CN1867257A - 新型含铜配制剂 - Google Patents
新型含铜配制剂 Download PDFInfo
- Publication number
- CN1867257A CN1867257A CNA2004800305150A CN200480030515A CN1867257A CN 1867257 A CN1867257 A CN 1867257A CN A2004800305150 A CNA2004800305150 A CN A2004800305150A CN 200480030515 A CN200480030515 A CN 200480030515A CN 1867257 A CN1867257 A CN 1867257A
- Authority
- CN
- China
- Prior art keywords
- polylysine
- copper
- mantoquita
- composition
- derivative
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 90
- 239000010949 copper Substances 0.000 title claims abstract description 55
- 229910052802 copper Inorganic materials 0.000 title claims abstract description 54
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims abstract description 49
- 238000009472 formulation Methods 0.000 title claims abstract description 14
- 229920000656 polylysine Polymers 0.000 claims abstract description 105
- 108010039918 Polylysine Proteins 0.000 claims abstract description 100
- 230000000855 fungicidal effect Effects 0.000 claims abstract description 40
- 239000003905 agrochemical Substances 0.000 claims abstract description 7
- 239000004480 active ingredient Substances 0.000 claims description 32
- 238000000034 method Methods 0.000 claims description 19
- 238000002360 preparation method Methods 0.000 claims description 18
- 239000000463 material Substances 0.000 claims description 13
- 239000002904 solvent Substances 0.000 claims description 13
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 12
- 239000004472 Lysine Substances 0.000 claims description 11
- 239000012752 auxiliary agent Substances 0.000 claims description 11
- 239000012872 agrochemical composition Substances 0.000 claims description 8
- 150000002830 nitrogen compounds Chemical class 0.000 claims description 8
- 229910017464 nitrogen compound Inorganic materials 0.000 claims description 6
- 244000000004 fungal plant pathogen Species 0.000 claims description 5
- 239000002689 soil Substances 0.000 claims description 5
- 230000000843 anti-fungal effect Effects 0.000 claims description 3
- 229940121375 antifungal agent Drugs 0.000 claims description 3
- 235000019766 L-Lysine Nutrition 0.000 claims 1
- 241000607479 Yersinia pestis Species 0.000 claims 1
- 150000001879 copper Chemical class 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 28
- -1 copper amine salt Chemical class 0.000 description 27
- 241000196324 Embryophyta Species 0.000 description 24
- 241000894006 Bacteria Species 0.000 description 18
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 14
- 150000001412 amines Chemical class 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 13
- 229910000906 Bronze Inorganic materials 0.000 description 12
