic surfactant Summary of E CTS HLB Results Original ratio 45:55 of 13.30 F1 surfactant FAIL P F At 80% surfactant loading Original ratio 45:55 of 13.30 F2 surfactant FAIL P F At 60% surfactant loading Original ratio 45:55 of 13.30 F3 surfactant FAIL F F At 40% surfactant loading Original ratio 45:55 of 13.30 F4 surfactant FAIL F F At 20% surfactant loading Examples of Formulations Exhibiting Satisfactory Characteristics [0104] Examples of triflurallate (triallate-trifluralin combinations) formulations prepared according to the present invention which exhibit satisfactory characteristics (as demonstrated by the trials discussed above) are set out in Table 7 for ease of reference.
16/08/13,jb20106 cap amended specification.docx,34 - 34 TABLE7 Trial Trial Triflralin Triallate Solvent and Anionic Non-ionic code number g/L g/L loading g/L surfactant surfactant and (+ (+ and loading loading g/L impurity impurity g/L portion) portion) Al-BI 1 349.7 549.9 Recosol Ninate 60E Termul 200 (+18) (+29) 150 69.2 57.2 118.6 A2 1 374.9 550 Recosol Ninate 60E Termul 200 (+20) (+29) 150 68.7 56.3 93.5 A3 1 399.8 549.9 Recosol Ninate 60E Termul 200 (+21) (+29) 150 68.7 56.2 67.5 A4 1 424.8 550.3 Recosol Ninate 60E Termul 200 (+22) (+29) 150 68.4 56.4 40.9 B2 1 349.9 574.4 Recosol Ninate 60E Termul 200 (+18) (+30) 150 68.8 56.5 93.8 B3 1 349.9 600.1 Recosol Ninate 60E Termul 200 (+18) (+32) 150 68.5 55.6 68.0 B4 1 349.8 624.7 Recosol Ninate 60E Termul 200 (+18) (+33) 150 68.8 55.8 41.6 B5 1 349.9 650.1 Recosol Ninate 60E Termul 200 (+18) (+34) 150 68.5 56.0 15.0 B6 1 350.1 674.5 zero Ninate 60E Termul 200 (+18) (+35) 62.5 51.0 IAl 2 349.7 549.9 Recosol Ninate 60E Termul 200 (+18) (+29) 150 69.2 57.2 118.6 IA2 2 350 550 Recosol Ninate 60E Orisurf 200 (+18) (+29) 150 69 57 132 IA8 2 350 550 Recosol Ninate 60E Termul 1284 (+18) (+29) 150 69 57 132 IAl l 2 350 550 Recosol Ninate 60E TSP16 (+18) (+29) 150 69 57 132 16/08/13,jb20106 cap amended specification.docx,35 -35 IAl 3 349.7 549.9 Recosol Ninate 60E Termul 200 (+18) (+29) 150 69.2 57.2 118.6 IB 1 3 350 550 Recosol Rhodacal Termul 200 (+18) (+29) 150 60/BE-C 57 132 69 ICl 3 350 550 Recosol Kemmat Termul 200 (+18) (+29) 150 HF60 57 132 69 ID1 3 350 550 Recosol Nansa Termul 200 (+18) (+29) 150 EVM 70/2E 57 132 69 IE1 3 350 550 Recosol Rhodacal Termul 200 (+18) (+29) 150 70 57 132 69 IGI 3 350 550 Recosol Toximul Termul 200 (+18) (+29) 150 TANS 5 57 132 69 IH1 3 350 550 Recosol Toximul Termul 200 (+18) (+29) 150 TANS 6 57 132 69 IIl 3 350 550 Recosol Toximul Termul 200 (+18) (+29) 150 TANS 8 57 132 69 IJ1 3 350 550 Recosol Toximul Termul 200 (+18) (+29) 150 TAABS5 57 132 70 IKI 3 350 550 Recosol Toximul Termul 200 (+18) (+29) 150 TAABS 8 57 132 69 IAl 4 349.7 549.9 Recosol Ninate 60E Termul 200 (+18) (+29) 150 69.2 57.2 118.6 IIAl 4 350 550 Recosol Ninate 60E Termul 200 (+18) (+29) 200 69 57 132 IIIA1 4 350 550 Xylene Ninate 60E Termul 200 (+18) (+29) 132 69 57 IVAl 4 350 550 Toluene Ninate 60E Termul 200 (+18) (+29) 132 69 57 VAl 4 350 550 Acetone Ninate 60E Termul 200 (+18) (+29) 132 69 57 VIAl 4 350 550 Dimethyl Ninate 60E Termul 200 (+18) (+29) Adipate 69 57 132 16/08/13jb20106 cap amended specification.docx,36 - 36 VIIAl 4 350 550 Dimethyl Ninate 60E Termul 200 (+18) (+29) succinate 69 57 132 VIIIA1 4 350 550 N-methyl Ninate 60E Termul 200 (+18) (+29) pyrrolidone 69 57 132 El 5 400 650 Recosol Ninate 60E Termul 200 (+21) (+34) 150 72 59 16 E2 5 425 675 zero Ninate 60E Termul 200 (+22) (+36) 74 61 Note 1: Ninate 60E given weight includes carrier solvent Note 2: Rhodacal 60/BE-C given weight includes carrier solvent Note 3: Kemmat HF60 given weight includes carrier solvent Note 4: Nansa EVM 70/2E given weight includes carrier solvent Note 5: Rhodacal 70 given weight includes carrier solvent Note 6: Other anionic surfactants, weight includes carrier solvent Note 7: Butyl glysolv = ethyleneglycolmonobutyl ether = EGME Source of Technical Grade Active (Trifluralin (CAS# 1582-09-8): Manufactured by Zhejiang Hetian Chemical Co. Ltd., Area M18-5-4, Xinsha Economic Development Zone, Hangzhou PR China Purchased from China Jiangsu International Economic Technical Cooperation Corporation, 24F., No. 8 Zhongshan Nanlu, Nanjing 210005, P.R. China Source of Technical Grade Active (Triallate (CAS# 2303-17-5)): Manufactured by Zhejiang Hetian Chemical Co. Ltd., Area M18-5-4, Xinsha Economic Development Zone, Hangzhou PR China Purchased from Zhejiang Hetian Chemical Co. Ltd., Area M18-5-4, Xinsha Economic Development Zone, Hangzhou PR China 16/08/13,jb20106 cap amended specification.docx,37 -37 [0105] Activity Trial - Appendix X hereto describes a trial carried out to ascertain the pre-emergence activities of a formulation according to the present invention on trifluralin-resistant ryegrass biotypes. [0106] Bioefficiency Data - Appendix Y sets out information on the effectiveness of a formulation prepared according to Example 1 on trifluralin resistant rye grass. [0107] The complete disclosures of any patents, patent documents, and publications cited herein are incorporated by reference in their entirety as if each were individually incorporated. Various modifications and alterations to this invention will become apparent to those skilled in the art without departing from the scope and spirit of this invention. It should be understood that this invention is not intended to be unduly limited by the illustrative embodiments and examples set forth herein and that such examples and embodiments are presented by way of example only with the scope of the invention intended to be limited only by the claims set forth herein as follows. [0108] Throughout this specification and the claims which follow, unless the context requires otherwise, the word "comprise", and variations such as "comprises" or "comprising", will be understood to imply the inclusion of a stated integer or step or group of integers or steps but not the exclusion of any other integer or step or group of integers or steps. [0109] The reference in this specification to any prior publication (or information derived from it), or to any matter which is known, is not, and should not be taken as an acknowledgment or admission or any form of suggestion that that prior publication (or information derived from it) or known matter forms part of the common general knowledge in the field of endeavour to which this specification relates.
16/08/13,jb20106 cap amended specification.docx,38 - 38 DRAWINGS [0110] Figure 1 is a graph showing the effect of increasing rates of applicdation of a formulation on control of ryegrass biotypes. [0111] Figure 2 is a bar graph showing the efficacy of various formulations on control of trifluralin-resistant ryegrass biotypes.
