MX2007006124A - Process and composition for coating propagation material - Google Patents
Process and composition for coating propagation materialInfo
- Publication number
- MX2007006124A MX2007006124A MXMX/A/2007/006124A MX2007006124A MX2007006124A MX 2007006124 A MX2007006124 A MX 2007006124A MX 2007006124 A MX2007006124 A MX 2007006124A MX 2007006124 A MX2007006124 A MX 2007006124A
- Authority
- MX
- Mexico
- Prior art keywords
- process according
- coating
- propagation material
- active ingredient
- acrylate
- Prior art date
Links
- 239000000463 material Substances 0.000 title claims abstract description 136
- 238000000576 coating method Methods 0.000 title claims abstract description 112
- 239000011248 coating agent Substances 0.000 title claims abstract description 107
- 238000000034 method Methods 0.000 title claims abstract description 105
- 239000000203 mixture Substances 0.000 title claims abstract description 65
- 239000004480 active ingredient Substances 0.000 claims abstract description 77
- 230000035899 viability Effects 0.000 claims abstract description 10
- 241000196324 Embryophyta Species 0.000 claims description 115
- -1 epoxy cresols Chemical class 0.000 claims description 61
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 55
- 239000003153 chemical reaction reagent Substances 0.000 claims description 55
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims description 22
- 238000006243 chemical reaction Methods 0.000 claims description 22
- 239000000178 monomer Substances 0.000 claims description 22
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 16
- 239000004593 Epoxy Substances 0.000 claims description 15
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 15
- 150000001412 amines Chemical class 0.000 claims description 15
- 125000003700 epoxy group Chemical group 0.000 claims description 15
- 235000005822 corn Nutrition 0.000 claims description 13
- 235000005824 corn Nutrition 0.000 claims description 13
- 229920005989 resin Polymers 0.000 claims description 13
- 239000011347 resin Substances 0.000 claims description 13
- JOYRKODLDBILNP-UHFFFAOYSA-N ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 239000003211 photoinitiator Substances 0.000 claims description 11
- 229920001807 Urea-formaldehyde Polymers 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 10
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 9
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 8
- MTHSVFCYNBDYFN-UHFFFAOYSA-N Diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 8
- 239000005941 Thiamethoxam Substances 0.000 claims description 8
- NWWZPOKUUAIXIW-FLIBITNWSA-N Thiamethoxam Chemical compound [O-][N+](=O)\N=C/1N(C)COCN\1CC1=CN=C(Cl)S1 NWWZPOKUUAIXIW-FLIBITNWSA-N 0.000 claims description 8
- 239000008346 aqueous phase Substances 0.000 claims description 8
- 239000000945 filler Substances 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 8
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 7
- 239000004814 polyurethane Substances 0.000 claims description 7
- 239000003381 stabilizer Substances 0.000 claims description 7
- 239000005660 Abamectin Substances 0.000 claims description 6
- 229950008167 Abamectin Drugs 0.000 claims description 6
- 240000007124 Brassica oleracea Species 0.000 claims description 6
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 claims description 6
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 claims description 6
- 229920000742 Cotton Polymers 0.000 claims description 6
- 240000006962 Gossypium hirsutum Species 0.000 claims description 6
- ODGAOXROABLFNM-UHFFFAOYSA-N Polynoxylin Chemical group O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 claims description 6
- 239000005939 Tefluthrin Substances 0.000 claims description 6
- ZFHGXWPMULPQSE-SZGBIDFHSA-N Tefluthrin Chemical compound FC1=C(F)C(C)=C(F)C(F)=C1COC(=O)[C@@H]1C(C)(C)[C@@H]1\C=C(/Cl)C(F)(F)F ZFHGXWPMULPQSE-SZGBIDFHSA-N 0.000 claims description 6
- 235000005042 Zier Kohl Nutrition 0.000 claims description 6
- RRZXIRBKKLTSOM-XPNPUAGNSA-N avermectin B1a Chemical compound C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 RRZXIRBKKLTSOM-XPNPUAGNSA-N 0.000 claims description 6
- 239000003431 cross linking reagent Substances 0.000 claims description 6
- FIKFOOMAUXPBJM-UHFFFAOYSA-N hepta-2,5-dienediamide Chemical compound NC(=O)C=CCC=CC(N)=O FIKFOOMAUXPBJM-UHFFFAOYSA-N 0.000 claims description 6
- 229920005862 polyol Polymers 0.000 claims description 6
- 150000003077 polyols Chemical class 0.000 claims description 6
- 229920002635 polyurethane Polymers 0.000 claims description 6
- 239000005730 Azoxystrobin Substances 0.000 claims description 5
- WFDXOXNFNRHQEC-GHRIWEEISA-N Azoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 WFDXOXNFNRHQEC-GHRIWEEISA-N 0.000 claims description 5
- BERDEBHAJNAUOM-UHFFFAOYSA-N Copper(I) oxide Chemical compound [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 claims description 5
- 239000005781 Fludioxonil Substances 0.000 claims description 5
- NAQMVNRVTILPCV-UHFFFAOYSA-N Hexamethylenediamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 5
- 239000005906 Imidacloprid Substances 0.000 claims description 5
- YWTYJOPNNQFBPC-UHFFFAOYSA-N Imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 claims description 5
- JDSHMPZPIAZGSV-UHFFFAOYSA-N Melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 5
- 240000008042 Zea mays Species 0.000 claims description 5
- 235000013399 edible fruits Nutrition 0.000 claims description 5
- MUJOIMFVNIBMKC-UHFFFAOYSA-N fludioxonil Chemical compound C=12OC(F)(F)OC2=CC=CC=1C1=CNC=C1C#N MUJOIMFVNIBMKC-UHFFFAOYSA-N 0.000 claims description 5
- 229940056881 imidacloprid Drugs 0.000 claims description 5
- 229920001223 polyethylene glycol Polymers 0.000 claims description 5
- 229940058015 1,3-butylene glycol Drugs 0.000 claims description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N 1,4-Butanediol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 4
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-tris(prop-2-enoxy)-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 claims description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 4
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims description 4
- FIWRUIQDDCPCOQ-UHFFFAOYSA-N C=CC(=O)OC1C=CC=C1 Chemical compound C=CC(=O)OC1C=CC=C1 FIWRUIQDDCPCOQ-UHFFFAOYSA-N 0.000 claims description 4
- ARUVKPQLZAKDPS-UHFFFAOYSA-L Copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 4
- 239000005899 Fipronil Substances 0.000 claims description 4
- ZOCSXAVNDGMNBV-UHFFFAOYSA-N Fipronil Chemical compound NC1=C(S(=O)C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl ZOCSXAVNDGMNBV-UHFFFAOYSA-N 0.000 claims description 4
- 235000010469 Glycine max Nutrition 0.000 claims description 4
- 235000007688 Lycopersicon esculentum Nutrition 0.000 claims description 4
- 229920000877 Melamine resin Polymers 0.000 claims description 4
- 229940117969 NEOPENTYL GLYCOL Drugs 0.000 claims description 4
- 240000003768 Solanum lycopersicum Species 0.000 claims description 4
- 239000005940 Thiacloprid Substances 0.000 claims description 4
- HOKKPVIRMVDYPB-UVTDQMKNSA-N Thiacloprid Chemical compound C1=NC(Cl)=CC=C1CN1C(=N/C#N)/SCC1 HOKKPVIRMVDYPB-UVTDQMKNSA-N 0.000 claims description 4
- ZPOLOEWJWXZUSP-AATRIKPKSA-N bis(prop-2-enyl) (E)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C\C(=O)OCC=C ZPOLOEWJWXZUSP-AATRIKPKSA-N 0.000 claims description 4
- 235000019437 butane-1,3-diol Nutrition 0.000 claims description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N butylene glycol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 4
- 239000003085 diluting agent Substances 0.000 claims description 4
- 229940013764 fipronil Drugs 0.000 claims description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 4
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 claims description 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 229920003986 novolac Polymers 0.000 claims description 4
- 229920000570 polyether Polymers 0.000 claims description 4
- 239000002562 thickening agent Substances 0.000 claims description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
- XERJKGMBORTKEO-VZUCSPMQSA-N (1E)-2-(ethylcarbamoylamino)-N-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 claims description 3
- PPDBOQMNKNNODG-NTEUORMPSA-N (5E)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol Chemical compound C1=NC=NN1CC1(O)C(C)(C)CC\C1=C/C1=CC=C(Cl)C=C1 PPDBOQMNKNNODG-NTEUORMPSA-N 0.000 claims description 3
- JWUCHKBSVLQQCO-UHFFFAOYSA-N 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol Chemical compound C=1C=C(F)C=CC=1C(C=1C(=CC=CC=1)F)(O)CN1C=NC=N1 JWUCHKBSVLQQCO-UHFFFAOYSA-N 0.000 claims description 3
- VGPIBGGRCVEHQZ-UHFFFAOYSA-N 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC(C=C1)=CC=C1C1=CC=CC=C1 VGPIBGGRCVEHQZ-UHFFFAOYSA-N 0.000 claims description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol Chemical group OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 3
- 239000005875 Acetamiprid Substances 0.000 claims description 3
- WCXDHFDTOYPNIE-RIYZIHGNSA-N Acetamiprid Chemical compound N#C/N=C(\C)N(C)CC1=CC=C(Cl)N=C1 WCXDHFDTOYPNIE-RIYZIHGNSA-N 0.000 claims description 3
- 240000005781 Arachis hypogaea Species 0.000 claims description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N Benzophenone Chemical group C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 3
- 235000016068 Berberis vulgaris Nutrition 0.000 claims description 3
- 241000335053 Beta vulgaris Species 0.000 claims description 3
- 229950000775 CYROMAZINE Drugs 0.000 claims description 3
- 239000005756 Cymoxanil Substances 0.000 claims description 3
- 239000005891 Cyromazine Substances 0.000 claims description 3
- LVQDKIWDGQRHTE-UHFFFAOYSA-N Cyromazine Chemical compound NC1=NC(N)=NC(NC2CC2)=N1 LVQDKIWDGQRHTE-UHFFFAOYSA-N 0.000 claims description 3
- 229960002125 Enilconazole Drugs 0.000 claims description 3
- PZBPKYOVPCNPJY-UHFFFAOYSA-N Enilconazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 claims description 3
- 239000005787 Flutriafol Substances 0.000 claims description 3
- STMIIPIFODONDC-UHFFFAOYSA-N Hexaconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 claims description 3
- 239000005795 Imazalil Substances 0.000 claims description 3
- 239000005802 Mancozeb Substances 0.000 claims description 3
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N Metalaxyl Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 3
- 239000005820 Prochloraz Substances 0.000 claims description 3
- 239000005839 Tebuconazole Substances 0.000 claims description 3
- PXMNMQRDXWABCY-UHFFFAOYSA-N Tebuconazole Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 claims description 3
- 229960004546 Thiabendazole Drugs 0.000 claims description 3
- WJCNZQLZVWNLKY-UHFFFAOYSA-N Tiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 claims description 3
- 239000005846 Triadimenol Substances 0.000 claims description 3
- 239000005847 Triazoxide Substances 0.000 claims description 3
- 239000005859 Triticonazole Substances 0.000 claims description 3
- 230000002378 acidificating Effects 0.000 claims description 3
- 229910000365 copper sulfate Inorganic materials 0.000 claims description 3
- FBOUIAKEJMZPQG-BLXFFLACSA-N diniconazole-M Chemical compound C1=NC=NN1/C([C@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1Cl FBOUIAKEJMZPQG-BLXFFLACSA-N 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- FKLFBQCQQYDUAM-UHFFFAOYSA-N fenpiclonil Chemical compound ClC1=CC=CC(C=2C(=CNC=2)C#N)=C1Cl FKLFBQCQQYDUAM-UHFFFAOYSA-N 0.000 claims description 3
- MSYLJRIXVZCQHW-UHFFFAOYSA-N formaldehyde;6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound O=C.NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 MSYLJRIXVZCQHW-UHFFFAOYSA-N 0.000 claims description 3
- 239000000314 lubricant Substances 0.000 claims description 3
- 229910052751 metal Chemical class 0.000 claims description 3
- 239000002184 metal Chemical class 0.000 claims description 3
- 235000020232 peanut Nutrition 0.000 claims description 3
- 150000002989 phenols Chemical group 0.000 claims description 3
- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 claims description 3
- XRJLAOUDSILTFT-UHFFFAOYSA-N pyroquilon Chemical compound O=C1CCC2=CC=CC3=C2N1CC3 XRJLAOUDSILTFT-UHFFFAOYSA-N 0.000 claims description 3
- 239000004308 thiabendazole Substances 0.000 claims description 3