- 150000003851 azoles Chemical class 0.000 description 12
- 239000010974 bronze Substances 0.000 description 12
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 12
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 description 12
- 238000010790 dilution Methods 0.000 description 11
- 239000012895 dilution Substances 0.000 description 11
- 235000018977 lysine Nutrition 0.000 description 11
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 10
- JHXVRRJXCDAINK-UHFFFAOYSA-N NC(=O)N.N#CC#N Chemical compound NC(=O)N.N#CC#N JHXVRRJXCDAINK-UHFFFAOYSA-N 0.000 description 10
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 10
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 10
- AEJIMXVJZFYIHN-UHFFFAOYSA-N copper;dihydrate Chemical compound O.O.[Cu] AEJIMXVJZFYIHN-UHFFFAOYSA-N 0.000 description 10
- SKQUUKNCBWILCD-UHFFFAOYSA-J dicopper;chloride;trihydroxide Chemical compound [OH-].[OH-].[OH-].[Cl-].[Cu+2].[Cu+2] SKQUUKNCBWILCD-UHFFFAOYSA-J 0.000 description 10
- 150000002148 esters Chemical class 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 229960003646 lysine Drugs 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 10
- 239000005823 Propineb Substances 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 238000005660 chlorination reaction Methods 0.000 description 9
- WURGXGVFSMYFCG-UHFFFAOYSA-N dichlofluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=CC=C1 WURGXGVFSMYFCG-UHFFFAOYSA-N 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000005802 Mancozeb Substances 0.000 description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 8
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- 239000011717 all-trans-retinol Substances 0.000 description 7
- 235000019169 all-trans-retinol Nutrition 0.000 description 7
- 229940116318 copper carbonate Drugs 0.000 description 7
- SEVNKWFHTNVOLD-UHFFFAOYSA-L copper;3-(4-ethylcyclohexyl)propanoate;3-(3-ethylcyclopentyl)propanoate Chemical compound [Cu+2].CCC1CCC(CCC([O-])=O)C1.CCC1CCC(CCC([O-])=O)CC1 SEVNKWFHTNVOLD-UHFFFAOYSA-L 0.000 description 7
- GEZOTWYUIKXWOA-UHFFFAOYSA-L copper;carbonate Chemical compound [Cu+2].[O-]C([O-])=O GEZOTWYUIKXWOA-UHFFFAOYSA-L 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- CJPQIRJHIZUAQP-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-UHFFFAOYSA-N 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 239000005752 Copper oxychloride Substances 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000005864 Sulphur Substances 0.000 description 6
- HKMOPYJWSFRURD-UHFFFAOYSA-N chloro hypochlorite;copper Chemical compound [Cu].ClOCl HKMOPYJWSFRURD-UHFFFAOYSA-N 0.000 description 6
- YPHMISFOHDHNIV-FSZOTQKASA-N cycloheximide Chemical compound C1[C@@H](C)C[C@H](C)C(=O)[C@@H]1[C@H](O)CC1CC(=O)NC(=O)C1 YPHMISFOHDHNIV-FSZOTQKASA-N 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 6
- RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 description 6
- QNBTYORWCCMPQP-JXAWBTAJSA-N (Z)-dimethomorph Chemical compound C1=C(OC)C(OC)=CC=C1C(\C=1C=CC(Cl)=CC=1)=C/C(=O)N1CCOCC1 QNBTYORWCCMPQP-JXAWBTAJSA-N 0.000 description 5
- TWFZGCMQGLPBSX-UHFFFAOYSA-N Carbendazim Natural products C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 5
- 239000005761 Dimethomorph Substances 0.000 description 5
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 5
- 239000005789 Folpet Substances 0.000 description 5
- 239000005807 Metalaxyl Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 241000209140 Triticum Species 0.000 description 5
- 235000021307 Triticum Nutrition 0.000 description 5
- JNPZQRQPIHJYNM-UHFFFAOYSA-N carbendazim Chemical compound C1=C[CH]C2=NC(NC(=O)OC)=NC2=C1 JNPZQRQPIHJYNM-UHFFFAOYSA-N 0.000 description 5
- 239000006013 carbendazim Substances 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- HALQELOKLVRWRI-VDBOFHIQSA-N doxycycline hyclate Chemical compound O.[Cl-].[Cl-].CCO.O=C1C2=C(O)C=CC=C2[C@H](C)[C@@H]2C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H]([NH+](C)C)[C@@H]1[C@H]2O.O=C1C2=C(O)C=CC=C2[C@H](C)[C@@H]2C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H]([NH+](C)C)[C@@H]1[C@H]2O HALQELOKLVRWRI-VDBOFHIQSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 239000011737 fluorine Substances 0.000 description 5
- 229910052731 fluorine Inorganic materials 0.000 description 5
- HKIOYBQGHSTUDB-UHFFFAOYSA-N folpet Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C2=C1 HKIOYBQGHSTUDB-UHFFFAOYSA-N 0.000 description 5
- 125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 description 5
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 5
- 229920000940 maneb Polymers 0.000 description 5
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 description 5
- IWVCMVBTMGNXQD-PXOLEDIWSA-N oxytetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-PXOLEDIWSA-N 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 5
- 241000894007 species Species 0.000 description 5
- 229960005322 streptomycin Drugs 0.000 description 5
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 5
- 239000000080 wetting agent Substances 0.000 description 5
- PZBPKYOVPCNPJY-UHFFFAOYSA-N 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 4
- 239000005751 Copper oxide Substances 0.000 description 4
- 239000005644 Dazomet Substances 0.000 description 4
- 239000005784 Fluoxastrobin Substances 0.000 description 4
- 239000005795 Imazalil Substances 0.000 description 4
- 239000005800 Kresoxim-methyl Substances 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- 240000007594 Oryza sativa Species 0.000 description 4