16/08/13,jb20106 cap amended specification.docx,39 -39 APPENDIX 1 Trial # A1-B1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350gIL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Trifluralin Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component CAS # Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1582-09-8 1840.8 349.7 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2303-17-5 2894.2 549.9 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 64742-94-5 593.1 118.6 aromatic used: Recosol 150 Alkoxylated alkyl phenol 37251-69-7 286.0 57.2 7.29 used: Termul 200 (non-ionic surfactant) CABS (68584 Calcium C1 0-16 alkyl benzenesulfonic 23-6) & 346.0 69.2 6.02 acid in 2-ethyl hexanol 2-ethyl hexanol used: Ninate 60E (anionic surfactant) (104-76-7) Total 5960.1 13.31 RESULTS OF FORMULATION Parameter Method Required Results Remarks Appearance Visual Dark yellow to brown liquid, Brown liquid ok homogeneous_____________ Validated chromatographic method Assay (Accuracy: 98-102%) 333 to 368g/L Triallate 350g/L Passed (Linearity: R > 0.99) (Precision: average < 2%) Assay Validated chromatographic 525 to 575g/L Triallate 550g/L Passed method 16/08/13,jb20106 cap amended specification.docx,40 - 40 (Accuracy: 98-102%) (Linearity: R > 0.99) (Precision: s/average < 2%) pH at MT 75.3 4 to 10 1% ag. Solution Specific gravity (temperature at CIPAC MT 3.1 1.00 to 1.30 1.192 Passed 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics CIPAC MT 36.1 complete re-emulsion after 0separat Passed @ bottom Persistent CIPAC MT 47.2 <60mL after 1 min Foaming red brown Cold temp. Dark yellow to brown liquid, liquid, stability MT75.3 homogeneous, free from homogeneous, Passed (Accelerated phase separation in any free from phase Ageing) format separation in any format Viscosity (temperature at MT 192 0 to 2000cPs 5C) Viscosity (temperature at MT 192 0 to 2000cPs 20C) Test parameter maintained Long Term Various as per above within required range after n/a Performance accelerated aging to approximate 2 years. General Remarks PASS PASS or FAIL? Description: AWAITS FURTHER ANALYSIS Trial #A2 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 375g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Trifluralin Ratio of Termul 200: N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Recosol 150 16/08/13jb20106 cap amended specification.docx,41 -41 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6 dinitro-N,N-dipropyl-p-toluidine 1973.3 374.9 eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.0 550.0 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 467.5 93.5 aromatic used: Recosol 150 Alkoxylated alkyl phenol 281.7 56.3 7.26 used: Termul 200 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 343.3 68.7 6.04 hexanol used: Ninate 60E (anionic surfactant) Total 5960.8 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 356 to 394g/L Triallate 375g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at4to1 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, 0.1m Passed 24h cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to brown liquid, red brown liquid, Cold temp. stability homogeneous, free from homogeneous, free (Accelerated Ageing) phase separation in any separation n any Passed format Viscosity 0 to 2000cPs (temperature at 5C) 0t 00~ 16/08/13jb20106 cap amended specification.docx,42 - 42 Viscosity 0t 0~~ (temperature at 20C) 0 to 2000cPs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial #A3 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 400g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Trifluralin Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 2104.2 399.8 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.2 549.9 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 337.5 67.5 aromatic used: Recosol 150 Alkoxylated alkyl phenol 280.8 56.2 7.24 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 343.3 68.7 6.05 hexanol used: Ninate 60E (anionic surfactant) Total 5960.0 13.29 16/08/13jb20106 cap amended specification.docx,43 -43 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 380 to 420g/L Triallate 400g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4 to 10 1% aq. Solution Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, 0.1ml Passed 24h cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to brown liquid, red brown liquid, Cold temp. stability homogeneous, free from homogeneous, free (Accelerated Ageing) phase separation in any separation n any Passed format Viscosity 0t 0~~ (temperature at 5C) 0 to 2000cPs Viscosity 0t 00 (temperature at 20C) 0 to 2000cPs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial #A4 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 425g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Trifluralin Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 16/08/13jb20106 cap amended specification.docx,44 - 44 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 2235.0 424.8 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.0 550.3 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 204.2 40.9 aromatic used: Recosol 150 Alkoxylated alkyl phenol 281.7 56.4 7.28 used: Termul 200 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 341.7 68.4 6.03 hexanol used: Ninate 60E (anionic surfactant) Total 5957.5 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 404 to 446g/L Triallate 425g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at4to1 1%aq. Solution 4to10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, 0.1ml Passed 24h cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to brown liquid, red brown liquid, Cold temp. stability homogeneous, free from homogeneous, free (Accelerated Ageing) phase separation in any separation n any Passed format Viscosity 0 to 2000cPs (temperature at 5C) 0t 00~ 16/08/13jb20106 cap amended specification.docx,45 - 45 Viscosity 0 to 2000cPs pter erature at 20C)0 to 2000cs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial #A5 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 450gIL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Trifluralin Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 2370.8 450.3 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.0 549.8 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 73.3 14.7 aromatic used: Recosol 150 Alkoxylated alkyl phenol 281.7 56.3 7.28 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 341.7 68.3 6.03 hexanol used: Ninate 60E (anionic surfactant) Total 5962.5 13.30 16/08/13,jb20106 cap amended specification.docx,46 -46 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 428 to 473g/L Triallate 450g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH aq.Solution 4 to 10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, 0.1 ml Passed 24h cream&oil @ bottom Persistent Foaming <60mL after 1 min Dark yellow to brown liquid, red brown liquid, Cold temp. stability homogeneous, free from homogeneous, free (Accelerated Ageing) phase separation in any separation n any Passed format Viscosity 0t 0~~ (temperature at 5C) 0 to 2000cPs Viscosity 0t 00p (temperature at 20C) 0 to 2000cPs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE COLD STAB FAILED Trial #A6 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 475giL Triallate active present at 550gIL Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Trifluralin Ratio of Termul 200: N60E (45:55) Non-ionic ) Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 16/08/13jb20106 cap amended specification.docx,47 -47 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 2503.6 475.5 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.3 549.7 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 0.0 0.0 aromatic used: Recosol 150 Alkoxylated alkyl phenol 252.9 50.6 7.22 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 311.4 62.3 6.07 hexanol used: Ninate 60E (anionic surfactant) Total 5962.1 13.29 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 451 to 499g/L Triallate 476g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at4to1 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, Iml of Failed 24h oil&cream @bottom _ Persistent Foaming <60mL after 1 min Dark yellow to brown liquid, red brown liquid, Cold temp. stability homogeneous, free from homogeneous, free (Accelerated Ageing) phase separation in any separation n any Passed format Viscosity 0 to 2000cPs (temperature at 5C) 0t 00~ 16/08/13jb20 106 cap amended specification.docx,48 -48 Viscosity 0 to 2000cPs (temperature at 20C) 0 to 2000cs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTIC FAILED Trial #A7 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 500giL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Trifluralin Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, giL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 2630.0 499.8 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.0 550.1 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 0.0 0.0 aromatic used: Recosol 150 Alkoxylated alkyl phenol 195.0 39.0 7.23 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 239.3 47.9 6.06 hexanol used: Ninate 60E (anionic surfactant) Total 5959.3 13.29 16/08/13jb20106 cap amended specification.docx,49 -49 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 475 to 525g/L Triallate 500g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at4to1 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no Failed characteristics complete re-emulsion after separation, 1 ml of 24h oil&cream @bottom Persistent Foaming <60mL after 1 min Dark yellow to brown liquid, red brown liquid, Cold temp. stability homogeneous, free from homogeneous, free (Accelerated Ageing) phase separation in any from phase Passed format Viscosity 0t 0~~ (temperature at 5C) 0 to 2000cPs Viscosity 0t 00 (temperature at 20C) 0 to 2000cPs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTIC FAILED Trial #A8 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 525g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Trifluralin Ratio of Termul 200: N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 16/08/13,jb20106 cap amended specification.docx,50 - 50 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 2765.0 525.1 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2897.1 550.2 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 0.0 0.0 aromatic used: Recosol 150 Alkoxylated alkyl phenol 135.0 27.0 7.23 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 165.7 33.1 6.06 hexanol used: Ninate 60E (anionic surfactant) Total 5962.9 13.29 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 500 to 550g/L Triallate 525g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH aq.Solution 4 to 10 Specific gravity 00 to 1.30 (temperature at 20C) 1 t <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, 5ml of Failed 24h cream&oil @bottom Persistent Foaming <60mL after 1 min Dark yellow to brown liquid, Cold temp. stability homogeneous, free from formed crystals Failed (Accelerated Ageing) phase separation in any format Viscosity 0 to 2000cPs (temperature at 5C) 0t 00~ 16/08/13jb20106 cap amended specification.docx,51 -51 Viscosity 0 to 2000cPs (temperature at 20C) 0 to 2000cs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTIC AND COLD STAB FAILED Trial #A9 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 550g/L Triallate active present at 550gIL Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Trifluralin Ratio of Termul 200: N60E (45:55) Non-ionic ! Anionic surfactant i Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 2895.7 549.8 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroalyl 2895.0 549.7 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 0.0 0.0 aromatic used: Recosol 150 Alkoxylated alkyl phenol 77.9 15.6 7.22 used: Termul 200 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 95.7 19.1 6.06 hexanol used: Ninate 60E (anionic surfactant) Total 5964.3 13.29 16/08/13jb20106 cap amended specification.docx,52 - 52 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 525 to 575g/L Triallate 550g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at4to1 1%aq. Solution 4tol1 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation 4ml of Failed cream@bottom Persistent Foaming <60mL after 1 min Dark yellow to brown liquid, Cold temp. stability homogeneous, free from formed crystals Failed (Accelerated Ageing) phase separation in any format Viscosity 0t 0~~ (temperature at 5C) 0 to 2000cPs Viscosity 0t 00 (temperature at 20C) 0 to 2000cPs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS AND COLD STAB FAILED Trial #B2 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 575g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Triallate Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 16/08/13.jb20106 cap amended specification.docx,53 - 53 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.5 349.9 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 3025.0 574.4 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 469.2 93.8 aromatic used: Recosol 150 Alkoxylated alkyl phenol 282.5 56.5 7.26 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 344.2 68.8 6.04 hexanol used: Ninate 60E (anionic surfactant) Total 5963.3 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 550 to 600g/L Triallate 574g/L Passed pH at4to1 1% ag. Solution 4 to 10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, 0.1m Passed 24h cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to Dark yellow to brown liquid, brown liquid, Cold temp. stability homogeneous, free from homogeneous, free Passed (Accelerated Ageing) phase separation in any from phase format separation in any format 16/08/13jb20 106 cap amended specification.doex,54 - 54 Viscosity 0 to 2000cPs (temperature at 5C) Viscosity 0 to 2000cPs (temperature at 20C) Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial #B3 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350gIL Triallate active present at 600g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Triallate Ratio of Termul 200: N60E (45:55) Non-ionic / Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.5 349.9 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 3160.0 600.1 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 340.0 68.0 aromatic used: Recosol 150 Alkoxylated alkyl phenol 278.3 55.6 7.22 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 342.5 68.5 6.07 hexanol used: Ninate 60E (anionic surfactant) Total 5963.3 13.29 16/08/13,jb20106 cap amended specification.docx,55 - 55 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 575 to 625g/L Triallate 600g/L Passed pH at4to1 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, 0.1ml Passed 24h cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to Dark yellow to brown liquid, brown liquid, Cold temp. stability homogeneous, free from homogeneous, free Passed (Accelerated Ageing) phase separation in any from phase format separation in any format Viscosity 0t 0~~ (temperature at 5C) 0 to 2000cPs Viscosity 0t 0~~ (temperature at 20C) 0 to 2000cPs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial #B4 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 625gIL Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Triallate Ratio of Termul 200: N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Recosol 150 16/08/13jb20106 cap amended specification.docx,56 -56 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1841.7 349.8 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 3289.2 624.7 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 208.3 41.6 aromatic used: Recosol 150 Alkoxylated alkyl phenol 279.2 55.8 7.21 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 344.2 68.8 6.07 hexanol used: Ninate 60E (anionic surfactant) Total 5962.5 13.28 