- 235000010296 thiabendazole Nutrition 0.000 claims description 3
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 claims description 3
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 claims description 3
- CHNQZRKUZPNOOH-UHFFFAOYSA-J zinc;manganese(2+);N-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[Zn+2].[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S CHNQZRKUZPNOOH-UHFFFAOYSA-J 0.000 claims description 3
- KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-NSHGMRRFSA-N 0.000 claims description 2
- SSJXIUAHEKJCMH-WDSKDSINSA-N (1S,2S)-cyclohexane-1,2-diamine Chemical compound N[C@H]1CCCC[C@@H]1N SSJXIUAHEKJCMH-WDSKDSINSA-N 0.000 claims description 2
- SAPGTCDSBGMXCD-UHFFFAOYSA-N (2-chlorophenyl)-(4-fluorophenyl)-pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(F)C=C1 SAPGTCDSBGMXCD-UHFFFAOYSA-N 0.000 claims description 2
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3aR,7aS)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 claims description 2
- UGVRJVHOJNYEHR-UHFFFAOYSA-N (4-chlorophenyl)-phenylmethanone Chemical compound C1=CC(Cl)=CC=C1C(=O)C1=CC=CC=C1 UGVRJVHOJNYEHR-UHFFFAOYSA-N 0.000 claims description 2
- PCCSBWNGDMYFCW-QFIPXVFZSA-N (S)-famoxadone Chemical compound O([C@@](C1=O)(C)C=2C=CC(OC=3C=CC=CC=3)=CC=2)C(=O)N1NC1=CC=CC=C1 PCCSBWNGDMYFCW-QFIPXVFZSA-N 0.000 claims description 2
- AOHJOMMDDJHIJH-UHFFFAOYSA-N 1,2-Diaminopropane Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 claims description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N 1,2-ethanediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N 1,3-Diaminopropane Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 claims description 2
- LQDARGUHUSPFNL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(COC(F)(F)C(F)F)CN1C=NC=N1 LQDARGUHUSPFNL-UHFFFAOYSA-N 0.000 claims description 2
- RBGUKBSLNOTVCD-UHFFFAOYSA-N 1-methylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C RBGUKBSLNOTVCD-UHFFFAOYSA-N 0.000 claims description 2
- BGJQNPIOBWKQAW-UHFFFAOYSA-N 1-tert-butylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)(C)C BGJQNPIOBWKQAW-UHFFFAOYSA-N 0.000 claims description 2
- JCUZDQXWVYNXHD-UHFFFAOYSA-N 2,2,4-trimethylhexane-1,6-diamine Chemical compound NCCC(C)CC(C)(C)CN JCUZDQXWVYNXHD-UHFFFAOYSA-N 0.000 claims description 2
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-Dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 claims description 2
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 claims description 2
- HMJBXEZHJUYJQY-UHFFFAOYSA-N 4-(aminomethyl)octane-1,8-diamine Chemical compound NCCCCC(CN)CCCN HMJBXEZHJUYJQY-UHFFFAOYSA-N 0.000 claims description 2
- YASYVMFAVPKPKE-UHFFFAOYSA-N Acephate Chemical compound COP(=O)(SC)NC(C)=O YASYVMFAVPKPKE-UHFFFAOYSA-N 0.000 claims description 2
- 240000002840 Allium cepa Species 0.000 claims description 2
- 239000005877 Alpha-Cypermethrin Substances 0.000 claims description 2
- CJJOSEISRRTUQB-UHFFFAOYSA-N Azinphos-methyl Chemical group C1=CC=C2C(=O)N(CSP(=S)(OC)OC)N=NC2=C1 CJJOSEISRRTUQB-UHFFFAOYSA-N 0.000 claims description 2
- RIOXQFHNBCKOKP-UHFFFAOYSA-N Benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 claims description 2
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Abstract
The present invention provides a process for coating a plant propagation material, including a seed, comprising:a.) providing a propagation material, such as seed, to be coated;b.) applying to the propagation material a composition comprising at least one reactant having reactive functionality and, optionally, at least one active ingredient;and c.) polymerising, crosslinking, curing or otherwise reacting the reactant having reactive functionality on the surface of the plant propagation material to form a coating thereon which may encompass an a.i., when present. The present invention further provides a method for enhancing the safety, quality and/or viability of a plant propagation material, including a seed, comprising providing a coated material having less dust-off.
Description
PROCESS AND COMPOSITION FOR RECOVERING PROPAGATION MATERIAL
FIELD OF THE INVENTION The field of the invention relates to a plant propagation material, coated with polymer, to the coating processes, to the compositions for coating plant propagation material and to the related methods of use thereof.
BACKGROUND OF THE INVENTION Commercial agriculture depends on the use of seeds that have excellent germination and high resistance to soil, air and diseases caused by water and animal pests. The benefits of treating planting seeds are well known. Among these benefits are reduced incidences, or substantially eliminated crop losses due to diseases and animal pests such as insects and nematodes. The coatings of the seeds have been used as a means to protect and improve the viability of the coating of the natural seed, to control seed germination and / or improve the survival of the seedling and the growth rate. Seed coatings containing a pesticide, fungicide or other active ingredient and a polymer for REF. S182456 keep the active ingredient on the seed, are commonly applied to the surface of the seeds. Some of the desirable properties of the polymers used in polymeric seed coatings include: (a) it effectively adheres to the seed surface while providing a smooth and uniform coating on the seed; (b) it resists hydration at high humidity; (c) results in a flexible coating that will not be breakable during the bagging and planting of the seeds; (d) does not allow the generation of dust during the processing of the seeds; (e) is not flammable; (f) has a certain degree of solubility in glycerol or in ethylene glycol to allow the treatment of seeds at temperatures below zero; (g) is capable of forming a solution of relatively low viscosity; (h) does not generate seed aggregates during the coating process; and allows the treatment of the seed throughout at least 3,523 liters / hour (100 bushels / hour); (j) is permeable to water and oxygen; (k) it can be easily washed from the processing equipment when it is deposited on it during the treatment of the seeds with the seed coating formulation, or when the treated seeds are planted; and (1) it allows for the bulk flow properties of the appropriate seeds, and the concomitant planting capacity compared to the untreated seed. However, in some cases the usefulness of existing polymer coatings for seeds and processes leaves something to be desired when such polymer coatings are used in connection with pesticide treatments for seeds and / or with certain batches of seeds of varying quality. Consequently, the development of seed coatings that are uniform, safe for stored seeds, that adhere strongly to the seeds, that are resistant to cracking and peeling even during the handling and transportation of seeds, and that allow germination adequate, the properties of bulk flow of seeds and concomitant planting capacity compared to untreated seeds, have provided significant technical challenges in the design and formulation. Thus, it would be desirable to develop a seed coating process and the composition having one or more of these desired properties.
BRIEF DESCRIPTION OF THE INVENTION It has been found that the application of a composition comprising at least one polymerizable reagent for the plant propagation material, such as the seed, and the polymerization of the reagent on the surface thereof to form a polymeric coating on it. , reduces the formation of dust or flakes of materials from the treated seed. The process of the invention is also useful for improving one or more properties that include security, viability, termination, storage stability, bulk flow properties and planting capacity of the treated seed. In one aspect, the present invention relates to a process for coating plant propagation material such as a seed comprising (1) contacting a plant propagation material with a composition comprising at least one reagent with reactive functionality and ( 2) polymerizing or crosslinking at least one reagent on the surface of the plant propagation material to form a coating thereon and, optionally, treating the plant propagation material coated with at least one active ingredient ("ai") - The present invention it is also directed to a process for coating the plant propagation material comprising contacting the plant propagation material with a composition comprising at least one reagent having reactive functionality and at least one ai and the polymerization or crosslinking of the reagent to form a coating containing the a.i. on the surface of the propagation material.
The present invention is further directed to a process for coating the plant propagation material, which comprises contacting the plant propagation material having at least one active ingredient on its surface, with at least one reagent having reactive functionality and polymerization and cross-linking the reagent to form a coating on the surface of the propagation material. In one embodiment, the coating covers and / or encapsulates substantially at least one active ingredient on the surface of the propagation material. In addition, the present invention relates to a plant propagation treatment composition, which includes a seed treatment composition, comprising at least one reagent having reactive functionality with at least one active ingredient that is suitable for preparing a coating containing the active ingredient, on the plant propagation material, which includes a seed. In addition, the present invention relates to a method for increasing the safety, quality and viability of plant propagation material by contacting the material with a composition comprising at least one reagent having reactive functionality and polymerizing and crosslinking the reagent onto the surface of the propagation material to provide a coating on the propagation material as described hereinabove. The present invention further relates to a method for controlling plant pests, which comprises applying to the plant propagation material a pesticidally effective amount of a pesticidal coating composition which is suitable for preparing or forming a pesticidal coating on the surface of the propagation material. The present invention also relates to a novel plant propagation material that has been coated according to a process as described above. Unless conventional processes for the formation of polymeric coatings on seeds or other plant propagation materials are applied, where polymeric solutions or dispersions are applied to the seed or material and allowed to dry and / or cure, in accordance with the present invention, the coating is synthesized directly on the surface of the seed or the propagation material, by polymerization or crosslinking, or otherwise reacting one or more reagents having reactive functionality. Reagents having functionality or reactive functional groups suitable for use in the present invention are easy and economical to apply to propagation, and the application can be performed on the same equipment in which the propagation materials with the ingredients are treated. assets. The reagents are selected to prepare polymerized, crosslinked or otherwise reacted coatings, comprising, for example, acrylates or oligomers of acrylate, urea-formaldehydes (such as aminoplasts) and polyfunctional amines. The coating formed by the process of the present invention is a continuous or semicontinuous covering of the seed, which effectively traps the active ingredient (s) on the surface of the seed, and prevents the formation of powder of the active ingredient (s). The coating is a polymeric matrix that can be highly or loosely crosslinked physically and / or chemically, and the density of the crosslinking can influence the degree of release properties of the active ingredient (s). The resulting coating is semi-permeable or permeable to water to initiate the process of growth of the plant propagation material and the release of the active ingredient (s). Among the various advantages found to be achieved by the present invention, an increase in safety and in the shelf life of the treated plant propagation material, a reduction in the phytotoxicity of the active ingredients used in the treatment of plant propagation materials, a reduction in the rate of loss of the active ingredient during storage, reduced dust / flake formation of the treated material, and improved safety for the worker.