- 235000007164 Oryza sativa Nutrition 0.000 description 4
- YXLXNENXOJSQEI-UHFFFAOYSA-L Oxine-copper Chemical compound [Cu+2].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 YXLXNENXOJSQEI-UHFFFAOYSA-L 0.000 description 4
- YYVFXSYQSOZCOQ-UHFFFAOYSA-N Oxyquinoline sulfate Chemical compound [O-]S([O-])(=O)=O.C1=C[NH+]=C2C(O)=CC=CC2=C1.C1=C[NH+]=C2C(O)=CC=CC2=C1 YYVFXSYQSOZCOQ-UHFFFAOYSA-N 0.000 description 4
- 239000004100 Oxytetracycline Substances 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
- DVIWNUFXOPFRPR-UHFFFAOYSA-N [Cu].N1=CC=CC2=CC=CC(=C12)C(=O)O Chemical compound [Cu].N1=CC=CC2=CC=CC(=C12)C(=O)O DVIWNUFXOPFRPR-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 229960001716 benzalkonium Drugs 0.000 description 4
- CYDRXTMLKJDRQH-UHFFFAOYSA-N benzododecinium Chemical compound CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 CYDRXTMLKJDRQH-UHFFFAOYSA-N 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 4
- APEJMQOBVMLION-UHFFFAOYSA-N cinnamamide Chemical compound NC(=O)C=CC1=CC=CC=C1 APEJMQOBVMLION-UHFFFAOYSA-N 0.000 description 4
- 229940120693 copper naphthenate Drugs 0.000 description 4
- 229910000431 copper oxide Inorganic materials 0.000 description 4
- ZURAKLKIKYCUJU-UHFFFAOYSA-N copper;azane Chemical compound N.[Cu+2] ZURAKLKIKYCUJU-UHFFFAOYSA-N 0.000 description 4
- WNMPGCKOSIFMAE-UHFFFAOYSA-L copper;chloro hypochlorite;sulfate Chemical compound [Cu+2].ClOCl.[O-]S([O-])(=O)=O WNMPGCKOSIFMAE-UHFFFAOYSA-L 0.000 description 4
- LBJNMUFDOHXDFG-UHFFFAOYSA-N copper;hydrate Chemical compound O.[Cu].[Cu] LBJNMUFDOHXDFG-UHFFFAOYSA-N 0.000 description 4
- 239000003431 cross linking reagent Substances 0.000 description 4
- QAYICIQNSGETAS-UHFFFAOYSA-N dazomet Chemical compound CN1CSC(=S)N(C)C1 QAYICIQNSGETAS-UHFFFAOYSA-N 0.000 description 4
- AEUGJWFECANMJW-UHFFFAOYSA-N dimethylcarbamodithioic acid dihydrochloride Chemical compound Cl.Cl.CN(C)C(S)=S AEUGJWFECANMJW-UHFFFAOYSA-N 0.000 description 4
- 229960002125 enilconazole Drugs 0.000 description 4
- WHDGWKAJBYRJJL-UHFFFAOYSA-K ferbam Chemical compound [Fe+3].CN(C)C([S-])=S.CN(C)C([S-])=S.CN(C)C([S-])=S WHDGWKAJBYRJJL-UHFFFAOYSA-K 0.000 description 4
- UFEODZBUAFNAEU-NLRVBDNBSA-N fluoxastrobin Chemical compound C=1C=CC=C(OC=2C(=C(OC=3C(=CC=CC=3)Cl)N=CN=2)F)C=1C(=N/OC)\C1=NOCCO1 UFEODZBUAFNAEU-NLRVBDNBSA-N 0.000 description 4
- ZOTBXTZVPHCKPN-HTXNQAPBSA-N kresoxim-methyl Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC=C1C ZOTBXTZVPHCKPN-HTXNQAPBSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 150000002825 nitriles Chemical class 0.000 description 4
- 125000005474 octanoate group Chemical group 0.000 description 4
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 4