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 600 to 650g/L Triallate 625g/L Passed pH aq.Solution 4 to 10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, 0.1ml Passed 24h cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to Dark yellow to brown liquid, brown liquid, Cold temp. stability homogeneous, free from homogeneous, free Passed (Accelerated Ageing) phase separation in any from phase format separation in any format 16/08/13jb20 106 cap amended specification.docx,57 - 57 Viscosity 0 to 2000cPs (temperature at 5C) Viscosity 0 to 2000cPs (temperature at 20C) Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial #B5 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 650g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Triallate Ratio of Termul 200 : N60E (45:55) Non-ionic i Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.5 349.9 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 3423.3 650.1 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 75.0 15.0 aromatic used: Recosol 150 Alkoxylated alkyl phenol 280.0 56.0 7.24 used: Termul 200 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 342.5 68.5 6.05 hexanol used: Ninate 60E (anionic surfactant) Total 5963.3 13.29 16/08/13jb20106 cap amended specification.docx,58 - 58 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 625 to 675g/L Triallate 650g/L Passed pH at4to1 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, 0.1m Passed 24h cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to Dark yellow to brown liquid, brown liquid, Cold temp. stability homogeneous, free from homogeneous, free Passed (Accelerated Ageing) phase separation in any from phase format separation in any format Viscosity 0t 0~~ (temperature at 5C) 0 to 2000cPs Viscosity 0t 0~~ temperature at 20C) 0 to 2000cPs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? Description: AWAITS FURTHER ANALYSIS Trial #B6 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 675g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Triallate Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 16/08/13,jb20106 cap amended specification.docx,59 - 59 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1843.6 350.1 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 3552.1 674.5 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 0.0 0.0 aromatic used: Recosol 150 Alkoxylated alkyl phenol 255.0 51.0 7.23 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 312.9 62.5 6.06 hexanol used: Ninate 60E (anionic surfactant) Total 5963.6 13.29 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 650 to 700g/L Triallate 675g/L Passed pH at4to1 1%aq. Solution 4tol1 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, traces of Passed 24h cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to Dark yellow to brown liquid, brown liquid, Cold temp. stability homogeneous, free from homogeneous, free Passed (Accelerated Ageing) phase separation in any from phase format separation in any format 16/08/13jb20106 cap amended specification.docx,60 - 60 Viscosity 0 to 2000cPs (temperature at 5C) Viscosity 0 to 2000cPs temperature at 20C) Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial #B7 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350gIL Triallate active present at 700g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Triallate Ratio of Termul 200 : N60E (45:55) Non-ionic / Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1843.6 350.1 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 3685.0 699.7 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 0.0 0.0 aromatic used: Recosol 150 Alkoxylated alkyl phenol 195.0 39.0 7.22 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 240.0 48.0 6.07 hexanol used: Ninate 60E (anionic surfactant) Total 5963.6 13.29 16/08/13,jb20106 cap amended specification.docx,61 -61 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 675 to 725g/L Triallate 700g/L Passed pH at4to1 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no Failed characteristics complete re-emulsion after separation, 0.5ml of 24h oil&cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to Dark yellow to brown liquid, brown liquid, Cold temp. stability homogeneous, free from homogeneous, free Passed (Accelerated Ageing) phase separation in any from phase format separation in any format Viscosity 0 to 2000cPs (temperature at 5C) Viscosity 0 to 2000cPs (temperature at 20C) Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER ANALYSIS BECAUSE EMULSION STABILITY FAILED Trial #B8 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 725g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Triallate Ratio of Termul 200: N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 16/08/13jb20106 cap amended specification.docx,62 -62 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1841.4 349.7 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 3815.7 724.6 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 0.0 0.0 aromatic used: Recosol 150 Alkoxylated alkyl phenol 138.6 27.7 7.30 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 167.1 33.4 6.01 hexanol used: Ninate 60E (anionic surfactant) Total 5962.9 13.31 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 675 to 725g/L Triallate 725g/L Passed pH at4to1 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no Failed characteristics complete re-emulsion after separation, 2.Oml of 24h oil&cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to Dark yellow to brown liquid, brown liquid, Cold temp. stability homogeneous, free from homogeneous, free Passed (Accelerated Ageing) phase separation in any from phase format separation in any format 16/08/13jb20106 cap amended specification.docx,63 - 63 Viscosity 0 to 2000cPs (temperature at 5C) Viscosity 0t 0~~ temperature at 20C) 0 to 2000cPs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAILED Trial #B9 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 750gL Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants at varying concentration of Triallate Ratio of Termul 200: N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.9 350.2 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 3946.4 750.0 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 0.0 0.0 aromatic used: Recosol 150 Alkoxylated alkyl phenol 76.4 15.3 7.27 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 92.9 18.6 6.04 hexanol used: Ninate 60E (anionic surfactant) Total 1842.9 350.2 13.30 16/08/13jb20 106 cap amended specification.docx,64 - 64 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown liquid, Brown liquid ok homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 725 to 775g/L Triallate 725g/L Passed pH at4to1 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 (temperature at 20C) <2mL cream after 30 min, milky yellow Emulsion trace of oil after 30 min and emulsion, no characteristics complete re-emulsion after separation, 2.0ml of Failed 24h oil& 3m1 of cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to Dark yellow to brown liquid, brown liquid, Cold temp. stability homogeneous, free from homogeneous, free Passed (Accelerated Ageing) phase separation in any from phase format separation in any format Viscosity 0 to 2000cPs (temperature at 5C) 0t 00~ Viscosity 0t 0~~ (temperature at 20C) 0 to 2000cPs Test parameter maintained Long Term within required range after Performance accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAILED 16/08/13,jb20106 cap amended specification.docx,65 - 65 APPENDIX 2 Trial # IAI TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200: N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1840.8 349.7 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.2 549.9 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 593.1 118.6 aromatic used: Recosol 150 Alkoxylated alkyl phenol 286.0 57.2 7.29 used: Termul 200 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 346.0 69.2 6.02 hexanol used: Ninate 60E (anionic surfactant) Total 5960.1 13.31 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok ______________ iqud, omgeneous _________ Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed 16/08/13jb20106 cap amended specification.docx,66 - 66 pH at4to1 1% ag. Solution 4 to 10 Specific gravity 1.00 to 1.30 1.192 Passed (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.20ml Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0t 0~~ temperature at 5C) 0 to 2000cPs Viscosity 0t 00 (temperature at 20C) 0 to 2000cPs Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # IA2 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350gIL Triallate active present at 550g/L Trial details: Trial using Orisurf 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Orisurf 200 : N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Orisurf 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.3 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-trichooroallyl 2895.0 550 diisopropyl(thiocarbamate) 16/08/13jb20106 cap amended specification.docx,67 - 67 eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.5 132 aromatic used: Recosol 150 Alkoxylated alkyl phenol 284.3 57 7.26 used: Orisurf 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.04 hexanol used: Ninate 60E (anionic surfactant) Total 6026.4 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok liquid3 omgeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4t10n/a 1%aq. Solution 4to1n Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no Passed characteristics min and complete re- separation, no emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format _____ Viscosity 0 o2Ocsn/a (temperature at 5C) 0 to 2000cPs Viscosity 0 o20Csn/a (temperature at 20C) 0 to 2000cPs Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS 16/08/13,jb20106 cap amended specification.docx,68 - 68 Description: AWAITS FURTHER ANALYSIS Trial # IA3 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Teric N2 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Teric N2 : N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Teric N2: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.3 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.0 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.5 132 aromatic used: Recosol 150 Nonyl Phenol ethoxylates 285.7 57 2.58 used: Teric N2 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.03 hexanol used: Ninate 60E (anionic surfactant) Total 6027.9 8.60 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud hoon Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pHaq. Solution 4 to 10 n/a 16/08/13,jb20106 cap amended specification.docx,69 - 69 Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no Failed characteristics min and complete re- separation, 6mL emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, romephase Passed (Accelerated Ageing) free from phasefrmpae Psd separation in any format separation in any format Viscosity 0 o2Ocsn/a (temperature at 5C) 0 to 2000cPs Viscosity 0t 00p / temperature at 20C) 0 to 2000cPs n/a Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAILED Trial # IA4 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350gIL Triallate active present at 550g/L Trial details: Trial using Teric N8 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Teric N8: N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Teric N8: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.3 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.0 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.5 132 16/08/13,jb20106 cap amended specification.docx,70 - 70 aromatic used: Recosol 150 Nonyl Phenol ethoxylates 284.3 57 5.54 used: Teric N8 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.04 hexanol used: Ninate 60E (anionic surfactant) Total 6026.4 11.59 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lird hoo n Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed aq.Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics mi and complete re- separation, lmL Failed emulsion after 24h cream & 0.5mL oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free Passed (Accelerated Ageing) free from phasefrmpae Psd separation in any format separation in any format Viscosity 0t 0~~ / (temperature at 5C) 0 to 2000cPs n/a Viscosity 0 to 2000cPs n/a temperature at 20C)0 to 2000cs n/a Test parameter Long Term maintained within Performance required range after n/a accelerated aging to _approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE I EMULSION CHARACTERISTICS FAILED 16/08/13jb20106 cap amended specification.doex,71 - 71 Trial # IA5 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350giL Triallate active present at 550g/L Trial details: Trial using Teric N10 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Teric N10: N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Teric NI0: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.0 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.6 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.4 132 aromatic used: Recosol 150 Nonyl Phenol ethoxylates 278.6 56 5.93 used: Teric N10 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 346.3 69 6.10 hexanol used: Ninate 60E (anionic surfactant) Total 6020.0 12.03 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud hoon Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH aq.Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) 16/08/13jb20106 cap amended specification.docx,72 - 72 <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 3mL Failed emulsion after 24h cream & traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any ________________format Viscosity 0 to 2000cPs n/a (temperature a 0 Viscosity 0 to 2000cPs n/a temperature at 20C)0 Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAILED Trial # IA6 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Teric N13 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Teric N13: N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Teric N13: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.0 350 dinitro-N, N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.6 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.4 132 aromatic 16/08/13jb20 106 cap amended specification.docx,73 - 73 used: Recosol 150 Nonyl Phenol ethoxylates 285.0 57 6.50 used: Teric N13 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 346.3 69 6.03 hexanol used: Ninate 60E (anionic surfactant) Total 6026.4 12.53 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok liquid, homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at4to1 a 1% aq. Solution 4to10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 3mL Failed emulsion after 24h cream & traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format _____ Viscosity 0 to 2000cPs n/a (temperature a C ____ Viscosity 0 to ')AA0rc n/a (temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAILED 16/08/13jb20 106 cap amended specification.docx,74 - 74 Trial # IA7 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Teric N20 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Teric N20: N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Teric N20: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.3 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.0 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.5 132 aromatic used: Recosol 150 Nonyl Phenol ethoxylates 286.4 57 7.24 used: Teric N20 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.02 hexanol used: Ninate 60E (anionic surfactant) Total 6028.6 13.26 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud hoo n Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4t10n/a 1%aq. Solution 4to1 Specific gravity 1.00 to 1.30 n/a (temperature at 20C) 16/08/13jb20106 cap amended specification.docx,75 - 75 <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no Failed characteristics min and complete re- separation, 4mL emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any ________________format Viscosity 0 to 2000cPs n/a (temperature at 5C) Viscosity 0 to 2000cPs n/a (temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAILED Trial # IA8 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550gL Trial details: Trial using Termul 1284 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 1284: N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 1284: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.3 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.0 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.5 132 aromatic 16/08/13jb20106 cap amended specification.docx,76 - 76 used: Recosol 150 Castor Oil Ethoxylates 285.7 57 5.92 used: Termul 1284 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.03 hexanol used: Ninate 60E (anionic surfactant) Total 6027.9 11.95 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok li uid, homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed p aq.Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.5mL Passed emulsion after 24h cream & traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0t 0~~ / (temperature at 5C) 0 to 2000cPs n/a Viscosity 0t 00p / (temperature at 20C) 0 to 2000cPs n/a Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS 16/08/13jb20106 cap amended specification.docx,77 - 77 Trial # IA9 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Termul 1285 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 1285: N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 1285: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.5 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.4 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.6 132 aromatic used: Recosol 150 Castor Oil Ethoxylates 285.0 57 6.50 used: Termul 1285 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.03 hexanol used: Ninate 60E (anionic surfactant) Total 6027.9 12.53 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud homw o bnous Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at4to1 / 1% aq. Solution 4tol1 n/a Specific gravity 1.00 to 1.3 n/a (temperature at 20C) 16/08/13jb20106 cap amended specification.docx,78 - 78 <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no Failed characteristics min and complete re- separation, 2mL emulsion after 24h cream@ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0 to 200cPs n/a (temperature at 5C) 0t 00~ Viscosity 0t 0~~ / (temperature at 20C) 0 to 2000cPs n/a Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAILED Trial # IA10 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350gIL Triallate active present at 550gIL Trial details: Trial using Termul 203 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 203: N60E (45:55) Non-ionic / Anionic surfactant I Solvent used: Termul 203: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.7 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.7 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.7 132 aromatic 16/08/13jb20 106 cap amended specification.docx,79 - 79 used: Recosol 150 Block Co-polymer 285.0 57 7.90 used: Termul 203 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.04 hexanol used: Ninate 60E (anionic surfactant) Total 6028.6 13.93 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lark ye ow h o m o n Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed Haq. Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.5mL Failed emulsion after 24h cream & 2.5mL oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0 to 2000cPs n/a (temperature a C ____ Viscosity 0 to 2000cPs n/a (temperature at 20C) 0_o200__/ Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAILED 16/08/13jb20106 cap amended specification.docx,80 -80 Trial # IA11 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using TSP16 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of TSP16: N60E (45:55) Non-ionic / Anionic surfactant I Solvent used: TSP16: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.0 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.6 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.4 132 aromatic used: Recosol 150 Block Co-polymer 285.7 57 5.88 used: TSP16 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.3 69 6.03 hexanol used: Ninate 60E (anionic surfactant) Total 6027.1 11.90 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lai ho oo bnous Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4t10n/a 1%aq. Solution 4to1n Specific gravity 1.00 to 1.30 n/a (temperature at 20C) Emulsion <2mL cream after 30 milky yellow Passed characteristics min, trace of oil after 30 emulsion, no Passed 16/08/13,jb20106 cap amended specification.doex,81 -81 min and complete re- separation, traces of emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any ________________format Viscosity 0 to 2000cPs n/a (temperature at 5C) Viscosity 0 o2Ocsn/a (temperature at 20C) 0 to 2000cPs Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # IA12 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Teric PE62 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Teric PE62: N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Teric PE62: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.3 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.0 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.5 132 aromatic used: Recosol 150 283.6 57 3.15 16/08/13jb20106 cap amended specification.docx,82 - 82 Block Co-polymer used: Teric PE62 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.05 hexanol used: Ninate 60E (anionic surfactant) Total 6025.7 9.20 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok Assara liquid3 om68g/oTrigeneous Brown P Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed p% aq. Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 5mL of Failed emulsion after 24h cream and traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any _________________format Viscosity 0t 0~~ / (temperature at 5C) 0 to 2000cPs n/a Viscosity 0t 0~~ / (temperature at 20C) 0 to 2000cPs n/a Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAIL 16/08/13,jb20106 cap amended specification.doex,83 - 83 Trial # IA13 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Teric PE64 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Teric PE64: N60E (45:55) Non-ionic ) Anionic surfactant I Solvent used: Teric PE64: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.7 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.7 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.7 132 aromatic used: Recosol 150 Block Co-polymer 282.9 57 6.74 used: Teric PE64 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.06 hexanol used: Ninate 60E (anionic surfactant) Total 6026.4 12.80 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud hoo n Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed Hat. Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) 16/08/13jb20106 cap amended specification.docx,84 - 84 <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 2.5mL of Failed emulsion after 24h cream and 1.5mL of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, rom hese Passed (Accelerated Ageing) free from phasefrmpae Psd separation in any format separation in any ___________________format Viscosity 0 o2Ocsn/a (temperature at 5C) 0 to 2000cPs Viscosity 0 to 2000cPs n/a (temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAIL Trial # IA14 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Teric PE68 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Teric PE68: N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Teric PE68: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.5 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.4 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.6 132 16/08/13jb20106 cap amended specification.docx,85 - 85 aromatic used: Recosol 150 Block Co-polymer 287.1 57 13.14 used: Teric PE68 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.01 hexanol used: Ninate 60E (anionic surfactant) Total 6030.0 19.16 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud homw oo bnous Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4t10n/a 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 5mL of Failed emulsion after 24h cream and traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown Cold temp. stability liquid, homogeneous, Dark brown solid Failed (Accelerated Ageing) free from phase separation in any format Viscosity 0t 0~~ / tem erature at 5C) 0 to 2000cPs n/a Viscosity 0 to 2000c s n/a (temperature at 20C) Test parameter LongTermmaintained within Perform required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS AND COLD STAB FAIL 16/08/13,jb20106 cap amended specification.docx,86 - 86 Trial # IA15 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Pluronic 6400 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Pluronic 6400: N60E (45:55) Non-ionic / Anionic surfactant I Solvent used: Pluronic 6400: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.3 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.0 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.5 132 aromatic used: Recosol 150 Block Co-polymer 284.3 57 1.80 used: Pluronic 6400 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.04 hexanol used: Ninate 60E (anionic surfactant) Total 6026.4 7.84 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lar ui ow o on Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4t10n/a Iaq. Solution 4to1n Specific gravity 1.00 to 1.30 n/a (temperature at 20C) 16/08/13jb20 106 cap amended specification.docx,87 - 87 <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 5mL of Failed emulsion after 24h cream and traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, rom hese Passed (Accelerated Ageing) free from phasefrmpae Psd separation in any format separation in any format _____ Viscosity 0 to 2000cPs n/a (temperature at 5C) Viscosity 0 to 2000cPs n/a (temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAIL Trial # IA16 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350gIL Triallate active present at 550g/L Trial details: Trial using Pluronic 6800 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Pluronic 6800: N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Pluronic 6800: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.5 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.4 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.6 132 16/08/13,jb20106 cap amended specification.docx,88 - 88 aromatic used: Recosol 150 Block Co-polymer 284.3 57 3.61 used: Pluronic 6800 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.04 hexanol used: Ninate 60E (anionic surfactant) Total 6027.1 9.65 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok Assay________ 333__ t Tliquid, homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed 1% aq. Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 5mL of Failed emulsion after 24h cream and traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown Cold temp. stability liquid, homogeneous, Dark brown solid Failed (Accelerated Ageing) free from phase separation in any format Viscosity 0 o2Ocsn/a (temperature at 5C) 0 to 2000cPs Viscosity 0 o20csn/a temperature at 20C) 0 to 2000cPs Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS AND COLD STAB FAIL 16/08/13,jb20106 cap amended specification.docx,89 - 89 APPENDIX 3 Trial # IA1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350giL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200: N60E (45:55) Non-ionic ! Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1840.8 349.7 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.2 549.9 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 593.1 118.6 aromatic used: Recosol 150 Alkoxylated alkyl phenol 286.0 57.2 7.29 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.0 69.2 6.02 hexanol used: Ninate 60E (anionic surfactant) Total 5960.1 13.31 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lirk yow h o m on Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed 16/08/13,jb20106 cap amended specification.doex,90 - 90 pH at4to1 1% aq. Solution 4 to 10 Stemratu at 20C) 1.00 to 1.30 1.192 Passed <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.20ml Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any ___________________format Viscosity 0t 0~~ (temperature at 5C) 0 to 2000cPs Viscosity 0t 0~~ (temperature at 20C) 0 to 2000cPs Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # IB1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350giL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Rhodacal 60/BE-C as anionic surfactants Ratio of Termul 200 : Rhodacal 60/BE-C (45:55) Non-ionic / Anionic surfactant / Solvent used: Termul 200: Rhodacal 60/BE-C: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1843.0 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2896.1 550 diisopropyl(thiocarbamate) 16/08/13jb20 106 cap amended specification.docx,91 -91 eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.8 132 aromatic used: Recosol 150 Alkoxylated alkyl phenol 283.5 57 7.25 used: Termul 200 (non-ionic surfactant) Calcium Dodecylbenzene Sulphonate 346.4 69 6.05 used: Rhodacal 60/BE-C (anionic surfactant) Total 6027.9 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance iai ho oo bnous Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed Haq. Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, traces of Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0 o2Ocsn/a temperature at 5C) 0 to 2000cPs Viscosity 0t 0~~ / (temperature at 20C) 0 to 2000cPs n/a Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS 16/08/13jb20106 cap amended specification.docx,92 - 92 Trial # ICI TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Kemmat HF60 as anionic surfactants Ratio of Termul 200 : Kemmat HF60 (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Kemmat HF60: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1843.0 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2896.1 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.8 132 aromatic used: Recosol 150 Alkoxylated alkyl phenol 283.5 57 7.25 used: Termul 200 (non-ionic surfactant) Calcium Dodecylbenzene Sulphonate 346.4 69 6.05 used: Kemmat HF60 (anionic surfactant) Total 6027.9 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud hoo n Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4 to 10 n/a 1 %aq. Solution I IlI 16/08/13,jb20106 cap amended specification.docx,93 - 93 Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, traces of Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after I min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any _________________format Viscosity 0 to 2000cPs n/a (temperature at 50) Viscosity 0 to 2000cPs n/a temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # IDI TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Nansa EVM 7012E as anionic surfactants Ratio of Termul 200: Nansa EVM 7012E (45:55) Non-ionic / Anionic surfactant I Solvent used: Termul 200: Nansa EVM 70/2E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.3 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.1 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) 658.5 132 16/08/13jb20106 cap amended specification.docx,94 - 94 Solvent naphtha (petroleum), heavy aromatic used: Recosol 150 Alkoxylated alkyl phenol 283.4 57 7.25 used: Termul 200 (non-ionic surfactant) Calcium Dodecylbenzene Sulphonate 345.7 69 6.04 used: Nansa EVM 7012E (anionic surfactant) Total 6025.0 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok liquid, homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4 to 10 n/a 1 %aq. Solution 4tl Specific gravity 100 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.1mL of Passed emulsion after 24h cream & traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format _____ Viscosity 0t 0~~ / (temperature at 5C) 0 to 2000cPs n/a Viscosity 0t 0~~ / (temperature at 20C) 0 to 2000cPs n/a Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS 16/08/13jb20106 cap amended specification.docx,95 - 95 Trial # IE1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550giL Trial details: Trial using Termul 200 as non-ionic surfactants and Rhodacal 70 as anionic surfactants Ratio of Termul 200 : Rhodacal 70 (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Rhodacal 70: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.8 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.8 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.7 132 aromatic used: Recosol 150 Alkoxylated alkyl phenol 283.5 57 7.25 used: Termul 200 (non-ionic surfactant) Calcium Dodecylbenzene Sulphonate 346.4 69 6.05 used: Rhodacal 70 (anionic surfactant) Total 6027.1 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liquidow o o n Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH aq.Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 200) 16/08/13jb20106 cap amended specification.docx,96 - 96 <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.5mL of Passed emulsion after 24h cream & traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0 to 2000cPs n/a (temperature at 5C) Viscosity 0 to 2000cPs n/a temperature at 20C)0 Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # IF1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Rhodacal 70B as anionic surfactants Ratio of Termul 200 : Rhodacal 70B (45:55) Non-ionic / Anionic surfactant / Solvent used: Termul 200: Rhodacal 70B: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.5 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.4 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.6 132 16/08/13,jb20106 cap amended specification.docx,97 - 97 aromatic used: Recosol 150 Alkoxylated alkyl phenol 283.4 57 7.24 used: Termul 200 (non-ionic surfactant) Calcium Dodecylbenzene Sulphonate 346.4 69 4.73 used: Rhodacal 70B (anionic surfactant) Total 6026.4 11.97 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud hoo n Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4t10n/a 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.3mL of Failed emulsion after 24h oil & traces of cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0 o2Ocsn/a (temperature at 5C) 0 to 2000cPs Viscosity 0t 0~~ / (temperature at 20C) 0 to 2000cPs n/a Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER TESTING BECAUSE EMULSION CHARACTERISTICS FAIL 16/08/13jb20106 cap amended specification.docx,98 - 98 Trial # IG1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350giL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Toximul TANS 5 as anionic surfactants Ratio of Termul 200 : Toximul TANS 5 (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Toximul TANS 5: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1843.0 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2896.1 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.8 132 aromatic used: Recosol 150 Alkoxylated alkyl phenol 283.5 57 7.25 used: Termul 200 (non-ionic surfactant) Alkylphenol ether sulfate/tallow amine ethoxylated salt 346.4 69 4.40 used: Toximul TANS 5 (anionic surfactant) Total 6027.9 11.65 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lai hom oo bnous Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4 to 10 n/a 1% aq. Solution 4tl Specific gravity 1.00 to 1.30 n/a (temperature at 20C) 16/08/13jb20 106 cap amended specification.docx,99 - 99 <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.3mL of Passed emulsion after 24h cream & traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0t 0~~ / (temperature at 5C) 0 to 2000cPs n/a Viscosity 0 to 2000cPs n/a (temperatureat2C______________ Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # IH1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350gIL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Toximul TANS 6 as anionic surfactants Ratio of Termul 200 : Toximul TANS 6 (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Toximul TANS 6: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1843.0 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2896.1 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.8 132 16/08/13,jb20106 cap amended specification.docx, 100 - 100 aromatic used: Recosol 150 Alkoxylated alkyl phenol 283.5 57 7.24 used: Termul 200 (non-ionic surfactant) Alkylphenol ether sulfate/tallow amine ethoxylated salt 347.1 69 5.50 used: Toximul TANS 6 (anionic surfactant) Total 6028.6 12.74 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok liquid3 omgeneous 350/LPase Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4t10n/a 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.8mL of Passed emulsion after 24h cream & traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0t 0~~ / (temperature at 5C) 0 to 2000cPs n/a Viscosity 0t 0~~ / temperature at 20C) 0 to 2000cPs n/a Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. I General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS 16/08/13jb20106 cap amended specification.docx, 101 - 101 Trial # Ill TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550gIL Trial details: Trial using Termul 200 as non-ionic surfactants and Toximul TANS 8 as anionic surfactants Ratio of Termul 200 : Toximul TANS 8 (45:55) Non-ionic ) Anionic surfactant i Solvent used: Termul 200: Toximul TANS 8: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.3 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.1 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.5 132 aromatic used: Recosol 150 Alkoxylated alkyl phenol 283.4 57 7.24 used: Termul 200 (non-ionic surfactant) Alkylphenol ether sulfate/tallow amine ethoxylated salt 346.4 69 6.60 used: Toximul TANS 8 (anionic surfactant) Total 6025.7 13.84 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud hoo n Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH aq. Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) 16/08/13jb20106 cap amended specification.doex, 102 - 102 <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.8mL of Passed emulsion after 24h cream & traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any ________________format Viscosity 0 to 2000cPs n/a (temperature at 50C) Viscosity 0 to 2000cPs n/a (temperatureat20 Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. I General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # IJ1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350gIL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Toximul TAABS 5 as anionic surfactants Ratio of Termul 200 : Toximul TAABS 5 (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Toximul TAABS 5: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.8 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.8 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.7 132 16/08/13jb20106 cap amended specification.docx,103 - 103 aromatic used: Recosol 150 Alkoxylated alkyl phenol 283.5 57 7.23 used: Termul 200 (non-ionic surfactant) Branched alcohol ether sulfate/tallow amine ethoxylated salt 347.9 70 used: Toximul TAABS 5 (anionic surfactant) Total 6028.6 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lud homw o bnous Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed p% aq. Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics mi and complete re- separation, 0.3mL of Passed emulsion after 24h cream & traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0t 0~~ / (temperature at 5C) 0 to 2000cPs n/a Viscosity 0 o2Ocsn/a temperature at 200 0 to 2000cPs Test parameter LongTermmaintained within Perform required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS 16/08/13jb20106 cap amended specification.docx, 104 - 104 Trial # IKI TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Toximul TAABS 8 as anionic surfactants Ratio of Termul 200 : Toximul TAABS 8 (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Toximul TAABS 8: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.5 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.4 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.6 132 aromatic used: Recosol 150 Alkoxylated alkyl phenol 283.4 57 7.24 used: Termul 200 (non-ionic surfactant) Branched alcohol ether sulfate/tallow amine ethoxylated salt 346.4 69 used: Toximul TAABS 8 (anionic surfactant) Total 6026.4 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud hoon Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed %at. Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) 16/08/13,jb20 106 cap amended specification.docx, 105 - 105 <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.5mL of Passed emulsion after 24h cream & traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any _____________________ format _____ Viscosity 0 to 2000cPs n/a (temperature at 50C) _________ Viscosity 0 to 2000cPs n/a temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS 16/08/13,jb20 106 cap amended specification.docx,106 - 106 APPENDIX 4 Trial # IAI TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200: N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1840.8 349.7 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.2 549.9 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 593.1 118.6 aromatic used: Recosol 150 Alkoxylated alkyl phenol 286.0 57.2 7.29 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.0 69.2 6.02 hexanol used: Ninate 60E (anionic surfactant) Total 5960.1 13.31 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok lqihmgeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed 16/08/13,jb20106 cap amended specification.docx, 107 - 107 pH at4to1 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 1.192 Passed (temperature at 20C)_____ <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.20ml Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0 to 2000cPs (temperature a 0 Viscosity 0 to 2000cPs (temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # llA1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200: N60E (45:55) Non-ionic / Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 200 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1841.8 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.3 550 diisopropyl(thiocarbamate) 16/08/13jb20106 cap amended specification.docx,108 - 108 eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 660.7 132 aromatic used: Recosol 200 Alkoxylated alkyl phenol 283.3 57 7.25 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.3 69 6.05 hexanol used: Ninate 60E (anionic surfactant) Total 6026.4 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok liquid, homogeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4t10n/a 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 1.20ml Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0 to 2000cPs n/a (temperature at 5C) Viscosity 0 to 2000cPs n/a (temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS 16/08/13,jb20106 cap amended specification.docx, 109 -109 Description: AWAITS FURTHER ANALYSIS Trial # IIIA1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350gIL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200 : N60E (45:55) Non-ionic / Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Xylene FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.3 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.1 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 659.3 132 aromatic used: Xylene Alkoxylated alkyl phenol 283.4 57 7.25 used: Termul 200 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.05 hexanol used: Ninate 60E (anionic surfactant) Total 6026.4 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lai ho oo bnous Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed 16/08/13jb20 106 cap amended specification.docx, 110 - 110 pH at 1% aq. Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, traces of Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0 to 2000cPs n/a (temperature at 5C) Viscosity 0 to 2000cPs n/a (temperature at 20C) 0 to 2000cs n/a Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # IVAI TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550giL Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200: N60E (45:55) Non-ionic / Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Toluene FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.8 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.8 550 diisopropyl(thiocarbamate) 16/08/13,jb20106 cap amended specification.docx, I I1 -111 eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 659.3 132 aromatic used: Toluene Alkoxylated alkyl phenol 283.5 57 7.25 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.5 69 6.05 hexanol used: Ninate 60E (anionic surfactant) Total 6027.9 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud hoo n Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4t10n/a 1%aq. Solution 4to10 Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no Passed characteristics min and complete re- separation, no emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, rom hese Passed (Accelerated Ageing) free from phasefrmpae Psd separation in any format separation in any ________________format Viscosity 0 to 2000cPs n/a (temperature at 5C) Viscosity 0 to 2000cPs n/a (temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS 16/08/13jb20106 cap amended specification.docx, 112 -112 Description: AWAITS FURTHER ANALYSIS Trial # VAI TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350gIL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Acetone FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.1 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.7 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 662.9 132 aromatic used: Acetone Alkoxylated alkyl phenol 283.4 57 7.25 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.3 69 6.05 hexanol used: Ninate 60E (anionic surfactant) Total 6029.3 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok liquid, homogeneous_____ Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed 16/08/13,jb20106 cap amended specification.docx, 113 - 113 pH at 4 to 10 n/a 1 % aq.Solution 4tl Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.1ml of Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0 o2Ocsn/a temperature at 5C) 0 to 2000cPs Viscosity 0 o2Ocsn/a (temperature at 20C) 0 to 2000cPs Test parameter LongTermmaintained within Performed required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # VIA1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Dimethyl adipate FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.3 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.1 550 diisopropyl(thiocarbamate) 16/08/13jb20106 cap amended specification.docx,114 -114 eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 658.6 132 aromatic used: Dimethyl adipate Alkoxylated alkyl phenol 283.4 57 7.25 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.05 hexanol used: Ninate 60E (anionic surfactant) Total 6025.7 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lark yelod h o m on Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4t10n/a 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.9ml of Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any ________________format Viscosity 0 to 2000cPs n/a (temperature at 5C) Viscosity 0 to 2000cPs n/a (temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS 16/08/13jb20106 cap amended specification.docx, 115 -115 Description: AWAITS FURTHER ANALYSIS Trial # ViIA1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350giL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200: N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Dimethyl succinate FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.6 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.4 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 660.0 132 aromatic used: Dimethyl succinate Alkoxylated alkyl phenol 283.4 57 7.25 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 346.4 69 6.05 hexanol used: Ninate 60E (anionic surfactant) Total 6027.9 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Diud hoo n Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed 16/08/13,jb20106 cap amended specification.docx, 116 - 116 pH at 1% aq. Solution 4to10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.2ml of Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format _____ Viscosity 0 to 2000cPs n/a (temperature at 5C)_____ Viscosity 0 to 2000cPs n/a (temperature at 20C) 0_o200__/ Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # VIIIA1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350giL Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant I Solvent used: Termul 200: Ninate 60E: NMP FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.8 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2895.8 550 diisopropyl(thiocarbamate) 16/08/13jb20106 cap amended specification.docx,117 -117 eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 657.9 132 aromatic used: NMP Alkoxylated alkyl phenol 283.5 57 7.25 used: Termul 200 (non-ionic surfactant) Calcium C1 0-16 alkyl benzenesulfonic acid in 2-ethyl 346.5 69 6.05 hexanol used: Ninate 60E (anionic surfactant) Total 6026.4 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lud homw oo bnous Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pHaq.Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 n/a (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.4ml of Passed emulsion after 24h cream&traces of oil @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase from phase Passed separation in any format separation in any format Viscosity 0 to 2000cPs n/a (temperature at 5C) Viscosity 0 to 2000cPs n/a (temperature at 20C) ________________________ 16/08/13jb20106 cap amended specification.docxI118 -118 Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS 16/08/13,jb20106 cap amended specification.docx,119 -119 APPENDIX 5 Trial # E1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 400g/L Triallate active present at 650giL Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200 : N60E (45:55) Non-ionic / Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 2105.8 400 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 3422.4 650 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 79.8 16 aromatic used: Recosol 150 Alkoxylated alkyl phenol 296.0 59 7.27 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 359.6 72 6.03 hexanol used: Ninate 60E (anionic surfactant) Total 6263.6 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance laud hoo n Brown liquid ok Assay 333 to 368g/L Triallate 400g/L Passed Assay 525 to 575g/L Triallate 650g/L Passed 16/08/13,jb20 106 cap amended specification.docx, 120 - 120 pH at n/a 1% aq. Solution 4to1n Specific gravity 1.00 to 1.30 1.253 Passed (temperature at 200) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 1.0ml Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, romephase Passed (Accelerated Ageing) free from phase sepraon inas anyse separation in any format separatiomain any Viscosity 0 to 2000cPs n/a (temperature a 0 Viscosity 0 to 2000cPs n/a (temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS Trial # E2 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 425g/L Triallate active present at 675g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants Ratio of Termul 200 : N60E (45:55) Non-ionic ) Anionic surfactant I Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, gIL HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 2236.2 425 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 3554.2 675 diisopropyl(thiocarbamate) 16/08/13jb20106 cap amended specification.docx, 121 - 121 eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 0.0 0 aromatic used: Recosol 150 Alkoxylated alkyl phenol 305.4 61 7.27 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 370.8 74 6.03 hexanol used: Ninate 60E (anionic surfactant) Total 6466.6 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lark yelod h o m o n Brown liquid ok Assay 333 to 368g/L Triallate 425g/L Passed Assay 525 to 575g/L Triallate 675g/L Passed %at. Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 1.293 Passed (temperature at 200) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no Pse characteristics mi and complete re- separaton, 0.25ml Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown red brown liquid, Cold temp. stability liquid, homogeneous, homogeneous, free (Accelerated Ageing) free from phase sepraon inas anyse separation in any format separation in any Viscosity 0 to 2000cPs n/a (temperature at 50C) 0_o200_/ Viscosity 0 to 2000cPs n/a (temperature at 20C)_________________________ 16/08/13,jb20106 cap amended specification.docx,122 - 122 Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? PASS Description: AWAITS FURTHER ANALYSIS 16/08/13jb20 106 cap amended specification.docx,123 - 123 APPENDIX 6 Trial # F1 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550giL Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants. Surfactant loading concentration at 80% Ratio of Termul 200 : N60E (45:55) Non-ionic / Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1841.6 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.2 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 697.3 139 aromatic used: Recosol 150 Alkoxylated alkyl phenol 224.6 45 7.26 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 273.7 55 6.04 hexanol used: Ninate 60E (anionic surfactant) Total 5931.4 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark yellow to brown Brown liquid ok liquid3 omgeneous Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed 16/08/13jb20106 cap amended specification.docx, 124 - 124 pH at n/a 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 1.186 Passed (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, traces of Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown Cold temp. stability liquid, homogeneous, Formed crystals Failed (Accelerated Ageing) free from phase separation in any format Viscosity 0 to 2000cPs n/a (temperature at 50)C________ Viscosity 0 o2Ocsn/a (temperature at 20C) 0 to 2000cPs Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER ANALYSIS BECAUSE COLD STAB FAILED Trial # F2 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants. Surfactant loading concentration at 60% Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1841.8 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.8 550 16/08/13jb20106 cap amended specification.docx,125 - 125 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 806.7 161 aromatic used: Recosol 150 Alkoxylated alkyl phenol 169.4 34 7.23 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 207.6 42 6.06 hexanol used: Ninate 60E (anionic surfactant) Total 5920.3 13.29 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance lai ho oo bnous Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4 to 10 n/a 1% aq. Solution 4t1 Specific gravity 1.00 to 1.30 1.184 Passed (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no characteristics min and complete re- separation, 0.1ml of Passed emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown Cold temp. stability liquid, homogeneous, Formed crystals Failed (Accelerated Ageing) free from phase separation in any format Viscosity 0 o2Ocsn/a (temperature at 5C) 0 to 2000cPs Viscosity 0 o20Csn/a (temperature at 20C) 0 to 2000cPs Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL 16/08/13jb20106 cap amended specification.docx,126 - 126 Description: DID NOT CONTINUE ANY FURTHER ANALYSIS BECAUSE COLD STAB FAILED Trial # F3 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550gIL Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants. Surfactant loading concentration at 40% Ratio of Termul 200 : N60E (45:55) Non-ionic ! Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1842.0 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) S-2,3,3-tricholoroallyl 2894.3 550 diisopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 916.1 183 aromatic used: Recosol 150 Alkoxylated alkyl phenol 112.6 23 7.25 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 137.6 28 6.05 hexanol used: Ninate 60E (anionic surfactant) Total 5902.6 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance liud hoo n Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed 16/08/13,jb20106 cap amended specification.docx, 127 - 127 Assay 525 to 575g/L Triallate 550g/L Passed 1% aq. Solution 4 to 10 n/a Specific gravity 1.00 to 1.30 1.181 Passed (temperature at 20C) <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no Failed characteristics min and complete re- separation, 4ml of emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown Cold temp. stability liquid, homogeneous, Formed crystals Failed (Accelerated Ageing) free from phase separation in any format Viscosity 0 to 2000cPs n/a (temperature at 5C) Viscosity 0 to 2000cPs n/a (temperature at 20C) Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years. General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER ANALYSIS BECAUSE EMULSION CHARACTERISTICS AND COLD STAB FAILED Trial # F4 TRIFLUR-ALLATE 350:550 TRIALS Trifluralin active present at 350g/L Triallate active present at 550g/L Trial details: Trial using Termul 200 as non-ionic surfactants and Ninate 60E as anionic surfactants. Surfactant loading concentration at 20% Ratio of Termul 200 : N60E (45:55) Non-ionic I Anionic surfactant / Solvent used: Termul 200: Ninate 60E: Recosol 150 FORMULATION Component Amount, g Loading, g/L HLB (Chemical name) alpha, alpha, alpha -trifluoro-2,6- 1843.1 350 dinitro-N,N-dipropyl-p-toluidine eg. Trifluralin (95% purity) 16/08/13,jb20 106 cap amended specification.docx,128 - 128 S-2,3,3-tricholoroallyl 2894.8 550 d11sopropyl(thiocarbamate) eg. Triallate Tech (95% purity) Solvent naphtha (petroleum), heavy 1023.9 205 aromatic used: Recosol 150 Alkoxylated alkyl phenol 56.4 11 7.27 used: Termul 200 (non-ionic surfactant) Calcium C10-16 alkyl benzenesulfonic acid in 2-ethyl 68.5 14 6.03 hexanol used: Ninate 60E (anionic surfactant) Total 5886.7 13.30 RESULTS OF FORMULATION Parameter Required Results Remarks Appearance Dark hoon Brown liquid ok Assay 333 to 368g/L Triallate 350g/L Passed Assay 525 to 575g/L Triallate 550g/L Passed pH at 4t10n/a 1% aq. Solution 4 to 10 Specific gravity 1.00 to 1.30 1.177 Passed (temperatureat20 <2mL cream after 30 milky yellow Emulsion min, trace of oil after 30 emulsion, no Failed characteristics min and complete re- separation, 5ml of emulsion after 24h cream @ bottom Persistent Foaming <60mL after 1 min n/a Dark yellow to brown Cold temp. stability liquid, homogeneous, Formed crystals Failed (Accelerated Ageing) free from phase separation in any format Viscosity 0 o2Ocsn/a temperature at 5C) 0 to 2000cPs Viscosity 0 o20csn/a (temperature at 20C) 0 to 2000cPs Test parameter Long Term maintained within Performance required range after n/a accelerated aging to approximate 2 years.
16/08/13,jb20106 cap amended specification.docx,129 - 129 General Remarks PASS or FAIL? FAIL Description: DID NOT CONTINUE ANY FURTHER ANALYSIS BECAUSE EMULSION CHARACTERISTICS AND COLD STAB FAILED 16/08/13,jb20106 cap amended specification.docx, 130 - 130 IMTRADE Confidential 2 4' F A 7mx APPENDIX X e ae 4 Pre-emergence activity of a Trifluralin + Triallate herbicide mixture formulated by Imtrade on Trifluralin-resistant ryegrass biotypes. CLIENT: BEVAN ADDISON, IMTRADE Or Peter Boutsalis, Plant Science Consulting 14 MAY 2010 (The mixture of Trifluralin with Triatlate has been abbreviated by Peter Boutsalis in this report as Imtrade TT) 16/08/13,jb20106 cap amended specification.docx, 131 - 131 RESULTS AND DISCUSSION. trade TT dose response All ryegrass biotypes (susceptible and Tritiraiin-resistant) were equally affected by Irtrade TT at the highest rates with 98100% control achieved (wdh triuralin, the rates used in pot trials should by multiplied by 4-6 fold to represent field actAvity). This level of control is not normally achievable in the field with pre-emergence herbicides because there are several factors which prevent all the weed seeds coming into contact with the herbicide such as stubble, seed contained within soil clods. deeply buried seed, moisture, temperature, UN degredationi etc, At the 500 milha rate. 100% control of biotypes 1306 & A902 was not achieved. This Indicates that at reduced rates (or poor spray application) survival of individuals with trifluralin resistance is likely to occur. In cases where Trituralin resistance is suspected, it would be advisable that the top rate of Imtrade TT be used. If strong Tfiuralin resistance has been confirmed (eg. via a resistance test), it would be strongly recommended to switch to a pre-emergence productt that does not contain Trifuralin Comparison of kmtrade TT to other prearnergence herbicides Trifluralin: The level of resistance in the four resistant biotypes vs the S biotype is clearly represented in Figure 2. Trifluralin caused between 20-50% control compared to 100% control of the S biotype (Figure 2). The level of resistance that the four resistant biotypes (patlicularty biotype A797. 1, A902 and 1305) exhibited would result in poor weed control at the maximum label rate of Trifluralin (3Uha) in the field. Trialate: All biotypes including the S exhibited between 90-98% contro. The fact that there was no difference in response of the S biotype to the four trifluralir-resistant biotypes indicates that they don't possess any cross resistance to Triallate. From a herbicide resistance perspective, it is this phenomenon that makes the mixture of Trifturalin with Triallate en effective herbicide mixture, even in the case of ryegrass with weak resistance to Trifluralin Soxer Gold: Control of five ryegrass biotypes with Soxer Gold was achieved indicating that there is no cross resistance of trifturalin-resistant biotypes to this product, a finding that has been identified in previous pot studies. Conclusion lmtrade TT was tested and found to be an effective herbicide in controlling ryegrass, Trifluralin-resistant totypes exhibited some survival at the lowest rate indicating that reduced control may occur in the field. Athoughs, Triffuralin resistance is widespread in certain regions of SA, random ryegrass surveys in WA (2003), Victoria (2005, 2006. 2009) and NSW (2009) by universities have shown that the level of resistance is well below 10% of the paddocks surveyed. For this reason, good pre-emergence control with a robust ritAure of Trifturalin + Triallate (lmtrade TT) can be achieved. Photos- see separate PowerPoint presentation Imirade Confidential 16/08/13,jb20106 cap amended specification.docx,132 - 132 Figure 1 shows the effect of increasing rates of Imtrade TT on % control of five ryegrass biotypes: one herbicide-susceptible (S) and four Trifluralin resistant ryegrass biotypes. Assessment was made 4 weeks after herbicide application. Error bars represent the standar error of the means. Figure 2 shows efficacy of 50 ml/ha Imatrade TT, Boxer-Gold, Triallate and Trifluralin on control of Trifluralin-resistant ryegrass biotypes. Note the lower rates of Boxer Gold, Triallate and Trifluralin used represent field activity rates (for eample note that there was total control of the susceptible biotype with each herbicide at these reduced rates). Assessment was made 4 weeks after herbicide application. Error bars represent the standard error of the means.