DETAILED DESCRIPTION OF THE INVENTION The term "plant propagation material" is used herein to refer to all generative parts of the plant that can be used for the multiplication of vegetative plant material such as cuttings and tubers (eg potatoes). For example and not for limitation, seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes and parts of plants can be mentioned. Geminated plants and young plants, which are going to be transplanted after germination or after emergence from the soil, can also be mentioned. These young plants can be coated before transplantation by a total or partial treatment by immersion or similar. In a specific embodiment, the method of the present invention has particular application for the coating of the plant propagation material of the cultivated plants. Such plants are those plants that are cultivated by man, or from which are harvested parts or products that are used by man. Suitable cultivated plant propagation material includes but is not limited to selected seeds of monocotyledons, dicots and multicotyled plants (gymnosperms). The term "aqueous" is understood to denote water or optionally, a water-based solvent system comprising a mixture of water and a water-miscible organic solvent, such as a solvent selected from ketones, esters, ethers, cyclic amides or sulfoxides. . Particular examples of these solvents include, but are not limited to, acetone, ethyl alcohol, methyl alcohol, isopropyl alcohol, dimethylformamide, methyl ethyl ketone, butyl lactate, and the like. A mixture of water with two or more organic miscible solvents in water such as those mentioned above, can be used. In one embodiment, a water-based solvent system comprises a mixture of a larger amount of water with a minor amount of such a water-miscible organic solvent, or solvent mixture. Reagents that have reactive functionality include monomers and polymers and any reagents capable of forming a coating having network forming or crosslinkable characteristics. Reagents suitable for use in the present invention are easy and inexpensive to apply to plant propagation materials, and the application can be performed on the same equipment, before, after, or at the same time, when the materials are treated with the active ingredients. Reagents having reactive functionality are selected to prepare polymer or polymer-like coatings comprising, for example, acrylates or oligomers of acrylates, urea-formaldehydes (such as aminoplasts), and polyfunctional amines. In one embodiment, the polymerizable reagent is substantially free of crosslinkable silicone materials. The coating is a continuous or semi-continuous coating of the seed, which effectively traps the active ingredient (s) on the surface of the seed and prevents the formation of powder of the active ingredient (s). The coating is a polymeric matrix that can be highly or lowly crosslinked, physically and / or chemically, and the density of the crosslinking can influence the degree of release properties of the active ingredient (s). The polymeric coating is semipermeable or permeable to water to initiate the process of seed growth and the release of the active ingredient (s). For example, and not for limitation, suitable reagents having reactive functionality can be selected from polyamines, polyalcohols, ethylenically unsaturated monomers, epoxy-functionalized monomers, urea-formaldehydes, melamine-formaldehydes, benzoguanamine-formaldehydes and glycoluril-formaldehydes. As noted above, in one embodiment, the reagent having reactive functionality is substantially free of crosslinkable silicone materials. Accordingly, the present invention provides a process for coating a plant propagation material, including a seed, comprising: a) the provision of a propagation material such as seed, which is to be coated; b) applying to the propagation material a composition comprising at least one reagent having reactive functionality and, optionally, at least one active ingredient, and c) polymerizing cross-linking, curing or otherwise reacting the reagent having reactive functional group, on the surface of the plant propagation material, to form a coating on it that may comprise an active ingredient, when present. More specifically, a network, crosslinked or matrix coating is formed on the surface of a propagation material such as a seed, by the reaction between at least two reactants having reactive functional groups, wherein the molar ratio between the functional groups reagents of the reagents is substantially equivalent. Alternatively, a network, crosslinked or matrix coating is formed on the surface of a propagation material such as a seed, by reacting at least one reagent having reactive functionality and a photoinitiator, and curing the composition under conditions ultraviolet The present invention includes various embodiments of the process for coating the plant propagation material as defined above. A general embodiment of the present invention includes a process for coating a plant propagation material, including a seed, which comprises contacting propagation material with a composition comprising at least one reagent having reactive functionality, a photoinitiator, and optionally an active ingredient, and effect the reaction by curing the composition under ultraviolet conditions. Included within this general process is the reaction between the reagent that has reactive functionality, a photoinitiator and an active ingredient that is protected against ultraviolet radiation. The ultraviolet protection of the active ingredient can be any form known in the art and includes, but is not limited to, encapsulation of the active ingredient and combination of the active ingredient with fillers that mask exposure of the active ingredient from uv radiation. Also included within this general process is the reaction between the reagent having reactive functional groups, a photoinitiator, a co-initiator and optionally an active ingredient, which may be unprotected or protected as described above. A second general embodiment of the present invention includes a process for coating a plant propagation material, including a seed, comprising contacting the propagation material with at least one polyfunctional amine and at least one reagent having a polyfunctional functional group, ethylenically unsaturated, and optionally an active ingredient, and effecting the reaction on the surface of the plant propagation material, such that a network, crosslinked or matrix coating is formed thereon. Included within this general process are processes wherein at least one thiamine reagent is subjected to a Michael addition reaction with at least one polyfunctional ethylenically unsaturated monomer reagent. Also included in this general process are processes wherein at least one polyfunctional amine reagent or at least one reagent having an ethylenically unsaturated, polyfunctional functional group is first combined with an active ingredient before blending onto the surface of the material of plant propagation. Also within this general class of processes which includes a process wherein at least one polyfunctional amine reagent or at least one reagent having the polyfunctional, ethylenically unsaturated functional group, is first combined with a protected active ingredient before the combination on the surface of the plant propagation material. In this process, the active ingredient can optionally be protected to prevent degradation due to changes in pH. Such protection of the active ingredient can be achieved by any means known in the art., including but not limited to polymeric microencapsulation, adsorption on fillers, and miscella formation. A third general embodiment of the present invention includes a process for coating a plant propagation material, including a seed, which comprises contacting the propagation material with an aminoplast composition formed by the reaction of an amino resin pre-polymer in a Acid catalyzed phase, aqueous, on the surface of the plant propagation material, to form a polymer network or a polymer matrix on it. Included within this general process for coating the plant propagation material is a process wherein the reaction of an aminated resin pre-polymer in an aqueous phase catalyzed by acid occurs at room temperature or at elevated temperature.
Also included within this general process for coating the plant propagation material is a process wherein the aminated resin pre-polymer can be combined with an active ingredient prior to the reaction with the acid catalyzed aqueous phase, to form a polymer network or a polymer matrix. Also included within this general process for coating the plant propagation material is a process wherein the acid catalyzed aqueous phase can be combined with an active ingredient prior to the reaction with the aminated resin pre-polymer to form a polymer network or a polymer matrix. In each of the above-identified general embodiments of the present invention, a reagent may optionally include an active ingredient for the treatment of plant propagation material. For example, and not for limitation, an appropriate amount of a first reagent is added to a treatment formulation of the plant propagation material (such as a pesticide treatment for seeds) and homogeneously mixed to form a suspension. This suspension is sprinkled on the seeds at recommended rates at room temperature. A reaction mixture is formed on the surface of the plant propagation material, by applying simultaneously or sequentially to the plant propagation material (a) ultraviolet radiation at a wavelength suitable for effecting the reagent cure or (b) at least one reagent additional that has reactive functionality under suitable conditions to cause reaction of the former and additional reagents, whereby a polymer-type coating is formed on the surface of the propagation material. In general, the components are selected such that the reaction is completed in a matter of seconds, and the resulting coating or matrix surrounds each individual treated seed or other plant propagation material. In yet another embodiment, a coating according to the present invention is prepared on the seed or other plant propagation material that has been previously coated or covered with a suspension composition of the pesticide or other active ingredients. By coating the pre-treated seed or the propagation material, the present invention provides a method for improving the dust release property of a propagation material, including seeds, by coating or encapsulating a plant propagation material with a polymeric wall or matrix according to the present invention. In yet another aspect of the invention, the seed or other plant propagation material is provided with a coating prepared in accordance with the present invention prior to further treatment of the seed with a pesticide or other active ingredient. This technique has particular application to improve the quality of seed lots that might otherwise have reduced germination or viability (below a commercial standard (eg <70%)), whose reduction of germination or viability is caused for the phytotoxicity of pesticides for the treatment of seeds or other active ingredients. While not wishing to be bound by any theory, it is believed that the provision of a coating according to the present invention prior to the application of an active ingredient for the treatment of seeds will cover or block the tiny cracks in the pericarp of the seed and this will reduce the penetration of the pesticide or other phytotoxic active ingredient into the seed embryo. In yet another aspect of the invention, the seed or other plant propagation material is provided with multiple alternative layers of a coating prepared in accordance with the present invention. For example, multiple layers are provided on a seed with configurations such as pericarp-pesticide- (coating-pesticide-coating) n, or pericarp-coating- (pesticide-coating-pesticide) n, where the variable n is a number of 1 to 10; or n is a number from 1 to 5; or n is a number from 1 to 3; or n is number 1.Multiple layers can be employed, for example, so that the release of the pesticides can be controlled or released at different rates or proportions. For example, and not for limitation, a pesticide can be released in a period of minutes, another in a period of hours, and another in a period of days or weeks, as may be the case. In addition, pesticides that have a higher phytotoxicity relative to the seed that is treated can be separated from the pericarp by a coating layer, while others can be applied directly to the pericarp. In each case of application of a coating, one or more of the processes of the present invention can be employed. For example, and not for limitation, a coating can be prepared using an ultraviolet curing process as described herein, while another coating applied to the same plant propagation material can be prepared using a Michael addition reaction between the polyfunctional amines and the reagents having ethylenically unsaturated, polyfunctional functional groups described herein. Yet another layer of coating can be prepared and applied by the formation of aminoplasts on the surface of the plant propagation material as described herein. Each coating layer is independently formed from any of the processes described herein or by any other coating process known in the art. The optimal settings for the particular seeds, coatings, pesticides and target pest pressure conditions can be determined easily and without undue experimentation simply by simple classification studies carried out in greenhouse or field facilities. In particular, the type of coating and the coating thickness are designed and selected to provide the desired properties such as improved seed safety, shelf life, viability (oxygen transfer), germination (moisture transfer), phytotoxicity and formation. of dust.