- 229960000625 oxytetracycline Drugs 0.000 description 4
- 235000019366 oxytetracycline Nutrition 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 235000009566 rice Nutrition 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- LITQZINTSYBKIU-UHFFFAOYSA-F tetracopper;hexahydroxide;sulfate Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[O-]S([O-])(=O)=O LITQZINTSYBKIU-UHFFFAOYSA-F 0.000 description 4
- FFSJPOPLSWBGQY-UHFFFAOYSA-N triazol-4-one Chemical compound O=C1C=NN=N1 FFSJPOPLSWBGQY-UHFFFAOYSA-N 0.000 description 4
- 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 description 3
- HZRUTVAFDWTKGD-JEDNCBNOSA-N (2s)-2,6-diaminohexanoic acid;hydrate Chemical compound O.NCCCC[C@H](N)C(O)=O HZRUTVAFDWTKGD-JEDNCBNOSA-N 0.000 description 3
- 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 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 description 3
- BKBSMMUEEAWFRX-NBVRZTHBSA-N (E)-flumorph Chemical compound C1=C(OC)C(OC)=CC=C1C(\C=1C=CC(F)=CC=1)=C\C(=O)N1CCOCC1 BKBSMMUEEAWFRX-NBVRZTHBSA-N 0.000 description 3
- CKPCAYZTYMHQEX-NBVRZTHBSA-N (e)-1-(2,4-dichlorophenyl)-n-methoxy-2-pyridin-3-ylethanimine Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=N/OC)/CC1=CC=CN=C1 CKPCAYZTYMHQEX-NBVRZTHBSA-N 0.000 description 3
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 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 description 3
- WKBPZYKAUNRMKP-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(CCC)CN1C=NC=N1 WKBPZYKAUNRMKP-UHFFFAOYSA-N 0.000 description 3
- UFNOUKDBUJZYDE-UHFFFAOYSA-N 2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1CC(O)(C=1C=CC(Cl)=CC=1)C(C)C1CC1 UFNOUKDBUJZYDE-UHFFFAOYSA-N 0.000 description 3
- RQDJADAKIFFEKQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-phenyl-2-(1,2,4-triazol-1-ylmethyl)butanenitrile Chemical compound C1=CC(Cl)=CC=C1CCC(C=1C=CC=CC=1)(C#N)CN1N=CN=C1 RQDJADAKIFFEKQ-UHFFFAOYSA-N 0.000 description 3
- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/16—Heavy metals; Compounds thereof
- A01N59/20—Copper
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/52—Impregnating agents containing mixtures of inorganic and organic compounds
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K2240/00—Purpose of the treatment
- B27K2240/20—Removing fungi, molds or insects
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- Life Sciences & Earth Sciences (AREA)
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- Agronomy & Crop Science (AREA)
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Abstract
本发明公开了杀真菌农用化学组合物,其包含a)至少一种铜盐和b)聚赖氨酸和/或c)至少一种聚赖氨酸衍生物,聚赖氨酸、聚赖氨酸衍生物或聚赖氨酸与聚赖氨酸衍生物的组合在含铜杀真菌配制剂中的用途。
Description
本发明涉及杀真菌的农用化学组合物,其包含
a)至少一种铜盐和
b)聚赖氨酸,和/或
c)至少一种聚赖氨酸衍生物,
以及涉及聚赖氨酸、聚赖氨酸衍生物或聚赖氨酸与聚赖氨酸衍生物的组合在含铜杀真菌配制剂中的用途。