16/08/13,jb20106 cap amended specification.docx,133 - 133 MATERIALS AND METHODS The following ryegrass biotypes were tested with, a dose range of a mixture of Trifluralin & Triallate formulated by Imtrade. This herbicide rnixture has been abbreviated in this report as Imtrade TT. Boxer Gold, Trifuralin (Triflur X) and Triallate (Avadex XTRA) were used in this study as commercial standards. Ryegrass botypes and state of origin: o 1306 (WAY A797.1 (SAY A902 (Vic- strong Trnuralin resistance, most likely due to target-site resistance to Group D herbicides G SLR31 (SA)- intermediate resistance to Trifluralin due to enhanced degradation (confirmed in lab studies), Resistant to a wide range of herbicides in several mode of action chemical groups. o S (SA)- herbicide susceptible biotype Rates lmtrade TT: 500, 750, 1000,1500 mliha Triuralin (Trihur X): 480 g al/ha (500 milha)4 this rate represents at least 3000 milha in the field Trilltate (Avadex XTRA). 500 g alha (1000 milha)+ this rate represents at feast 2000 mil/a in the field The herbicides were applied using a simulated jnSErratq4 ypwing (WD) system that has been developed by the Uni or Adelaide. A set volume of seeds (40) were placed onto the surface of specialised potting mix in n10cm x 10cm pots, Each herbicide was sprayed directly onto the seeds that were then covered with 0.5cm soil to simulate soil incorporation. Herbicide application was performed using a laboratory boom sprayer equipped with Tjet fan nozzles at a speed of I ms. Output from the sprayer was calibrated at 110 L ha" at a pressure of 250 kPa. Using this testing procedure. volalitisation losses were minimised by the immediate and even incorporation of the herbicide. Under these condilons, herbicide activity is greater than is expected in the field and needs ta be taken into account when interpreting the results. The experiment was conducted outdoors in April-May 2010 as a randomised complete design with three replications, Herbicide effects were measured 4 weeks after spraying. Seedings were considered emerged if they had reached the 2-leaf stage at this time. Survival % was recorded by comparing the surviving number of 2-3 leaved seedlings in the sprayed treatments to the number present before spraying. % control was calculated by subtracting % survival from 100 (Figure 1 & 2) iraoe Confidental 16/08/13,jb20106 cap amended specification.docx, 134 - 134 APPENDIX Y Example BE 1 The formulation of example 1 (350 g/L trifluralin and 550 g/L triallate) was designated TTI and was compared with trifluralin and other industry standards on trifluralin-resistant ryegrass. The plot size was 2.5m x 1 Om, with 5 replicates. Treatments were applied with a hand boom. Ryegrass control was assessed with plant counts (counts per square metre) and similarly for wheat. Further trial details as follows: Located at Wycheproof Victoria Australia, sown 14 May, row spacing 12", sowing speed (wheat) 8.5 km/hr, seeding fertiliser 27:12 @ 60 kg/ha, seeding rate 80 kg/ha, very dry soil conditions. Water rate 64 L/ha, medium drop size, Nozzle TTOl operated at 2 bar, temperature 16 deg C, humidity 38%. Knock-down used Glyphosate 450 @ IL/ha plus Hammer @ 50 ml/ha plus oil @ 0.5%. Treatment Ryegrass Density Ryegrass % Reduction Average plants/sq m Relative to Control TT1 at 1L/ha 34 59 TT1 at 1.4L/ha 39 57 TT1 at 1.8L/ha 30.5 63 TT1 at 2.2L/ha 24 73 TTl at 2.5L/ha 17 79 Trifluralin 480 EC at 1.3 58 30 L/ha 16/08/13,jb20106 cap amended specification.docx, 135 - 135 Trifluralin 480 EC at 2.6 52.5 36 L/ha Untreated control 89.4 0 Sakura at 118 g/ha 15 82 Boxer Gold at 2.5 L/ha 32.5 62 Trifluralin 480 EC at 1.5 14.5 81 L/ha and Avadex at 2L/ha Treatment Wheat Density Average plants/sq m TTI at IL/ha 112 TT1 at 1.4L/ha 71.4 TT1 at 1.8L/ha 104.8 TTI at 2.2L/ha 90.4 TT1 at 2.5L/ha 96.4 Trifluralin 480 EC at 1.3 L/ha 116.4 Trifluralin 480 EC at 2.6 L/ha 85.6 Untreated control 95.6 Sakura at 118 g/ha 85 Boxer Gold at 2.5 L/ha 92.4 Trifluralin 480 EC at 1.5 L/ha and 94.8 Avadex at 2L/ha
Claims (39)
1. An emulsifiable concentrate formulation including as active agents trifluralin and triallate and also including at least one agriculturally acceptable surfactant, wherein the sum of concentrations of trifluralin and triallate in the emulsifiable concentrate formulation is greater than 600 g/L, preferably greater than 700g/L, even more preferably greater than 800 g/L.
2. An emulsifiable concentrate formulation as claimed in claim 1 wherein the sum of concentrations of trifluralin and triallate in the emulsifiable concentrate formulations is greater than 850 g/L.
3. An emulsifiable concentrate formulation as claimed in claim 1 wherein the sum of concentrations of trifluralin and triallate in the emulsifiable concentrate formulation is greater than 900 g/L.
4. An emulsifiable concentrate formulation as claimed in any one of claims 1 to 3 wherein the weight ratio of trifluralin to triallate is in the range of from 1:1 to 1:2.
5. An emulsifiable concentrate formulation as claimed in any one of claims 1 to 3 wherein the weight ratio of trifluralin to triallate is about 1:1.6.
6. An emulsifiable concentrate formulation of trifluralin and triallate including: trifluralin and triallate, wherein the combination of trifluralin and triallate comprises at least 600 g/L of the emulsifiable concentrate formulation; at least one solid, liquid-containing, or liquid, agriculturally acceptable surfactant; optionally, at least one agriculturally acceptable solvent; wherein the liquid components of the emulsifiable concentrate formulation form a solubilizing moiety for the trifluralin and triallate, and wherein the trifluralin plus triallate/solubilizing moiety weight ratio is greater than 2. 28/06/13,Case 20106 - CAP Specification,137 - 137
7. An emulsifiable concentrate formulation as claimed in claim 6 including at least one agriculturally acceptable solvent or solvent system for trifluralin and triallate, and the ratio of the cumulative weight of active agents to solvent or solvent system is greater than 2, preferably greater than 4 and more preferably greater than 6.
8. An emulsifiable concentrate formulation as claimed in any one of claims 1 to 7, wherein the concentration of trifluralin in the emulsifiable concentrate formulation is between 250 g/L and 500 g/L.
9. An emulsifiable concentrate formulation as claimed in any one of claims 1 to 7, wherein the concentration of triallate in the emulsifiable concentrate formulation is between 300 g/L and 690 g/L.
10. An emulsifiable concentrate formulation as claimed in claim 6 wherein the at least one agriculturally acceptable solvent comprises at least one member from the set consisting of alkane materials, aromatic materials, alkylaryl materials, alcohol-containing materials, ether-containing materials, ester-containing materials, ketone-containing materials, lactam-containing materials, amide-containing materials, chlorinated materials, aldehyde containing materials.
11. An emulsifiable concentrate formulation as claimed in claim 6, wherein the at least one agriculturally acceptable solvent comprises at least one member of the set solvent naphtha (petroleum), heavy aromatic fraction, xylene, toluene, pyrrolidones including N-alkylated pryrrolidones such as n methyl pyrrolidone, cyclohexanone, acetone, glycol ethers such as diethyleneglycol monomethyl ether (including the material sold under the trade name Carbitol), ethyleneglycolmonobutylethers (including the material sold under the trade name Butyl Glysolv), propylene glycol monomethyl ether (including the material sold under the trade name Glysolv PM), methanol, 28/06/13,Case 20106 - CAP Specification,138 - 138 ethanol, isopropanol, decanol, parrafins, hexane, acetic acid C 6 -C 8 branched alkyl ester (including the material sold under the trade name Exxate 700).
12. An emulsifiable concentrate formulation as claimed in claim 6 wherein the at least one agriculturally acceptable solvent is chosen from the set consisting of petroleum-based aromatic hydrocarbon fractions including Recosol 150 and Recosol 200, xylene, toluene, acetone, dimethyl adipate, dimethyl succinate, n-methyl pyrrolidone, diethyleneglycol monobutyl ether, and propylene glycol monomethyl ether.
13. An emulsifiable concentrate formulation as claimed in any one of claims 6 or 7 or 10 to 12 wherein the at least one agriculturally acceptable solvent is present in the range of from 0 to 200 g/L.
14. An emulsifiable concentrate formulation as claimed in any one of claims 6 or 7 or 10 to 12 wherein the at least one agriculturally acceptable solvent is present in the range from 15 to 150 g/L.
15. An emulsifiable concentrate formulation as claimed in any one of claims 6 or 7 or 10 to 12 wherein the at least one agriculturally acceptable solvent is present in the range from 40 to 135 g/L.
16. An emulsifiable concentrate formulation as claimed in any one of claims 6 or 7 or 10 to 12 wherein the at least one agriculturally acceptable solvent is present in the range from 90 to 135 g/L.
17. An emulsifiable concentrate formulation as claimed in any one of claims 1 to 6, wherein the at least one agriculturally acceptable surfactant includes at least one of a first agriculturally acceptable surfactant chosen from the set consisting of alkyl phenol alkoxylates, fatty acid alkoxylates, alkoxylated triglycerides, and tristyrylphenol alkoxylates, wherein said 28/06/13,Case 20106 - CAP Specification,139 - 139 alkoxylates include ethoxylates, propoxylates, and mixed ethoxylate propoxylates, including multi-block ethoxylate/propoxylate materials.
18. An emulsifiable concentrate formulation as claimed in claim 17 wherein the at least one of a first agriculturally acceptable surfactant is an alkylphenol alkoxylate chosen from the set consisting of nonylphenol EO-10 diblock materials with one block having 7-11 EO moieties (on an average basis) and the other block having 8 to 12 PO moieties (on an average basis).
19. An emulsifiable concentrate formulation as claimed in claim 17 wherein the at least one of a first agriculturally acceptable surfactant is chosen from the set of alkoxylated triglycerides including alkoxylated castor oils (including castor oil 36 EO) (on an average basis) and alkoxylated coconut oil.
20. An emulsifiable concentrate formulation as claimed in any one of claims 17 to 19 wherein the at least one of a first agriculturally acceptable surfactant is present in the range from 30 to 100 g/L.
21. An emulsifiable concentrate formulation as claimed in any one of claims 1 to 20 wherein the at least one agriculturally acceptable surfactant includes at least one of a second agriculturally acceptable surfactant chosen from the set consisting of calcium alkylbenzene sulfonic acid in liquid concentrate form, alkylphenol ether sulphate/alkylamine ethoxylate salt, and alcohol ether sulphate/alkylamine ethoxylate salt.
22. An emulsifiable concentrate formulation as claimed in claim 21 wherein the at least one second agriculturally acceptable surfactant is chosen from the set consisting of calcium alkylbenzene sulfonic acid salt in liquid concentrate form wherein the alkyl moiety, which may be straight or branched, is C 8 -C 14 alkyl. 28/06/13,Case 20106 - CAP Specification,140 - 140
23. An emulsifiable concentrate formulation as claimed in claim 22 wherein the alkyl moiety, which may be straight or branched, is C 10 -C 12 alkyl.
24. An emulsifiable concentrate formulation as claimed in claim 21 wherein the at least one second agriculturally acceptable surfactant is chosen from the set consisting of alkylphenol ether sulphate/alkylamine ethoxylate salt and alcohol ether sulphate/alkylamine ethoxylate salt, wherein the alkylamine moiety is C 1 4 -C 18 alkyl, including tallowamine.