UV Curable Coatings / Reagent Diluent In one embodiment of the present invention, a seed coat can be prepared by the use of a monomer or oligomer containing a monoethylenic and / or polyethylenically unsaturated functional group, and / or an epoxy monomer or oligomer -functionalized, containing one or more epoxy groups available for the reaction. A photoinitiator is combined with the monomer and / or oligomer to effect the reaction from the reagents after exposure of the reagents to UV radiation. The composition containing the monomer and / or the oligomer and the photoinitiator is deposited on the plant propagation material and exposed to UV radiation. Vinyl ether compounds that are suitable for use in the present invention include vinyl ether monomer and oligomers that are generally known in the art and can be described as: (R '(CH = CR "-OZ) nA where R 'and R "may be the same or different and are independently selected from hydrogen or an alkyl group having from 1 to 10 carbon atoms: A is a portion derived from urethanes, phenols, polyesters, polyethers, polycarbonates or polysiloxanes and it has a molecular weight of about 400 to 10,000; Z is a portion derived from a saturated aliphatic or cycloaliphatic hydrocarbon or a polyalkylene ether, and has a molecular weight of about 28 to 250; n is an integer from 2 to 6, preferably 2 or more Examples of preferred vinyl ether monomers and oligomers used in the present invention are 1-butanol-4- (ethenyloxy) -benzoate, bis [[4- [(ethenyloxy) methyl] pentanedioic acid, bis [4- (ethynyloxy) butylic] ester of butanedioic acid, ester (methylene di-4, 1-phenylene) -bis-bis [4- (ethynyloxy) butylic] carbamic acid, ester (methyl-1,3-phenylene) bis-, bis [4- (ethynyloxy) butyl] carbamic acid, mixtures thereof and the like. The vinyl ether compounds can be present in amounts of up to about 100% by weight, preferably from about 5 to about 100% by weight and in some embodiments, more preferably between about 20 to about 100% by weight. In addition, the mono-, di- and trifunctional vinyl ether monomers are used for the diluence, as is generally known in the art. Suitable acrylates include acrylate oligomers. Examples of the acrylate oligomers include acrylated aliphatic urethane oligomers, such as ethoxylated bisphenol A di (meth) acrylate, divinylbenzene, vinyl (meth) acrylate, allyl (meth) acrylate, diallyl maleate, diallyl fumarate, methylene-bisacrylamide, cyclopentadienyl acrylate, triallyl cyanurate, and poly (ethylene glycol) di (meth) acrylate, alkylene glycol diacrylates and dimethacrylates selected from the group consisting of ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate , 1,3-butylene glycol di (meth) acrylate, 1,4-butylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, and propylene glycol di (meth) acrylate. In general, the urethane (meth) acrylates can include aromatic or aliphatic urethane (meth) acrylates including those wherein the polyol used to make the urethane is a polyether or a polyester.
Ebecril 8804 (UCB Chemical), and ethoxylated bisphenol A diacrylate, SR 349, (Sartomer), mixtures thereof and the like are among the preferred acrylates used in the present invention. Coatings containing vinyl ether / acrylate exhibit excellent abrasion resistance, flexibility and high modulus when cured. (Sitzmann et al., RadTech98 Conf. Proc.
(1998)). The acrylates may be present in amounts of up to about 100% by weight, preferably from about 10 to about 100% by weight and in some embodiments, more preferably between about 50 to about 90% by weight. The UV curable coating compositions may optionally contain a polyurethane (PU) precursor of aliphatic urethane (meth) acrylate having at least two double bonds per molecule, or a mixture of such PU prepolymers with at least one reactive diluent, selected preferably of the dysfunctional and polyfunctional esters of acrylic acid and / or of methacrylic acid with aliphatic diols or polyols. The aliphatic urethane (meth) acrylate prepolymers are polymeric and oligomeric compounds having urethane groups and acryloxyalkyl and / or methacryloxyalkyl groups or (meth) acrylamidoalkyl groups.
Normally, the (meth) acryloxyalkyl and / or (meth) acrylamidoalkyl groups are linked via the oxygen atom of the urethane group. The term "acryloxyalkyl" refers to alkyl radicals of 1 to 10 carbon atoms, preferably alkyl radicals of 2 to 5 carbon atoms substituted with one, two or three, preferably an acryloxy group. Similar comments apply to methacryloxyalkyl groups. Consequently, the groups
(meth) acrylamidoalkyl are alkyl radicals of 1 to 10 carbon atoms, preferably alkyl radicals of 2 to 5 carbon atoms, substituted with one, two or three (meth) acrylamido groups, preferably with one group
(met) acrylamido. According to the invention, the aliphatic urethane (meth) acrylate PU prepolymers have at least two double bonds per molecule, preferably three to six double bonds per molecule. The PU preipolymers of aliphatic urethane (meth) acrylate of the invention are essentially free of aromatic structural elements, such as phenylene or naphthylene or substituted phenylene or naphthylene groups. Urethane (meth) acrylate prepolymers or PU oligomers used as binders usually have a number average molecular weight Mn in the range of 500 to 5000, preferably in the range of 500 to 2000 daltons (as determined by GPC) based on authentic comparison samples). The equivalent weight of the double bond (g of polymer per double bond present in it) is preferably in the range of 250 to 2000 and in particular in the range of 300 to 900. The PU prepolymers preferably have a viscosity in the range of 250 to 11,000 mPa.s, in particular in the range of 1000 to 8000 mPa. s. The photochemically crosslinkable formulations may also contain or may additionally contain epoxy-functional monomers, such as glycid methacrylate. Epoxies, when combined with vinyl ethers, are most useful for the present invention when they exhibit as many of the following properties as possible. The epoxies must have a functionality of at least two, for example, they must have at least two oxirane portions for each molecule, provide a low viscosity to the formulation, and be completely miscible with the other components. The epoxies derived from phenols, particularly bisphenol A, novolacs, linear and cycloaliphatic polyols, polyether polyols and siloxanes are preferred. Examples of epoxies that are most preferable in the present invention are diglycidyl ethers of bisphenol A (such as DER 331)., 332, Dow Chemical and Epon 828, Shell Chemical), glycidyl (meth) acrylate, epoxy (meth) acrylate, epoxy novolaks (such as DEN 431, Quatrex 240, Dow Chemical), epoxy cresols (such as Quatrex 3310, Dow Chemical), and cycloaliphatic epoxides (such as ERL 4221, ERL 4299, ERL 4234, Union Carbide). The epoxies, when present, may be present in amounts of up to about 80% by weight, preferably from about 10 to about 80% by weight and in some embodiments, more preferably between about 10 to about 50% by weight. The photoinitiators are employed in an amount of 0.001 to 15% and preferably 1 to 10% by weight, based on the solids content of the coating composition. Examples include benzophenone and benzophenone derivatives, such as 4-phenylbenzophenone and 4-chlorobenzophenone, Michler's ketone, acetophenone derivatives, such as 1-benzoylcyclohexanol-ol, 2-hydroxy-2,2-dimethylacetophenone, and 2, 2-dimethoxy-2-phenylacetophenone, benzoin and benzoin ethers, such as methyl, ethyl and butylbenzoin ethers, benzyl ketals, such as benzyl-dimethyl-ketal, 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropan-1-one, anthraquinone and its derivatives, such as methylanthraquinone and tert-butylanthraquinone, acylphosphine oxides, such as 2,4,6-trimethylbenzoyldiphenylphosphine oxide, ethyl 2,4,6-trimethylbenzoylphenylphosphinate, 2, Methyl 4,6-trimethylbenzoylphenylphosphinate and bisacylphosphine oxides. The uv curable formulations of the present invention are subjected to uv radiation in a range between 190 and 400 nanometers. The uv curable formulations of the invention may optionally contain up to 35% by weight of customary auxiliaries, such as thickeners, leveling aids, defoamers, UV stabilizers, lubricants, and fillers. Suitable auxiliaries are sufficiently well known to the person skilled in the paint and coatings technology. Suitable fillers comprise silicates, for example, silicates obtainable by hydrolysis of silicon tetrachloride, such as Aerosil ™ from Degussa, siliceous earth, talcum, aluminum silicates, magnesium silicates, calcium carbonates, etc. Stabilizers include typical UV absorbers, such as oxanilides, triazines and benzotriazole and benzophenones. These can be used alone or together with appropriate free radical scavengers, with examples of such which are the sterically hindered amines, including 2, 2, 6, 6-tetramethylpiperidine, 2,6-di-tert-butylpiperidine or derivatives thereof , for example, bis (2, 2, 6, 6-tetramethyl-4-piperidyl) sebacate. Stabilizers are commonly used in amounts of 0.01 to 5.0% by weight and preferably 0.1 to 3.0% by weight, based on the coating composition.
Addition of Michael with Diacrylates and Diamines In another embodiment of the present invention, the seeds or other plant propagation material can be coated through the use of a Michael reaction, forming a crosslinked polymer network that covers the material. In this embodiment, a polyfunctional amine reacts with an ethylenically unsaturated, polyfunctional bond to form a crosslinked network on the surface of the seeds. Any of these materials can be independently added pure, aqueous, or by the use of a suitable organic solvent such as acetone, methanol, chloroform, tetrahydrofuran, each of which has a low vapor pressure and will be able to wet the materials in instead of dipping the plant propagation materials. Suitable polyamines include compounds having primary and / or secondary amino groups (as these terms are conventionally understood by a person of ordinary skill in the art) of 2 to 10 amino groups per molecule, such as primary amines, and specific examples of which include, but are not limited to ethylenediamine, propylenediamine, trimethylenediamine, tetramethylenediamine, pentamethylenediamine, hexamethylenediamine, 4- (aminomethyl) -1,8-octanediamine, decamethylenediamine, 1,2-diaminocyclohexane, isophoronediamine, tris (2-aminoethyl) amine, diethylene triamine, dipropylene triamine and dibutylenetriamine, triethylene tetramine, triaminopropane, 2,2,4-trimethylhexamethylenediamine, tolylenediamine, hydrazine, piperidine, piperazine, cycloaliphatic polyamines such as isophoronediamine and dicyclohexylmethane-4,4'-diamine, as well as aromatic polyamines such as phenylenediamine and xylylenediamine. Suitable polyethylenically unsaturated monomers include, but are not limited to, alkylene glycol diacrylates and dimethacrylates, such as ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, 1,3-butylene glycol di (meth) acrylate, 1,4-butylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, ethoxylated bisphenol A di (meth) acrylate, and propylene glycol di (meth) acrylate. Also suitable are divinylbenzene, vinyl (meth) acrylate, allyl (meth) acrylate, diallyl maleate, diallyl fumarate, methylenebisacrylamide, cyclopentadienyl acrylate, and triallyl cyanurate. Additional monomers which are suitable are those such as any molecular weight range of poly (ethylene glycol) di (meth) acrylate, as well as any other polyfunctional ethylenically unsaturated polymer, including variant polymeric structures such as random, block, brush copolymers , and grafting. The entire polymer may not comprise a reactive functionality and may be comprised of materials such as monomers including styrene, vinyltoluene, ethylene, vinyl acetate, vinyl chloride, vinylidene chloride, acrylonitrile, (meth) acrylamide, various esters of alkyl of 1 to 20 carbon atoms or of alkenyl of 3 to 20 carbon atoms of (meth) acrylic acid (the expression (meth) acrylic acid serves as an indication of acrylic acid and methacrylic acid), such as the acrylate of methyl, methyl methacrylate, butyl (meth) acrylate, stearyl acrylate. The process of the present invention can include the provision independently of a polyamine that is pure or in aqueous form with a solvent. When provided in aqueous form, the solvent can be an organic solvent. Suitable organic solvents include, but are not limited to acetone, methanol, chloroform, ethanol, and tetrahydrofuran. The process of the present invention can independently include the provision of a polyfunctional ethylenically unsaturated monomer which is pure or in aqueous form with a solvent. When provided in aqueous form, the solvent can be an organic solvent. Suitable organic solvents include, but are not limited to acetone, methanol, chloroform, ethanol, tetrahydrofuran, and aqueous methylenebisacrylamide. The formulations employed in this embodiment of the invention may optionally contain up to 35% by weight of customary auxiliaries, such as thickeners, leveling aids, defoamers, UV stabilizers, lubricants, and fillers. Suitable auxiliaries are sufficiently well known to the person skilled in the technology of paints and coatings. Suitable fillers comprise silicates, for example, silicates obtainable by hydrolysis of silicon tetrachloride, such as Aerosil ™ from Degussa, siliceous earth, talc, aluminum silicates, magnesium silicates, calcium carbonates, etc. Suitable stabilizers include typical UV absorbers, such as oxanilides, triazines and benzotriazole and benzophenones. These may be used alone or together with appropriate free radical scavengers, with examples of such which are the sterically hindered amines, including 2, 2, 6, 6-tetramethylpiperidine, 2,6-di-tert-butylpiperidine or derivatives thereof , for example, bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate. Stabilizers are commonly used in amounts of 0.01 to 5.0% by weight and preferably 0.1 to 3.0% by weight, based on the coating composition.