在农业中已经长期采用铜盐来防治农作物上的植物病原真菌。为了确保培养菌的铜处理的长期有效性,为此目的最常采用微溶于水或不溶于水的无机铜盐如氯氧化铜。
经常地,向所述铜盐中加入其他添加剂如络合剂以提高其作用以及减少施用率。
EP-A-39 788描述了有机单羧酸、二羧酸或聚羧酸的铜胺盐,其中基于丙烯酸或甲基丙烯酸和丙烯酸酯或甲基丙烯酸酯的水溶性的酸性共聚物可用作所述聚羧酸。EP-A-237 946公开了基于丙烯酸或甲基丙烯酸和丙烯酸酯或甲基丙烯酸酯的有机水溶性酸性共聚物的铜胺盐。
此外,基于低分子量有机羧酸的铜盐在油性配制剂中的应用是已知的(参见Complex Quimica S.A.对Complex-200的技术报告)。
WO 02/083599公开了杀真菌用肥料,其包含碱金属氢氧化物和碱土金属氢氧化物、水解的肽和铜盐如氢氧化铜的组合。
令人惊奇地,现已发现聚赖氨酸和/或聚赖氨酸衍生物在含铜杀真菌配制剂中的使用可提高杀真菌活性,或者可以以减小用量的铜或铜盐产生相同水平的杀真菌活性。
通过混合一种或多种杀真菌活性成分可实现活性的进一步提高,以及因而可实现施用率的进一步减少。这里,在许多情况下观察到协同改进的活性。
本发明因此涉及杀真菌农用化学组合物,其包含
a)至少一种铜盐,
b)聚赖氨酸,和/或
c)至少一种聚赖氨酸衍生物,和
d)非必要的一种或多种杀真菌活性成分,
e)非必要的溶剂或溶剂混合物,
f)非必要的至少一种碱性氮化合物,和
g)非必要的适于该配制剂的助剂。
本发明进一步涉及聚赖氨酸、聚赖氨酸衍生物或聚赖氨酸与聚赖氨酸衍生物的组合在含铜杀真菌配制剂中用于提高活性的用途。
术语铜盐a)理解为是指无机酸和有机酸的一价铜盐或者、优选地二价铜盐,例如氯氧化铜、辛酸铜、碳酸铜铵、砷酸铜、氧硫酸铜、甲酸铜、丙酸铜、乙醇酸铜、柠檬酸铜、氯化铜、氯化二铵铜、硝酸铜、碳酸铜、碱式碳酸铜、焦磷酸铜、磷酸铜、乙二胺四乙酸二钠铜、乙二胺四乙酸二铵铜、草酸铜、酒石酸铜、葡糖酸铜、甘氨酸铜、谷氨酸铜、天冬氨酸铜、格鲁酸铜(copper glutonate)、己二酸铜、棕榈酸铜、硬脂酸铜、辛酸铜、癸酸铜、十一碳烯酸铜、新癸酸铜、亚油酸铜、油酸铜、硼酸铜、甲磺酸铜、氨基磺酸铜、乙酸铜、氢氧化铜、氧化铜、氯氧硫酸铜、硫酸铜、碱式硫酸铜、喔星铜(oxine-copper)、双(3-苯基水杨酸)铜、二硫酸二肼鎓铜、氯化三氢氧化二铜(dicopper chloride trihydroxide)和二氯化二甲基二硫代氨基甲酸三铜(tricopper dichloride dimethyldithiocarbamate)。适合的其他铜化合物是与铵、碱金属和碱土金属的混合盐。实例是硫酸铵铜(II)、硫酸铜(II)镁、环烷酸铜、8-羧基喹啉铜和硫酸铜(II)钾。优选使用氯氧化铜、辛酸铜、碳酸铜铵、砷酸铜、乙酸亚砷酸铜(II)、氧硫酸铜、甲酸铜、丙酸铜、乙醇酸铜、柠檬酸铜、碳酸铜、氯化铜、氯化二铵铜、硝酸铜、碳酸铜、碱式碳酸铜、焦磷酸铜、磷酸铜、乙二胺四乙酸二钠铜、乙二胺四乙酸二铵铜和乙酸铜、氢氧化铜、氧化铜、氯氧硫酸铜、硫酸铜、碱式硫酸铜、喔星铜、双(3-苯基水杨酸)铜、二硫酸二肼鎓铜、氯化三氢氧化二铜、环烷酸铜、8-羧基喹啉铜和二氯化二甲基二硫代氨基甲酸三铜,特别优选乙酸铜、碳酸铜、氯氧化铜、氢氧化铜、氧化铜、氯氧硫酸铜、硫酸铜、碱式硫酸铜、喔星铜、双(3-苯基水杨酸)铜、二硫酸二肼鎓铜、氯化三氢氧化二铜、辛酸铜、碳酸铜铵、砷酸铜、氧硫酸铜、环烷酸铜、8-羧基喹啉铜和二氯化二甲基二硫代氨基甲酸三铜。
优选用于固体即例如粉状或粒状配制剂的铜盐是大体上不溶于水的铜盐,如氯氧化铜或氢氧化铜。优选用于液体或分散体配制剂的铜盐是可溶性铜盐如硫酸铜。
就组分b)选择的聚赖氨酸术语指的是具有300~2 000 000g/mol平均摩尔质量(重均)的交联和非交联的赖氨酸聚合物或低聚物。优选采用具有500~100 000g/mol平均摩尔质量的聚赖氨酸。特别优选采用具有1000~50000g/mol平均摩尔质量的聚赖氨酸。所述赖氨酸单元的氨基可以经由α和/或ε位连接。所述聚合物链,尤其是在较高分子量聚赖氨酸的情况下,可以由赖氨酸通过赖氨酸单元的两个氨基反应而交联,其中所述第二氨基与另外的聚赖氨酸链进行缩合反应。此类交联可以在所述聚赖氨酸的制备过程中根据反应条件而发生。
聚赖氨酸的制备是已知的,以及可以例如通过在JP 97-33122或EP-A256 423中描述的过程实现。尽管赖氨酸单元经由ε-氨基的选择性连接可以借助于生物催化而实现,但缩合也可以经由加热路线实现,例如在高于100℃的温度下通过α-和ε-氨基;此处,ε-氨基优先反应。
在本发明组合物的一个实施方式中,使用非交联的聚赖氨酸(组分b)。
就组分c)而选择的聚赖氨酸衍生物术语指的是赖氨酸与能够和赖氨酸反应的其他单体的交联或非交联的共聚物或共低聚物。所述单体包括胺类和二胺、羧酸、二羧酸、烷基双烯酮、内酯、内酰胺和氨基酸(US 6111057和US 6034204),以及羧酸和二羧酸以其酸酯、酰胺、酰氯和酸酐形式的衍生物,多种上述单体还可以以混合物的形式与赖氨酸进行缩合反应。合适的其他单体是异氰酸酯和二异氰酸酯。采用具有300~2 000 000g/mol平均摩尔质量(重均)的聚赖氨酸衍生物。优选采用具有500~100 000g/mol摩尔质量的聚赖氨酸衍生物。特别优选采用具有1000~50 000g/mol摩尔质量的聚赖氨酸衍生物。在聚赖氨酸衍生物b)的情况下,存在的赖氨酸单元可以通过α和/或ε位的氨基连接。尤其是在较高分子量聚赖氨酸衍生物的情况下,所述聚合物链可以通过赖氨酸和/或通过另外存在的单体进行交联,以使得当经由赖氨酸单元实现交联时,赖氨酸的两个氨基均发生反应(与聚赖氨酸a相似),和/或,当经由另外存在的单体单元实现交联时,所述单体的第二官能团与另外的聚赖氨酸衍生物链反应。此类交联可以在所述聚赖氨酸衍生物的制备过程中根据反应条件而发生。优选使用非交联的聚赖氨酸。
此外,聚赖氨酸b)和聚赖氨酸衍生物c)可以是烷氧基化的(参见WO 00/71601)和交联的(参见WO 00/71600)。就在与例如赖氨酸聚合过程中发生的可能交联过程相对照而言,此类交联以定向方式以及在聚合之后发生。合适的交联剂是在WO 00/71600中提及的化合物,如聚乙二醇的二缩水甘油醚。通过选择交联剂种类和交联程度可以制成粘性溶液以及甚至不可溶的凝胶。交联剂的选择也会影响本发明的含铜盐组合物的膜性能(例如延展性、极限抗张强度、弹性模量、粘着性、溶解度)。由于这使得铜离子的释放以及所述混合物或配合物或它们在表面上的膜的粘附性得到控制,因而是特别有利的。