25. An emulsifiable concentrate formulation as claimed in any one of claims 21 to 24 wherein the at least one second agriculturally acceptable surfactant is present in the range from 30 to 120 g/L.
26. An emulsifiable concentrate formulation as claimed in any one of claims 21 to 23 wherein the at least one of calcium alkylbenzene sulfonic acid salt is present, net of solvent, in the range from 15 to 70 g/L.
27. An emulsifiable concentrate formulation as claimed in claim 21, wherein the surfactant is a calcium alkylbenzenesulfonic acid surfactant, e.g., a 60% solution thereof in 2-ethylhexanol, and the quantity of this solution used to make each litre of concentrate is in the range 40 -100 grams.
28. An emulsifiable concentrate formulation as claimed in any one of claims 1 to 6, wherein the at least one agriculturally acceptable surfactant includes a non-ionic surfactant.
29. An emulsifiable concentrate formulation as claimed in any one of claims 1 to 6, wherein the at least one agriculturally acceptable non-ionic surfactant is chosen from the categories in the set consisting of alkoxylated block polymers, alkoxylated alcohols, alkoxylated alkylphenols, alkoxylated 28/06/13,Case 20106 - CAP Specification,141 - 141 amines, alkoxylated amides, alkoxylated fatty esters, alkoxylated oils, fatty esters, alkoxylated fatty acids, sorbitan derivatives.
30. An emulsifiable concentrate formulation as claimed in claim 28, wherein the at least one agriculturally acceptable non-ionic surfactant is chosen from the set consisting of nonylphenol ethoxylate (including materials sold under the trade name Teric N9, Teric N15, Teric N30), octylphenol ethoxylate (including materials sold under the trade name Teric X5, Terix X8, Teric X10), alkoxylated alkylphenol (including materials sold under the trade name Termul 200, Orisurf 200), vegetable oil ethoxylate (including materials sold under the trade name Termul 1284, Termul 1285), tristyryl phenol ethoxylates (including material sold under the trade name Termul 3150), alcohol ethoxylates such as tridecyl alcohol -9EO (including material sold under the trade name Teric 13A9), C12-C 14 alcohols reacted with 2 moles EO (including material sold under the trade name Teric 12A2N), block copolymers such as polyoxyethylene/polyoxypropylene block copolymer (including materials sold under the trade names Teric PE62, Teric PE64, Teric PE 68), and fatty amine higher-mole ethoxylates (such as tallow amine ethoxylates and oleyl amine ethoxylate) which have non-ionic characteristics such as cloud point and compatibility with anionic surfactants (including materials sold under the trade name Terwet 3780).
31. An emulsifiable concentrate formulation as claimed in any one of claims 1 to 6, wherein the at least one agriculturally acceptable surfactant includes an anionic surfactant.
32. An emulsifiable concentrate formulation as claimed in claim 31, wherein the at least one agriculturally acceptable anionic surfactant is chosen from the categories in the set consisting of alkylaryl sulfonates; alkylarylsulfonic acids; carboxylated alcohol ethoxylates and alkylphenol ethoxylates; carboxylic acids/fatty acids; diphenyl sulfonate derivatives; olefin 28/06/13,Case 20106 - CAP Specification,142 - 142 sulfonates; phosphate esters; phosphorus organic derivatives; sulfates and sulfonates of oils and fatty acids; sulfates and sulfonates of ethoxylated alkylphenols; sulfates of ethoxylated alcohols; sulfates of fatty esters; sulfonates of dodecyl and tridecylbenzenes; sulfonates of naphthalene and alkyl naphthalene; sulfonates of petroleum; sulfosuccinamates; alkoxylated amines; sarcosine derived surfactants such as, ammonium lauroyl sarcosinate; alkoxylates as above other than ethoxylates (such a propoxylates, butoxylates).
33. An emulsifiable concentrate formulation as claimed in claim 31, wherein the at least one agriculturally acceptable anionic surfactant is chosen from the set consisting of linear and branched alkylbenzenesulphonates and salts thereof which may be provided as a solution in a solvent such as calcium C12-C 1 4 alkylbenzenesulfonate (including materials sold under the trade name NANSA EVM70/2E which is carried in 2 ethylhexanol), alkyl sulphates such as sodium lauryl sulphate (including material sold under the trade name Empicol LX/N), alkyl ether sulfates such as sodium lauryl ether (2EO) sulphate (including material sold under the trade name Emipmin KESX70/AU), alkyl phosphates (including material sold under the trade names Alkanate PA100, Alkanate PG30, and Alkanate PL50), alkyl ether phosphates (including material sold under the trade name Alkanate PK100), alkylphenol ether sulfate/tallow amine ethoxylate salts (including materials sold under the trade names Toximul TANS-5, Toximul TANS-6, Toximul TANS-8, Toximul TANS-15), and alcohol ether sulphate/tallow amine ethoxylate salts (including materials sold under the trade names Toximul TAABS-5, Toximul TAABS-8).
34. An emulsifiable concentrate formulation as claimed in any one of claims 1 to 6, wherein the at least one agriculturally acceptable surfactant includes a cationic surfactant such as fatty amine lower-mole ethoxylates which may be incompatible with anionic surfactants. 28/06/13,Case 20106 - CAP Specification,143 - 143
35. An emulsifiable concentrate formulation as claimed in claim 31, wherein the anionic surfactant is a calcium alkylbenzenesulfonic acid surfactant, e.g., a 60% solution thereof in 2-ethylhexanol, and the quantity of this solution used to make each litre of concentrate is in the range 40 -100 grams.
36. An emulsifiable concentrate formulation as claimed in claim 28, wherein the non-ionic surfactant is an alkoxylated alkylphenol, and the quantity of this material used to make each litre of concentrate is in the range 30 - 90 grams.
37. An emulsifiable concentrate formulation as claimed in claim 6, wherein the agriculturally acceptable solvent is chosen from the set consisting of high flash-point aromatic hydrocarbons, especially hydrocarbons having a boiling range of about 180 - 210'C (e.g., Solvesso 150 or Recosol 150), xylene, dimethyl adipate, N-methyl pyrrolidone, and diethyleneglycol monomethyl ether.
38. An emulsifiable concentrate formulation as claimed in claim 6 , wherein the weight of agriculturally acceptable solvent used to make each litre of concentrate is in the range 50 - 250 grams.
39. An emulsifiable concentrate formulation of trifluralin and triallate, containing about 350 g/L of trifluralin, about 550 g/L of triallate, about 120 g/L of an agriculturally acceptable solvent being a petroleum-based aromatic hydrocarbon distillate fraction (such as Recosol 150), about 56 g/L of a first agriculturally acceptable surfactant being an alkoxylated alkylphenol, and about 68.5 g/L of a second agriculturally acceptable surfactant being a calcium salt of an alkylbenzenesulfonic acid in 2-ethoxyhexanol.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2013206606A AU2013206606A1 (en) | 2012-06-29 | 2013-06-28 | High load triflurallate emulsifiable concentrate formulations |
| AU2016269566A AU2016269566B2 (en) | 2012-06-29 | 2016-12-09 | High load triflurallate emulsifiable concentrate formulations |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2012902789A AU2012902789A0 (en) | 2012-06-29 | High Load Triallate/Trifluralin Emulsifiable Concentrate Formulations | |
| AU2012902789 | 2012-06-29 | ||
| AU2013206606A AU2013206606A1 (en) | 2012-06-29 | 2013-06-28 | High load triflurallate emulsifiable concentrate formulations |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2016269566A Division AU2016269566B2 (en) | 2012-06-29 | 2016-12-09 | High load triflurallate emulsifiable concentrate formulations |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2013206606A1 true AU2013206606A1 (en) | 2014-01-16 |
Family
ID=49919032
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2013206606A Abandoned AU2013206606A1 (en) | 2012-06-29 | 2013-06-28 | High load triflurallate emulsifiable concentrate formulations |
Country Status (1)
| Country | Link |
|---|---|
| AU (1) | AU2013206606A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112426950A (en) * | 2020-11-20 | 2021-03-02 | 北洋国家精馏技术工程发展有限公司 | Colostrum unit, high-viscosity material continuous fine emulsification device and emulsification method thereof |
-
2013
- 2013-06-28 AU AU2013206606A patent/AU2013206606A1/en not_active Abandoned
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112426950A (en) * | 2020-11-20 | 2021-03-02 | 北洋国家精馏技术工程发展有限公司 | Colostrum unit, high-viscosity material continuous fine emulsification device and emulsification method thereof |
| CN112426950B (en) * | 2020-11-20 | 2022-04-22 | 北洋国家精馏技术工程发展有限公司 | A colostrum emulsification unit, a continuous fine emulsification device for high-viscosity materials and an emulsification method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU2019100546B4 (en) | Agricultural chemical composition | |
| UA119984C2 (en) | AGROCHEMICAL SUPPEMULSION CONTAINING POLYMERIC PARTICLES OBTAINED FROM METHYL (METH) ACRYLATE AND C <sub> 2 </sub> -C <sub> 12 </sub> ALTIC ALKALINE | |
| AU2015317195B2 (en) | An agrochemical suspension concentrate comprising an alkoxylated alcohol dissolved in the aqueous phase | |
| AU2013206606A1 (en) | High load triflurallate emulsifiable concentrate formulations | |
| CA2712696C (en) | Herbicidal composition | |
| US20130065759A1 (en) | Preformed concentrate for delivery of water insoluble film forming polymers | |
| AU2014203147B2 (en) | High level haloxyfop emulsifiable concentrate formulation | |
| AU2017101894A4 (en) | Emulsifiable concentrate formulation | |
| AU2013206605B2 (en) | High load triallate emulsifiable concentrate formulations | |
| CN106172440B (en) | A kind of Herbicidal combinations containing ring pyrrole fluorine humulone and trifluoro grass piperazine | |
| NZ506082A (en) | Storage stable pesticide formulations containing azadirachtin, sesame oil and sorbitan polyoxyethylene | |
| AU2015100250A4 (en) | High Load Triallate Emulsifiable Concentrate Formulations | |
| CN109258680A (en) | A kind of water base aerosol of homogeneous phase transparent and preparation method thereof | |
| AU2016269566B2 (en) | High load triflurallate emulsifiable concentrate formulations | |
| US4305750A (en) | Herbicides based on pyridazones | |
| CN109105383A (en) | A kind of water base microemulsion aerosol of surfactant-free and preparation method thereof | |
| AU2017101924A4 (en) | Emulsifiable concentrate | |
| AU2017202221B2 (en) | High load steroid demethylation (ergosterol biosynthesis) inhibition formulation | |
| CN108935494A (en) | A kind of abamectin emulsifiable concentrate and its preparation and application | |
| AU2021107329B4 (en) | Highly Loaded Paraquat Formulations | |
| CA3172234A1 (en) | Agricultural formulations | |
| AU2016101508A4 (en) | Fungicide composition and method | |
| CN113453549A (en) | Propylene oxide capped liquid polymeric surfactants for agricultural compositions and agricultural compositions including pesticides | |
| CN103037689A (en) | Pesticidal Composition | |
| AU2021107323A4 (en) | Emulsifiable pyrasulfotole and safener concentrate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK5 | Application lapsed section 142(2)(e) - patent request and compl. specification not accepted |