Polyvalent Metallic Ions In another embodiment, a coating comprising a polymer complex is formed from a polyelectrolyte selected from an acid copolymer that is neutralized with polyvalent metal ions, such as those selected from the groups Ib, Ilia, IIb, Illa , of the Periodic Table of the Elements such as zinc, calcium, magnesium, and aluminum. Suitable adhesion is achieved with acid copolymers neutralized with ions such as zinc, calcium or magnesium, more specifically zinc. Such ionized acid copolymers are known in the art as "ionomers". Typically, the crosslinking will be 5-95%. In one embodiment the copolymer has from about 35 to 70% ionized carboxylic acid groups by ion exchange with metal counterions.
Aminoplasts In a further embodiment of the present invention, the plant propagation material can be coated using a reaction wherein an aminoplast-like coating is formed. This coating is comprised of one or more aminated resin prepolymers that react with an aqueous phase containing a catalyst. Suitable aminated resin prepolymers include formaldehydes of the general classes including urea-formaldehyde, melamine-formaldehyde, benzoguanamine-formaldehyde and glycoluril-formaldehyde. The first two general classes are preferred for this invention, with urea-formaldehyde being the most preferred. Suitable urea-formaldehydes include, but are not limited to Cymel U-80 and Cymel U-1050-10, both from Cytec Industries, Inc. Depending on the degree of etherification (butylation) of the prepolymer an additional crosslinker may be employed in the reaction . Suitable crosslinking agents include, but are not limited to, polyfunctional mercaptan esters including but not limited to pentaerythritol tetrakis (3-mercapto propionate), pentaerythritol tetrakis (3-laurylpropionate); esters including but not limited to glycerol-3-stearyl thiopropionate, glycol-bis [3- (3-t-butyl-5-methyl-4-hydroxyphenyl) ropionate] triethylene, 1,6-hexanediol-bis [ 3- (3, 5-di-t-butyl-4-hydroxyphenyl) propionate], pentaerythritol-tetrakis [3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate], octadecyl-3 - (3 , 5-di-t-butyl-4-hydroxyphenyl) ropionate, 1,3,5-trimethyl-2,4,6-tris (3,5-di-t-butyl-4-hydroxybenzyl) benzene, N, - hexamethylenebis (3, -di-t-butyl-4-hydroxy-hydrocinnamide), 3,5-di-t-butyl-4-hydroxybenzylphosphonate diethyl ester, tris (3,5-di-t-butyl-4) -hydroxybenzyl) isocyanurate, tetrakis diphosphonate (2,4-di-t-butylphenyl) -4,41-biphenylene, 3,9-bis. { 1, 1-dimethyl-2- [beta- (3-t-butyl-4-hydroxy-5-methylphenyl) pyrionyloxy] ethyl} -2,4,8,10-tetraoxaspiro (5, 5) undecane and the like. The preferred class of crosslinkers of this invention are the polyfunctional mercaptan esters and the most preferred crosslinking agent is tetrakis (3-mecaptopropionate) of pentaerythritol. The reaction between the aminated resin prepolymer and the acidic aqueous phase takes place in the presence of a catalyst. Suitable catalysts used in the present invention include any acid strong enough to protonate the reaction. Suitable catalysts include carboxylic acids, sulfonic acids, and salts thereof. A preferred catalyst for the process of the present invention is a dispersant of the dialkylnaphthalenesulfonate sodium type.
Target Crops Virtually any propagation material, including seeds, can be treated with the seed coating composition of the invention, such as cereals, vegetables, ornamentals, and fruits. In one embodiment, the seed that can be coated according to the process of the invention includes, for example, seed of the following plant species: beet (sugar beet and fodder beet), oily plants (canola), colsa, mustard seed, poppy, olives, sunflowers, coconut, castor oil plants, cocoa seeds, peanuts and soy). You can also mention peanuts, wheat, sorghum, cotton, corn, soybeans, tobacco, tomatoes, cabbage, cabbages, onions and carrots. Seed of other suitable plant species within the scope of the invention include potato, peppermint, forage grass and hay as well as a subset of the herbs. In addition, the crops listed in the crop group tables in the Code of Federal Regulations of the United States specifically 40 CFR Sec. 180.41 (1995) are annotated. 40 CFR Sec. 180.41 (1995) and the Federal Register: May 17, 1995 (Vol. 60, No. 95) p. 26625 -26643 are fully incorporated by reference herein for description with respect to useful harvest plants: (1) Harvest Group 5: Group of Brassica Leaf Vegetables (Cabbage) for example, broccoli, cauliflower; cabbage; and mustard legumes; (2) Harvest Group 9: Plant Groups of the
Cucurbitaceae, for example, cucumber, melons, cantaloupes, cantaloupe, pumpkin including summer squash; (3) Harvest Group 11: Pomas Fruit Group, for example, apple and pear;
(4) Harvest Group 15: Grain Group of Cereal, for example, corn and rice. You can also mention the group of vegetables with fruit, for example, tomatoes and peppers, as well as ornamental and floral. Target crops and seeds treated in accordance with the invention include conventional as well as genetically engineered or engineered varieties such as, for example, insect resistant varieties (e.g., Bt. And VIP varieties) as well as disease resistant varieties. , tolerant to herbicides and tolerant to nematodes.
Active Ingredients Optionally, at least one active ingredient is combined with the reagent having the reactive functionality before the application of the reactive composition on the seed. As used herein, "active ingredient" or "a. I." means any chemical substance, either naturally or synthetically derived, which (a) has biological activity or is capable of being released in a plant or at the locus of the plant, such as the soil environment of for the growth of the seed, an ion, portion, metabolite or derivative having biological activity or capable of inducing a plant to express a biological trait including, but not limited to, resistance to a herbicide or a microorganism or attack by an animal pest, and (b) is applied to a plant with the intention or result that the chemical or its biologically active ion, portion, metabolite or derivative enters the living cells or tissues of the plant or the residue at the locus of the plant and promotes a stimulating response , inhibitory, regulatory, therapeutic, toxic or lethal in the plant itself or in a pathogenic, parasitic or feeding organism, present in or on the plant or at the locus of the plant. Examples of active ingredient substances include, but are not limited to, chemical pesticides (such as herbicides, algaecides, fungicides, bactericides, viricides, insecticides, aphids, miticides, nematicides, molluscicides, and the like), plant growth regulators, insurers. of herbicide, fertilizers and nutrients, gametocides, defoliants, desiccators, mixtures thereof and the like. The active ingredient can be selected to optimize the application or biofunctioning of the seed coating composition. The form of the composition of the active ingredient can be selected, depending on these intended objectives and the prevailing circumstances, of emulsifiable concentrates, suspension concentrates, directly sprayable or dilutable solutions, dispersible pastes, diluted emulsions, sprayable powders, soluble powders, dispersible powders, wettable powders, granules or encapsulation. Examples of pesticides include those selected from, for example and not for limitation, insecticides, acaricides, bacicides, fungicides, nematicides and molluscicides. Useful ingredients useful for these applications include, but are not limited to abamectin, acephate, acetamiprid, aldacarb, alpha-cypermethrin, azinphos-methyl, bifenthrin, carbaryl, carbofuran, carbosulfan, chlorpyrifos, clothianidin, cyromazine, deltamethrin, dimethoate, benzoate emamectin, endosulfan, fipronil, furathiocarb, gamma-HCH, imidacloprid, isofenfos, methiocarb, omethoate, tefluthrin, thiamethoxam, thiacloprid, thiodicarb, azoxystrobin, pyraclostrobin, benomyl, bitertanol, captan, carbendazim, carboxin, chlorothalonil, copper salts (such as copper sulphate, cuprous oxide, mixture of budes, copper hydroxide, copper sulfate (tribasic), copper oxychloride and copper octanoate), cymoxanil, cyproconazole, cyprodinil, diphenoconazole, diniconazole, etirimol, famoxadone, fenamidone, fenhexamid, fenpiclonil, fluazinam, fludioxonil, fluquinconazole, flutolanil, flutriafol, fosetyl-aluminum, fuberidazole, guazatine, hexaconazole, himexazole, imazalil, iprodione, isofenfos, mancozeb, maneb, metalaxyl, metalaxil-M, metconazole, myclobutanil, siltiofam , nuarimol, oxadixilo, oxina-cobre, oxolinic acid, pencicuron, prochloraz, procimidone, pyrimethanil, pyroquilon, quintozene, tebuconazole, tetraconazole, thiabendazole, thiophanate-methyl, thiram, triadimenol, triazoxide, triticonazole, trifloxystrobin, picoxystrobin and ipconazole. Suitable additions of insecticidally and acaricidally active ingredients are, for example and not for limitation, representatives of the following classes of active ingredients: organophosphorus compounds, nitrophenols and derivatives, formamidines, triazine derivatives, nitroenamine derivatives, nitro- and cyanoguanidine derivatives , ureas, benzoylureas, carbamates, pyrethroids, chlorinated hydrocarbons and product of Bacillus thuringiensis. Especially preferred components in mixtures are abamectin, NI-25 (cyanoimine acetamiprid), TI-304 (nitromethylene-nitenpyram), TI-435 (clotiamidine), MTI-446 (dinotefuran), fipronil, lufenuron, piripfoxifen, thiacloprid, fluxofenim; imidacloprid, thiamethoxam, phenoxycarb, diafentiuron, pymetrozine, diazinon, disulfoton; profenofos, furatiocarb, cyromazine, cypermethrin, tau-fluvalinate, tefluthrin or products of Bacillus thuringiensis, most notably abamectin, NI-25, H-304, TI-435, MTI-446, fipronil, thiacloprid, imidacloprid, thiamethoxam and tefluthrin.