在本发明组合物的另一实施方式中,使用交联的聚赖氨酸,特别是通过WO 00/71600中所描述的方法可得到的聚赖氨酸。
聚赖氨酸或聚赖氨酸衍生物可以由纯对映异构形式的赖氨酸、尤其是由L-对映异构体制备,或者由D,L外消旋物制备,或由这些的混合物制备。热缩合可以如WO 00/71600中描述的那样实现。
本发明的组合物优选包含0.01~95重量%、特别是0.01~50重量%的聚赖氨酸和/或聚赖氨酸衍生物。铜盐以铜计优选占0.01~80重量%,特别是0.01~50重量%。
铜与聚赖氨酸和/或聚赖氨酸衍生物的重量比通常是1∶100~20∶1重量份,特别是1∶20~20∶1,优选1∶7~10∶1,尤其优选1∶5~3∶1重量份,特别优选1∶3~1∶1重量份。
本发明的组合物可以另外包含作为其他组分的至少一种其他杀真菌活性成分;下列是特别适宜的:
·酰基丙氨酸类,例如苯霜灵(benalaxyl)、甲霜灵(metalaxyl)、甲呋酰胺(ofurace)或霜灵(oxadixyl),
·胺衍生物,例如烷甲吗啉(aldimorph)、十二烷胍(dodine)、吗菌灵(dodemorph)、丁苯吗啉(fenpropimorph)、苯锈啶(fenpropidin)、双胍盐(guazatine)、双胍辛醋酸盐(iminoctadine)、螺环菌胺(spiroxamin)、十三吗啉(tridemorph),
·苯胺嘧啶如嘧霉胺(pyrimethanil)、嘧菌胺(mepanipyrim)或稀洛定(cyrodinyl),
·抗生素,例如环己酰亚胺(cycloheximide)、灰黄霉素(griseofulvin)、春日霉素(kasugamycin)、纳他霉素(natamycin)、多氧霉素(polyoxin)、氧四环素(oxytetracyclin)或链霉素(streptomycin),
·唑类,例如双苯三唑醇(bitertanol)、糠菌唑(bromoconazole)、环唑醇(cyproconazole)、醚唑(difenoconazole)、烯唑醇(dinitroconazole)、恩康唑(enilconazole)、氟环唑(epoxiconazole)、腈苯唑(fenbuconazole)、喹唑菌酮(fluquinconazole)、氟硅唑(flusilazole)、己唑醇(hexaconazole)、烯菌灵(imazalil)、叶菌唑(metconazole)、腈菌唑(myclobutanil)、戊菌唑(penconazole)、丙环唑(propiconazole)、丙氯灵(prochloraz)、丙硫菌唑(prothioconazole)、戊唑醇(tebuconazole)、三唑酮(triadimefon)、唑菌醇(triadimenol)、氟菌唑(triflumizole)、戊叉唑菌(triticonazole),
·二羧酰亚胺类,例如异菌脲(iprodione)、甲菌利(mycozolin)、杀菌利(procymidone)、乙烯菌核利(vinclozoline),
·二硫代氨基甲酸盐类,例如福美铁(ferbam)、代森钠(nabam)、代森锰(maneb)、代森锰锌(mancozeb)、威百母(metam)、代森联(metiram)、甲基代森锌(propineb)、福代锌(polycarbamate)、二硫代四甲基秋兰姆(thiram)、福美锌(ziram)、代森锌(zineb),
·杂环化合物,如敌菌灵(anilazine)、苯菌灵(benomyl)、伯杀利(boscalid)、多菌灵(carbendazim)、萎锈灵(carboxin)、氧化萎锈灵(oxycarboxin)、氰霜唑(cyazofamid)、二噻农(dithianon)、恶唑菌酮(famoxadone)、咪唑菌酮(fenamidone)、氯苯嘧啶醇(fenarimol)、麦穗宁(呋喃基苯并咪唑)(fuberidazole)、氟酰胺(flutolanil)、福拉比(furametpyr)、稻瘟灵(isoprothiolan)、担菌宁(mepronil)、氟苯嘧啶醇(nuarimol)、普苯咪唑(probenazole)、丙喹酮(proquinazid)、啶斑肟(pyrifenox)、咯喹酮(pyroquilon)、快诺芬(qulnoxyfen)、硅硫番(silthiofam)、噻苯唑(thiabendazole)、噻氟菌胺(thifluzamide)、甲基-托布津(thiophanate-methyl)、泰丹宁(tiadinil)、三环唑(tricyclazole)、嗪胺灵(triforine),
·硝基苯衍生物,如乐杀螨(binapacryl)、敌螨普(dinocap)、敌螨通(dinobuton)、异丙-硝酞(nitrophthal-isopropyl),
·苯基吡咯,如拌种咯(fenpiclonil)或咯菌腈(fludioxonil),
·硫,
·其他杀真菌剂,如苯并(1,2,3)噻二唑-7-硫代羧酸-S-甲酯(acibenzolar-S-methyl)、苯噻菌胺(benthiavalicarb)、加普胺(carpropamid)、百菌清(chlorothalonil)、环氟芬胺(cyflufenamid)、霜脲氰(cymoxanil)、棉隆(dazomet)、哒菌清(diclomezine)、稻希迈(diclocymet)、乙霉威(diethofencarb)、克瘟散(edifenphos)、噻羧胺(ethaboxam)、芬朴罗(fenhexamid)、薯瘟锡(fentin acetate)、禾草灵(fenoxanil)、嘧菌腙(ferimzone)、氟啶胺(fluazinam)、福赛得(fosetyl)、福赛得铝(fosetylaluminum)、磷酸、丙森锌(iprovalicarb)、六氯苯、甲洛苯酮(metrafenon)、戊菌隆(pencycuron)、普力克(propamocarb)、2-苯并[c]呋喃酮(phthalide)、甲基-托洛弗斯(toloclofos-methyl)、五氯硝基苯(quintozene)、坐萨胺(zoxamid)、氯化苯甲烷铵(杀藻铵)(benzalkonium chloride)或硫酸羟基喹啉,