Examples of suitable additions of fungicidally active ingredients include, but are not limited to, the following compounds: azoxystrobin; bitertanol; carboxy; Cu20; cymoxanil; ciproconazole; ciprodinil; diclofluamid; di phenaconazole; diniconazole; epoxiconazole; fenpiclonil; fludioxonil; Fluquiconazole; flusilazole; flutriafol; furalaxyl; guazatin; hexaconazole; himexazole; imazalil; imibenconazole; ipconazole; kresoxim-methyl; mancozeb; metalaxyl; R-metalaxyl; metconazole; oxadixyl, pefurazoate; penconazole; pencicuron; prochloraz; propiconazole; pyroquilone; SSF-109; Spiroxamine; tebuconazole; tefluthrin; thiabendazole; tolifluamide; triazoxide; triadimefon; triadimenol; triflumizole; triticonazole and uniconazole. When the polymeric coatings of the invention include a fungicide these may be useful for the reductive, preventive and curative protection of the plant propagation material against fungi and fungal diseases including against fungi, in particular of the oomycetes belonging to the class of phycomycetes ( for example, Phytophthora sp., Peronospora spp., Pseudoperonospora spp., Pythium spp. [for example P. utimum, P. aphanidermatum, P. graminicola, P. irregulare) or Plasmopara sp.j, basidiomycetes (for example Puccinia spp. [P. recondite, P. strifortmis, and P.graminis], Tilletia spp. [For example T. caries and T. contreversa], Ustilago spp. [For example U. maydis, U. nuda, U. hordei, and U avenae]), ascomycetes (such as Gibberella spp. [for example G.fujikuroi, G. roseum] Glomerella spp. [for example G. gossypii]), adelomycetes or imperfect fungal types, such as Rhizoctonia spp. (for example R. solani, R. cerealis and R. zea), Fusarium spp. (for example F. solani, F. oxisporum, F. roseum, F. nivale, F. moniliforme, F. proliferatum, F. graminearum, F. subglutinans), Hel inthosporium spp. (for example H. oryzae, H. teres, H. gramineu and H. sativu), Phoma spp. (for example P. betae, P. foveata and P. lingam), Alternaria spp. (for example A. solani, A. macrospora and A. alternata), Colletotriuchum (for example C. graminicola, C. coccodes, C. capsici, C. gossypii and C. truncatum), Erysiphe spp. (for example E. graminis and E. cichoracearum) Gaeumannomyces spp. (for example G. graminis var graminis and G. graminis var. tritici), Botrytis spp. (for example B. cinerea), Pyricularia spp. (for example P. grísea and P. oryzae), Cercosoora spp. (for example C. beticola), Rhinchosporium spp. (for example R. secalis), Pyrenophora spp. (for example P. avenae), Septoria spp. (for example S. tritici and S. avenae), Whetzelinia spp. (for example W. sclerotiorum), Microdochium spp., Mycosohaerella spp., (for example M. fijiensis), Aspergillus spp. (for example A. niger and A. flavus), Cercospora spp. (for example C. arachidicola and C. gossypina), Claviceps spp., Cladosporium spp. (for example C. herbarum), Penicillium spp., Pestalozzia sp, Verticillium spp. (for example V. dahlíae), Ascochyta spp. (for example A. pisi and A. gossypii), Guignardía spp. (for example G. bidwellii), Corticium rolfsíi, Phomposis spp. (for example P. vitícola), Sclerotinia spp. (for example S. sclerotiorum and S. minor), Sclerotinia minor, Coryneum cardinale, Acrostalagmus koningi, Corticium rolfsii, Diplodia spp. (for example D. natalensis), Hormodendron cladosporioides, Myrotheciu spp. (for example M. verrucaria), Paecilomyces varioti, Pellicularia sasakii, Phellinus megaloporus, Septoria spp., Sclerotium spp. (for example S. rolfsii), Stachybotris atra, Trichoderma ssp. (for example T. pseudokoningi), Thielaviopsis basicola and Trichothecium roseum. Polymeric coatings according to the invention having an insecticide can be used for the protection of plant propagation material and the development of plants against animal pests such as insects and representatives of the order Acarnia including: of the order Lepidoptera, for example, Acleris spp. ., Adoxophyes spp., Aegeria spp., Agrotis spp., Alabama argillaceae, Amylois spp., Anticarsia gemmatalis, Archips spp., Argyrotaenia spp., Autographa spp., Busseola fusca, Cadra cautella, Carposina nipponensis, Chilo spp. , Choristoneura spp. , Clysia ambiguella, Cnaphalocrocis spp. , Cnephasia spp. , Cochylis spp. , Coleophora spp. , Crocidolomia binotalis, Cryptophlebia leucotreta, Cydia spp., Diatraea spp. , Diparopsis castanea, Earias spp. , Ephestia spp. , Eucosma spp. , Eupoecilia ambiguella, Euproctis spp. , Euxoa sp. , Grapholita spp. , Hedya nubíferana, Heliothis spp. , Hellula undalis, Hyphantria cunea, Keiferia lycopersicella, Leucoptera scitella, Lithocollethis spp., Lobesia botrana, Lymantria spp. , Lyonetia spp. , Malacoso to spp. , Mamestra brassicae, Manduca sexta, Operophtera spp. , Ostrinia nubilalis, Pam ene spp., Pandemis spp., Panolis flammea, Pectinophora gossypiella, Phthorimaea operculella, Pieris rapae, Pieris spp. , Plutella xylostella, Prays spp. , Scirpophaga spp., Sesamia spp., Sparganothis spp., Spodoptera spp., Synanthedon spp., Thaumetopoea spp., Tortrix spp., Trichoplusia ni and Yponomeuta spp.; on the order of Coleoptera, for example, Agriotes spp., Anthonomus spp., Atomaria linearis, Chaetocnema tibialis, Cosmopolites spp., Curculio spp., Dermestes spp., Diabrotica spp., Epilachna spp., Eremnus spp. , Leptinotarsa decemlineata, Lissorhoptrus spp. , Melolontha spp., Orycaephilus spp., Otiorhynchus spp., Phlyctinus spp. , Popillia spp. , Psylliodes spp. , Rhizopertha spp., Scarabeidae, Sitophilus spp., Sitotroga spp., Tenebrio spp. , Tribolium spp. and Trogoderma spp.; on the order of Orthoptera, for example, Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Periplaneta spp. and Schistocerca spp.; of the order of Isoptera, for example, Reticuliternes spp .; of the order of Psocoptera, for example, Liposcelis spp .; of the order of Anoplura, for example, Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp. and Philloxera spp .; of the order of Mallophaga, for example, Damalinea spp. and Trichodectes spp .; on the order of Thysanoptera, for example, Frankliniella spp., Hercinothrips spp., Taeniothrips spp., Thrips palmi, Thrips tabaci and Scirtothrips aurantii; of the order of Heteroptera, for example, Cimex spp., Dístantiella theobroma, Dysdercus spp., Euchistus spp., Eurygaster spp., Leptocorisa spp., Nezara spp., Piesma spp., Rhodnius spp., Sahlbergella singularis, Scotinophara spp. Triatoma spp .; of the order of Homoptera, for example, Aleurothrixus floccosus, Aleyrodes brassicae, Aonidiella spp., Aphididae, Aphis spp., Aspidiotus spp., Bemisia tabaci, Ceroplaster spp., Chrysomphalus aonidium, Chrysomphalus dictyospermi, Coccus hesperidum, Empoasca spp., Eriosoma larigerum , Erythroneura spp., Gascardia spp., Laodelphax spp., Lecanium corni, Lepidosaphes spp., Macrosiphus spp., Myzus spp., Nephotettix spp., Nilaparvata spp., Paratoria spp., Pemphigus spp., Planococcus spp., Pseudaulacaspis spp. ., Pseudococcus spp. , Psylla spp. , Aethiopic pulvinaria, Quadraspidiotus spp., Rhopalosiphum spp., Saissetia spp., Scaphoideus spp., Schizaphis spp., Sitobion spp., Trialeurodes vaporariorum, Trioza erytreae and Unaspis citri; of the order of Hymenoptera, for example, Acromyrmex, Atta spp., Cephus spp. , Díprion spp. , Diprionidae, Gilpinia polyto a, Hoplocampa spp. , Lasius spp. , Monomorium pharaonis, Neodiprion spp. , Solenopsis sp. and Vespa spp.; from the order of Diptera, for example, Aedes spp., Antherigona soccata, Bibio hortulanus, Calliphora erythrocephala, Ceratitis spp., Chryso yia spp., Culex spp., Cuterebra spp., Dacus spp., Drosophila melanogaster, Fannia spp., Gastrophilus spp., Glossina spp., Hypoderma spp., Hyppobosca spp., Liriomyza spp., Lucilia spp., Melanagromyza spp., Musca spp., Oestrus spp., Orseolia spp., Oscinella frit, Pegomyia hyoscyami, Phorbia spp., Rhagoletis pomonella, Sciara spp., Stomoxis spp., Tabanus spp., Tannia spp. and Typula spp .; of the order of Siphonaptera, for example, Ceratophyllus spp. and Xenopsylla cheopis and Thysanura order, for example, Lepisma saccharina. The polymeric coatings according to the invention having a nematicide can be used for the protection of the plant propagation material and the development of plants against representatives of the Nematode class including, for example: root nodule nematodes, stem eels and foliar nematodes; especially Heterodera spp., for example Heterodera schachtii, Heterodora avenae and Heterodora trifolii; Hoplolaímus spp. such as Hoplolaimus galeatus and Hoplolaimus columbus; Globodera spp., For example Globodera rostochiensis; Meloidogyne spp. , for example Meloidogyne incoginita and Meloidogyne javanica; Radopholus spp. , for example Radopholus similis; Rotilenchulus spp. such as R. reniformís; Pratylenchus spp., For example Pratylenchus neglectans and Pratylenchus penetrans; Tylenchulus spp. , for example Tylenchulus semipenetrans; Belonolaimus spp .; Longidorus spp .; Trichodorus spp .; Xiphinema spp .; Ditylenchus spp .; Aphelenchoides spp .; and Anguina spp .; in particular Meloidogyne spp., for example Meloidogyne incognita, and Heterodera spp., for example Heterodera glycines.
Formulation and Coating Process The thickness and structure of the polymer formed can vary according to the amount and nature of the reagents. The thickness of the coating formed on the surface of the plant propagation material can vary between 0.001 to 10000 micrometers. Preferably, the thickness varies between 0.01 to 1000 micrometers. More preferably, the thickness of the coating formed on the surface of the plant propagation material is between 0.1 to 1000 microns. The process of the present invention may optionally contain variants such as variation of the order of addition and time of introduction of the components, or addition of a buffer or catalyst in the reaction. For example, any conventional condensation polymerization catalyst can be used to prepare the coating of this invention, including triethylene diamine, dialkyltin compounds, such as dimethyltin oxide, dibutyltin oxide, dioctyltin oxide, etc .; distanoxanes, such as bis (dibutyltin acetate) oxide bis (dibutyltin laurate) oxide etc .; and dialkyl tin dicarboxylates, such as dibutyltin diacetate, dibutyltin dilaurate, and so on. Depending on the particular plant propagation material to be coated, the conditions under which it is stored, and the soil conditions and climate under which it is expected to germinate and develop, the coating composition of the present invention can Include a broad spectrum of one or more additives. Such additives include, but are not limited to, uv protectants, pigments, dyes, extenders such as flour, dispersing agents, excipients, antifreeze agents, preservatives, herbicide insurers, fertilizers, biocontrol agents, surfactants, sequestering agents, plasticizers, dyes, brighteners, emulsifiers, flow agents such as calcium stearate, talc and vermiculite, coalescing agents, defoaming agents, humectants, thickeners, waxes, bactericides, insecticides, pesticides, and fillers such as cellulose, glass fibers, arilla, kaolin, talcum, calcium carbonate and wood flour, and odor modifying agents. Typical excipients include finely divided mineral substances such as pumice, atapulguite, bentonite, kaolin, zeolite, diatomite, and other clays, modified diatomaceous adsorbents, mineral coal, vermiculite, finely divided organic substances such as peat, wood dust, and Similar. The concentration of the polymerizable reagent in the seed coating composition is from 1 to 50 weight percent, based on the total weight of the seed coating composition. Preferably the concentration of the polymerizable reagent in the seed coating composition is from 1 to 30 weight percent. The seed coating composition is preferably distributed on the surface of the seed in a substantially uniform manner. Suitable means of applying the coating composition on the plant propagation material is by various methods known to those skilled in the art. Three well-known techniques include the use of drum coaters, rotary coil or HEGE seed coater, and vortex coaters or NIKLAS. In one embodiment, the seeds can be pre-sorted by size before coating. A film overcoat can optionally be applied to the coated plant propagation material of the invention. The film coating can protect the coating layers, and / or allow the identification phase of the treated seeds or plant propagation materials, and / or function to increase the volume or uniformity of the coating. Various materials for overcoating are suitable, including but not limited to, methylcellulose, hydroxypropylmethylcellulose, dextrin, gums, waxes, vegetable or paraffin oils.; water-soluble or water-dispersible polysaccharides and their derivatives such as alginates, starch, and cellulose; and synthetic polymers such as polyethylene oxide, polyvinyl alcohol and vinylpyrrolidone and their copolymers and related polymers including blends of such polymers. Overcoating, if present, may optionally include any additives such as those previously mentioned.
EXAMPLES In order that those skilled in the art are better able to practice the invention, the following examples are given by way of illustration and not by way of limitation. Registered trademarks and other designations denote the following products. Suppliers can be known or can be easily found.
Abamectin 500FS Red coating Becker Underwood seed pigment BU Purple dispersion BU Becker Underwood seed pigment
Seed Luster BU Seed Pigment Becker Underwood
Cruiser¾) 5FS Tiametoxam Syngenta Dynasty ™ 100FS Azoxystrobin Syngenta
Maxim * XL Fludioxonil Syngenta Rubinate * M MDl, isocyanate concentration at Huntsman 31.5% HMDA 70% solution of Fisher hexamethylenediamine in maize seed water for example hybrids N32-L9, N79- several L3, N43-L4, N67-T4, DKC61-24 cotton seed for example hybrids; ST5599. Stoneville, Delta ST4892, 572-E-1345-N2H Pine Defoamer 1500 Dow Corning Examples A-D - Conventional Seed Treatment with Pesticide Examples A-D illustrate the coating of cotton and corn seeds with conventional pesticide seed treatments. 500 g of seed are placed in the treatment bowl of a Hege 11 seed treater. An aqueous pesticide suspension is then prepared by mixing the pesticides, the color pigments, the polymers, a neutralizer (if any). , and water until a homogeneous phase is achieved. The Hege motor was ignited and the resulting suspension was applied to the rotating disc of the seed treater within the rotating seed bed by means of a syringe. The agitation is stopped when the seeds seem to be almost dry (it can take up to 1 minute). Table 1 indicates the details of the seed treatment compositions used. The numbers given in the Table indicate the weight of the component in grams per 500 g of seed. All adjustments of the machine were according to the manufacturer's recommendations and within normal limits as could be understood by a person of ordinary experience in the technique of seed coating.
Example 1 - Addition of Michael The Example 1 illustrates the preparation of a polymeric overcoat on corn and cotton seeds treated with the pesticide. The corn and cotton seeds were treated with pesticides according to the procedures of Examples A and C, respectively. The examples are made by placing 500 g of the cotton and corn seeds treated with the pesticide, as the case may be, in the treatment bowl of a Hege 11 liquid seed treater as explained above. Then, the polyethylenically unsaturated monomer, 3. 00 g of the polyethylene glycol diacrylate (Mn = 263), obtained from Sigma-Aldrich, Milwaukee, WI, is injected onto the rotating disc of the seed treater. After the material has substantially coated the rotating seeds, the rotation is temporarily impeded so that the rotating disk can be cleaned to prevent the reaction from occurring on the disk. Subsequently, a diamine, 3.79 g of hexamethylenediamine at 35% by weight in water, is injected onto the rotating disc of the seed treater. The reaction takes place only in a couple of seconds and results in a physically cross-linked matrix overcoat, which surrounds each individual seed treated with the pesticide. The agitation is stopped when the seeds seem almost dry (it can take up to 1 minute). All the adjustments of the machine were according to the manufacturer's recommendations and within normal limits as it could be understood by a person who has experience in the technique of seed coating. When dust release tests were conducted several days later, no dust release could be measured. Corn seeds treated with thiamethoxam as an active ingredient and placed in contact with pure water were measured at varying intervals in a period of 24 hours after treatment. The measurement of the amount of thiamethoxam found in the water in each interval shows that only 60% of thiamethoxam is released while in contact with water, and the residual 40% is slowly released over time. The results are provided in Tables 2 and 3.
TABLE 2
in
Sample Code LIMS 76996 -Maize t / w Cruiser, poly (BisA) # 1, NB 1332-84 LIMS 76997 -Maize t / w Cruiser, poly (BisA) # 2, NB 1332-85 LIMS 76998 -Maize t / w Cruiser, poly (PEGDA1) # 1, NB 1332-86
LIMS 76999 -Maize t / w Cruiser, poly (PEGDA1) # 2, NB 1332-87 LIMS 76700 -Maize t / w Cruiser, poly (PPGDA) # 1, NB 1332-88 LIMS 76701 -Maize t / w Cruiser, poly (PPGDA) # 2, NB 1332-89
TABLE 3
fifteen
Example 2 - UV Curable Example 2 illustrates the preparation of a polymeric overcoat on corn and cotton seeds treated with pesticide. The corn and cotton seeds were treated with pesticides according to the procedures of Examples A and C, respectively. The examples are made by placing 500 g of the maize or cotton seeds treated with the pesticide, as the case may be, in the treatment bowl of a Hege 11 liquid seed treater as explained in the previous examples. A formulation of UV curable monomers is made by using 1.5 g of aromatic urethane diacrylate (CN976), 4.5 g of bisphenol A epoxy acrylate (CN104), 3.0 g of tripropylene glycol diacrylate (TPGDA) as a reactive diluent (SR306). ), and 0.4 g of the reactive amine coinitiator (CN386), 0.4 g of benzophenone and 0.2 g of the oligo (2-hydroxy-2-methyl-l-4 (l-methylvinyl) phenylpropanone and 2-hydroxy-2-methyl) -l-phenyl-l-propanone (monomer) (Sarcure ™ SRl 129) as starter species, all materials available from Sartomer Company, Exton, PA Then 5.8 g of the UV curable formulation was injected onto the spinning disk of the Seed treater Once the formulation has dispersed evenly among the seeds, the treater decreases the speed of the treater and a UV lamp is introduced to expose the seeds.
The reaction takes place only in a couple of seconds and results in a polymeric overcoat surrounding each seed treated with individual pesticide. The agitation is stopped when the seeds seem almost dry (it can take up to 2-3 minutes). All adjustments of the machine were according to the manufacturer's recommendations and within normal limits as could be understood by a person having ordinary experience in the technique of seed coating. It was found that the seeds were 70% germinated after 7 days in the incubator.
Example 3 - Aminoplast Using the Hege apparatus described in Examples 1-2, 250 grams of cotton seeds are placed in the treater and ignited. A mixture of 2.7 grams of Cymel U-80 (urea-formaldehyde resin prepolymer) and 0.3 grams of pentaerythritol-tetrakis (3-mercaptopropionate) as a crosslinker are added to the seeds by means of a syringe that drips liquid onto the disc rotary. Next, 3 g of an aqueous phase consisting of 0.15 g of sodium dialkylnaphthalenesulfonate (Petro BAF) and 2.85 g of tap water acidified to pH 2.0 with sulfuric acid are added through a syringe. After allowing the seeds to mix for a short duration, they were then removed from the treater and dispersed in a pan to be dried in an oven at 50 C.
Comparative Examples The physical properties of the treated seeds according to Examples A-D are compared to the properties of the treated seeds according to Examples 1-3 of the present invention. Powder release procedure: 50 g of the treated seeds, once dry (at least 24 hours after the treatment), are rotated in a vacuum closed system at 50 rpm (standard powder formation equipment, known to all companies of seeds) . There is an air flow that is maintained through the container, and which is filtered through a 5 micron screen. After 5 minutes the amount of powder in the filter is heavy. As noted above, Examples A-B and 1.1-3.1 refer to corn seed and Examples C-D and 1.2-3.2 refer to cottonseed. The results are shown in Tables 4 and 5 below.
TABLE 4
TABLE 5
Hot Germination and Procedures
Accelerated Maturation: The hot germination test was used to determine the maximum germination potential of the untreated seeds and seeds that were subjected to treatment. The accelerated maturation test estimates the remaining potential of a batch of seeds stored in the cellar. Procedure - Hot Germination: A random sample of 100 seeds of corn and cotton from each batch of seeds prepared according to Examples AD and 1.1-3.2 (as well as 100 untreated seeds) were placed on the bottom of the trays germination between wet paper towels of regular size. The trays were covered in a plastic bag and placed in diffuse light at 23-27 degrees C in an incubator. A final germinated seed count was made after 7 days. Percentage germination was determined as the average number of seeds that had germinated within the trial period minus any abnormal seeds, divided by the total number of original seeds, per 100. Accelerated duration test: Corn seeds (at least 100) were exposed to high temperatures (40-45 ° C) and high relative humidity (90-100%) for short periods of time (48-96 hours) and then tested in a standard hot germination test as described above. The results of hot germination and accelerated maturation tests are shown in Tables 6-8 below.
Hot Germination and Accelerated Maturation Data: TABLE 6
TABLE 7
TABLE 8 The above data demonstrate that the seeds treated according to the invention (Examples 1-3) are much better than the seeds treated with the AD comparative compositions with respect to the formation of powder, and without any substantial effect on the potential of germination or the remnant as evidenced by hot germination and the evidence of accelerated maturation. In summary, it is noted that this invention provides a new polymeric coating for the protection of plant propagation materials. Variations may be made in proportions, procedures and materials without departing from the scope of the invention as defined by the following claims.
It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.
Claims (65)
1. A process for coating plant propagation material characterized in that it comprises contacting the plant propagation material with a coating forming composition comprising at least one reagent having a reactive functionality, and a photoinitiator, and curing the composition under ultraviolet conditions to form a coating on the surface of the plant propagation material.
2. The process according to claim 1, characterized in that the reagent is selected from (a) a monomer or oligomer containing a monoethylenically and / or polyethylenically unsaturated functionality and / or (b) an epoxy functionalized monomer or oligomer containing one or more epoxy groups available for the reaction.
3. The process according to claim 2, characterized in that the photoinitiator is present in an amount of 0.001% up to about 15% by weight based on the solids content of the composition.
The process according to claim 3, characterized in that the photoinitiator is selected from the group consisting of benzophenone, 4-phenylbenzophenone and 4-chlorobenzophenone, Michler's ketone, 1-benzoylcyclohexan-1-ol, 2-hydroxy-2, 2-dimethylacetophenone, and the benzyl-dimethyl ketal of the methyl, ethyl, and butylbenzoic ethers of 2,2-dimethoxy-2-phenylacetophenone, 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropanol -one, anthraquinone, methylanthraquinone, tert-butylanthraquinone, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, ethyl 2,4,6-trimethylbenzoylphenylphosphinate, methyl 2,4,6-trimethylbenzoylphenylphosphinate, and bisacylphosphine oxides.
The process according to claim 4, characterized in that the reagent is one or more of a polyurethane monomer or oligomer of urethane (meth) acrylate prepolymer, with at least one reactive diluent.
The process according to claim 5, characterized in that the reagent is selected from the group consisting of di (meth) acrylate of ethoxylated bisphenol A, divinylbenzene, vinyl (meth) acrylate, allyl (meth) acrylate, diallyl, diallyl fumarate, methylene-bisacrylamide, cyclopentadienyl acrylate, triallyl cyanurate, poly (ethylene glycol) di (meth) acrylate, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, di (meth) acrylate of 1,3-butylene glycol, 1,4-butylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, and propylene glycol di (meth) acrylate.
7. The process according to claim 4, characterized in that the reagent is a monomer functionalized with epoxy.
8. The process according to claim 7, characterized in that the monomer functionalized with epoxy has a functionality of at least two.
9. The process according to claim 8, characterized in that the epoxy-functionalized monomer is present in amounts up to about 80% by weight.
The process according to claim 9, characterized in that the epoxy-functionalized monomer is selected from the group consisting of phenols, novolacs, linear and cycloaliphatic polyols, polyether polyols and siloxanes.
11. The process according to claim 10, characterized in that the epoxy-functionalized monomer is selected from the group consisting of diglycidyl ethers of bisphenol A, glycidyl (meth) acrylate, epoxy (meth) acrylate, epoxy novolacs, epoxy cresols. , and cycloaliphatic epoxides.
12. The process according to claim 4, characterized in that the curing occurs at a wavelength between 190 and 400 nm.
13. The process according to claim 12, characterized in that the curing occurs at a wavelength between 240 and 370 nm.
14. The process according to claim 4, characterized in that, the composition further comprises one or more UV stabilizers, thickeners, leveling aids, defoamers, lubricants, and fillers.
15. A process for coating plant propagation material, characterized in that it comprises contacting the plant propagation material with a coating forming composition comprising a substantially equimolar amount of at least one polyfunctional amine and at least one polyfunctional ethylenically unsaturated monomer for forming a coating on the surface of the plant propagation material.
The process according to claim 15, characterized in that at least one polyfunctional amine is selected from the group consisting of ethylenediamine, propylene diamine, trimethylenediamine, tetramethylenediamine, pentamethylene diamine, hexamethylenediamine, 4- (aminomethyl) -1,8-octanediamine, decamethylenediamine. , 1,2-diaminocyclohexane, isophoronediamine, tris (2-aminoethyl) amine, diethylene triamine, dipropylene triamine, dibutylenetriamine, triethylene tetramine, triaminopropane, 2,2,4-trimethylhexamethylenediamine, tolylenediamine, hydrazine, piperidine, isophoronediamine, dicyclohexylmethane-4,4 '- diamine, phenylenediamine and xylylenediamine.
The process according to claim 15, characterized in that at least one polyfunctional ethylenically unsaturated monomer is selected from the group consisting of alkylene glycol diacrylates and dimethylacrylates, divinylbenzene, vinyl (meth) acrylate, allyl (meth) acrylate, maleate of diallyl, diallyl fumarate, methylenebisacrylamide, cyclopentadienyl acrylate, triallyl cyanurate, and poly (ethylene glycol) di (meth) acrylate.
The process according to claim 17, characterized in that the alkylene glycol diacrylates and dimethylacrylates are selected from the group consisting of ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, di (meth) acrylate of 1, 3-butylene glycol, 1,4-butylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, ethoxylated bisphenol A di (meth) acrylate, and propylene glycol di (meth) acrylate.
19. The process according to claim 15, characterized in that the polyfunctional amine and the polyfunctional ethylenically unsaturated monomer can be independently provided pure or can be in aqueous form.
The process according to claim 19, characterized in that the amine is in aqueous form comprising an organic solvent selected from the group consisting of acetone, methanol, chloroform, tetrahydrofuran, and ethanol.
The process according to claim 19, characterized in that the polyfunctional ethylenically unsaturated monomer is in aqueous form comprising an organic solvent selected from the group consisting of acetone, methanol, chloroform, tetrahydrofuran, ethanol, and aqueous methylene-bisacrylamide.
22. A process for coating plant propagation material, characterized in that it comprises contacting the plant propagation material with a coating forming composition comprising an aminated resin prepolymer with an acidic aqueous phase containing a catalyst, to form a coating on the surface of the plant propagation material.
23. The process according to claim 22, characterized in that the composition is at a temperature between 25 ° C and 60 ° C.
24. The process according to claim 23, characterized in that the composition is at a temperature between 40 ° C and 50 ° C.
The process according to claim 24, characterized in that the aminated resin prepolymer is selected from the group consisting of urea-formaldehyde, melamine-formaldehyde, benzoguanamine-formaldehyde, and glycoluril-formaldehyde.
26. The process according to claim 25, characterized in that the urea-formaldehyde is selected from the Cymel U-80 and Cymel U-1050-10 resins.
27. The process according to claim 24, characterized in that the aqueous acid is prepared with an acid selected from the group consisting of sulfonic acid, hydrochloric acid, phosphoric acid, formic acid, and citric acid.
28. The process according to claim 25, characterized in that the amino resin prepolymer is urea-formaldehyde.
29. The process according to claim 26, characterized in that it further comprises a crosslinking agent.
30. The process according to claim 27, characterized in that the crosslinking agent is selected from the group consisting of polyfunctional mercaptan esters.
31. The process according to claim 28, characterized in that the crosslinking agent is pentaerythritol tetrakis (3-mecaptoproprionate).
32. The process according to claim 25, characterized in that the aminated resin prepolymer is melamine-formaldehyde.
33. The process according to claim 25, characterized in that the aminated resin prepolymer is benzoguanamine-formaldehyde.
34. The process according to claim 25, characterized in that the aminated resin prepolymer is glycoluril-formaldehyde.
35. The process according to claim 25, characterized in that the catalyst is selected from the group consisting of carboxylic acids, sulfonic acids, and metal salts thereof.
36. The process according to claim 32, characterized in that the cross-linking agent is pentaerythritol tetrakis (3-mecaptoproprionate), the catalyst is sulfonic acid, and the composition is at a temperature between 40 ° C and 50 ° C.
37. The process according to claim 1, characterized in that the coating forming composition further comprises at least one active ingredient.
38. The process according to claim 15, characterized in that the coating forming composition further comprises at least one active ingredient.
39. The process according to claim 22, characterized in that the coating forming composition further comprises at least one active ingredient.
40. The process according to claim 1, characterized in that the plant propagation material is pre-treated with at least one active ingredient.
41. The process according to claim 15, characterized in that the plant propagation material is pre-treated with at least one active ingredient.
42. The process according to claim 22, characterized in that the plant propagation material is pre-treated with at least one active ingredient.
43. The process according to claim 1, characterized in that the coating forming composition further comprises at least one active ingredient and wherein the plant propagation material is pre-treated with at least one active ingredient that is the same or different.
44. The process according to claim 15, characterized in that the coating forming composition further comprises at least one active ingredient and wherein the plant propagation material is pre-treated with at least one active ingredient that is the same or different.
45. The process according to claim 22, characterized in that the coating forming composition further comprises at least one active ingredient and wherein the plant propagation material is pre-treated with at least one active ingredient that is the same or different.
46. The process according to claim 34, 35, 36, 37, 38, 39, 40, 41 or 42, characterized in that the active ingredient is selected from the group consisting of abamectin, acephate, acetamiprid, alpha-cypermethrin, azinphos -methyl, bifenthrin, carbaryl, carbofuran, carbosulfan, chlorpyrifos, clothianidin, cyromazine, deltamethrin, dimethoate, emamectin benzoate, endosulfan, fipronil, furathiocarb, gamma-HCH, imidacloprid, isofenphos, methiocarb, ometoate, tefluthrin, thiamethoxam, thiacloprid, thiodicarb , azoxystrobin, pyraclostrobin, benomyl, bitertanol, captan, carbendazim, carboxin, chlorothalonil, copper salts (such as copper sulfate, cuprous oxide, Bordeaux mixture, copper hydroxide, copper sulfate (tribasic), copper oxychloride and octanoate copper), cymoxanil, ciproconazole, cyprodinil, difenoconazole, diniconazole, etirimol, famoxadone, fenamidone, fenhexamid, fenpiclonil, fluazinam, fludioxonil, fluquinconazole, flutolanil, flutriafol, fosetyl- aluminum, fuberidazole, guazatin, hexaconazole, himexazole, imazalil, iprodione, isofenfos, mancozeb, maneb, metalaxil, metalaxil-M, metconazol, myclobutanil, siltiofam, nuarimol, oxadixil, oxine-copper, oxolinic acid, pencicuron, prochloraz, procyamidone, pyrimethanil , pyroquilon, quintozene, tebuconazole, tetraconazole, thiabendazole, thiophanate-methyl, thiram, triadimenol, triazoxide, triticonazole, trifloxystrobin, picoxystrobin and epconazole.
47. The process according to claim 43, characterized in that the active ingredient is selected from the group consisting of thiamethoxam, imidacloprid, profenofos, fludioxonil, difenoconazole, abamectin, mefenoxam, tefluthrin, and azoxystrobin.
48. The process according to any of claims 1, 15, or 22, characterized in that the thickness of the coating is 0.1 to 1000 micrometers.
49. The process according to any of claims 1, 15, or 22, characterized in that the coating is substantially continuous.
50. The process according to any of claims 1, 15 or 22, characterized in that the propagation material is selected from seeds, roots, fruits, tubers, bulbs, rhizomes, and plant cuttings.
51. The process according to claim 47, characterized in that the plant propagation material is seed.
52. The process according to claim 51 characterized in that the seed is selected from beet, cañola, colsa, mustard seed, poppy, olives, sunflowers, coconut, castor oil plants, cocoa seeds, peanuts, soy, wheat , sorghum, cotton, corn, tomatoes, soybeans, tobacco, tomatoes, cabbage, cabbages, onions, carrots, and ornamental flowers.
53. A coated propagation material, characterized in that it is made by the process according to any of claims 1, 15, or 22.
54. A method for increasing the safety, quality and / or viability of the plant propagation material, characterized because it comprises contacting the plant propagation material with a coating forming composition comprising at least one reagent having a reactive functionality and a photoinitiator, and curing the composition under ultraviolet conditions to form a coating on the surface of the plant propagation.
55. The method of compliance with the claim 54, characterized in that it comprises contacting the coating formed therein with an active ingredient in order to form a layer coated with the active ingredient after the coating surface.
56. The method of compliance with the claim 55, characterized in that it further comprises coating the layer coated with the active ingredient with an additional coating material.
57. The method of compliance with the claim 56, characterized in that the additional coating material may optionally contain at least one additional active ingredient.
58. A method for increasing the safety, quality and / or viability of plant propagation material, characterized in that it comprises contacting the plant propagation material with a coating forming composition comprising a substantially equimolar amount of at least one polyfunctional amine and at least one polyfunctional ethylenically unsaturated monomer, to form a coating on the surface of the plant propagation material.
59. The method of compliance with the claim 58, characterized in that it comprises contacting the coating formed therein with an active ingredient in order to form a layer coated with the active ingredient after the coating surface.
60. The method of compliance with the claim 59, characterized in that it further comprises coating the layer coated with the active ingredient with an additional coating material.
61. The method of compliance with the claim 60, characterized in that the additional coating material may optionally contain at least one additional active ingredient.
62. A method for increasing the safety, quality and / or viability of plant propagation material, characterized in that it comprises contacting the plant propagation material with a coating forming composition comprising an aminated resin prepolymer with an acidic aqueous phase which contains a catalyst, to form a coating on the surface of the plant propagation material.
63. The method according to claim 62, characterized in that it comprises contacting the coating formed therein with an active ingredient, in order to form a layer coated with the active ingredient after the coating surface.
64. The method of compliance with the claim 63, characterized in that it comprises coating the layer coated with the active ingredient with an additional coating material.
65. The method of compliance with the claim 64, characterized in that the additional coating material may optionally contain at least one additional active ingredient.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US60/631,648 | 2004-11-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
MX2007006124A true MX2007006124A (en) | 2008-10-03 |
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