·嗜球果伞素类(strobilurin),如腈嘧菌脂(azoxystrobin)、敌氧菌酯(dimoxystrobin)、氟嘧菌酯(fluoxastrobin)、醚菌酯(kresoxim-methyl)、苯氧菌胺(metominostrobin)、奥瑞菌胺(orysastrobin)、啶氧菌酯(picoxystrobin)、百克敏(pyraclostrobin)或三氟敏(trifloxystrobin),
·次磺酸(sulfenic acid)衍生物,如敌菌丹(captafol)、克菌丹(captan)、抑菌灵(dichlorfluanid)、灭菌丹(folpet)、甲苯氟磺胺(tolylfluanid),
·肉桂酰胺及类似物,如烯酰吗啉(dimethomorph)、氟甲托沃(flumetover)或氟吗啉(flumorph)。
杀真菌活性成分的其他实例可以在Pesticide Manual,第12版,伦敦2000中找到或在互联网上
http://www.hclrss.demon.co.uk/index.html的杀虫剂通用名目录中找到。
优选地,采用可能的选自上述组中的至少一种杀真菌活性成分作为另外的活性成分d)。特别优选地,所述活性成分选自下列活性成分:
·酰基丙氨酸类,例如苯霜灵、甲霜灵、甲呋酰胺或霜灵,
·抗生素,例如环己酰亚胺、灰黄霉素、春日霉素、纳他霉素、多氧霉素、氧四环素或链霉素,
·胺衍生物如双胍盐或双胍辛胺,
·唑类如联苯三唑醇、溴康唑、环唑醇、苯醚甲环唑、二硝康唑、氟环菌、腈苯唑、氟喹康唑、氟硅唑、己唑醇、抑霉唑、叶菌唑、腈菌唑、戊菌唑、丙环唑、扑克拉、丙硫康唑、戊唑醇、三唑酮、三唑醇、氟菌唑、灭菌唑,
·二硫代氨基甲酸盐如福美铁(ferbam)、代森钠、代森锰、代森锰锌、威百母、代森联、甲基代森锌、福代锌、二硫代四甲基秋兰姆、福美锌、代森锌,
·杂环化合物如敌菌灵、伯杀利、多菌灵、氰霜唑、棉隆、噁唑菌酮、咪唑菌酮、氟酰胺、福拉比、担菌宁、氟苯嘧啶醇、啶斑肟、硅硫番、噻苯唑、噻氟菌胺、甲基-托布津、泰丹宁,
·硫,
·其他杀菌剂,如苯并(1,2,3)噻二唑-7-硫代羧酸-S-甲酯、苯噻菌胺、百菌清、霜脲氰、棉隆、哒菌清、稻希迈、乙霉威、克瘟散、噻羧胺、芬朴罗、薯瘟锡、禾草灵、氟啶胺、福赛得、福赛得铝、磷酸、丙森锌、六氯苯、戊菌隆、普力克、五氯硝基苯、坐萨胺、氯化苯甲烷铵或硫酸羟基喹啉,
·嗜球果伞素类,如腈嘧菌酯、敌氧菌酯、氟嘧菌酯、醚菌酯、苯氧菌胺、奥瑞菌胺、啶氧菌酯、百克敏或三氟敏,和
·次磺酸衍生物,如敌菌丹、克菌丹、抑菌灵、灭菌丹、甲苯氟磺胺,
·肉桂酰胺及类似物,如烯酰吗啉、氟甲托沃或氟吗啉。
包含铜和选自亚胺菌类的另外的杀真菌活性成分的增效组合物例如在WO 97/15189和WO 00/30450中得到公开,在本发明的组合物中特别优选这些活性成分组合。
铜和至少一种另外的杀真菌活性成分的其他特别优选混合物的实例是包含下列的混合物
铜盐和霜脲氰,
铜盐和抑菌灵,
铜盐、霜脲氰和抑菌灵,
铜盐和代森锰锌,
铜盐、霜脲氰和代森锰锌,
铜盐、霜脲氰和代森联,
铜盐和烯酰吗啉,
铜盐和硫酸羟基喹啉,
铜盐和春日霉素,
铜盐、代森锰锌和硫,
铜盐和代森锰,
铜盐和甲基代森锌,
铜盐、三唑酮和甲基代森锌,
铜盐和代森锌,
铜盐和灭菌丹,
铜盐和多菌灵,
铜盐和甲霜灵,
铜盐和代森联,
铜盐和苯霜灵,
铜盐和百菌清,
铜盐和噁霜灵,
铜盐和代森锌,
铜盐和硫,
铜盐和氯化苯甲烷铵,
铜盐和链霉素和氧四环素,
铜盐和百克敏,以及
铜盐和醚菌酯。
在包含至少一种另外的杀真菌活性成分的本发明配制剂中,所述另外的杀真菌活性成分与铜的比例优选为50∶1~1∶1000,更优选1∶1~1∶100,特别是1∶3~1∶10(重量份的活性成分:铜)。
液体配制剂包含溶剂作为另外的组分(e),其优选为0.1~98重量%。合适溶剂的实例是水、芳族溶剂(如Solvesso Products、二甲苯)、链烷烃(例如矿物油级分)、醇类(如甲醇、丁醇、戊醇、苄醇)、酮类(如环己酮、γ-丁内酯)、吡咯烷酮(NMP、NOP)、乙酸酯(乙二醇二乙酸酯)、二元醇、二甲基脂肪酸酰胺、脂肪酸和脂肪酸酯。原则上,也可以使用溶剂混合物。优选采用的溶剂是水、N-甲基吡咯烷酮(NMP)、环己酮和γ-丁内酯。也可以使用不同溶剂的混合物。
此外,本发明的组合物可以另外包含一种或多种碱性氮化合物作为另外的组分f),其通常为0.1~80重量%,如氨水(形成铜胺配合物)、伯胺和仲胺(如乙二胺和丙二胺)以及碱性氨基酸(其优选作为L异构体,如赖氨酸),优选是氨。
以铜计存在优选1~10、特别优选2~6摩尔当量的所述氮化合物。另外,可以存在1当量的、少于1当量的甚至更小用量的氮化合物。也可能是较高用量,如多达50当量。
此外,本发明的上述组合物可以任选地包含适用于该配制剂的另外的助剂g)。这些理解为是指的是下列类型的物质:
表面活性剂如润湿剂、粘着剂或分散剂、消泡剂、增稠剂、载体、防冻剂和杀菌剂。
通常,存在0.1~99重量%、优选10~80重量%的载体,尤其是在固体配制剂中。通常,存在0.1~40重量%的其他助剂。
上述物质的重要性以及相应的使用取决于配制剂的预期类型和取决于所述活性成分的性质。
增稠剂(即赋予所述配制剂假塑性流动特性的化合物,也就是在静态下高粘度而在搅动状态下低粘度)的实例例如是多聚糖或有机片状矿物如黄原胶(来自Kelco的Kelzan),Rhodopol23(Rhone Poulenc)或Veegum(R.T.Vanderbilt)或Attaclay(Engelhardt)。
消泡剂的实例是硅乳液(如来自Rhodia的Rhodorsil或SilikonSRE,Wacker)、长链醇类、脂肪酸、有机氟化合物及其混合物。
可以加入杀菌剂以稳定所述含水的杀真菌配制剂。合适杀菌剂的实例是来自ICI的Proxel或来自Thor Chemie的ActicideRS以及来自Rohm&Haas的KathonMK。
合适的防冻剂例如是乙二醇、丙二醇或甘油。
载体的实例是磨碎的天然矿物(如高岭土、粘土、滑石、白垩)以及磨碎的合成材料(如高度分散的二氧化硅、硅酸盐),乳化剂的实例是非离子型乳化剂和阴离子型乳化剂(如聚氧乙烯脂肪醇醚、烷基磺酸盐(酯)和芳基磺酸盐(酯))以及如下文中所述的分散剂。
表面活性剂的实例是木素磺酸、萘磺酸、苯酚磺酸、二丁基萘磺酸的碱金属盐、碱土金属盐和铵盐、烷基芳基磺酸盐(酯)、烷基硫酸盐(酯)、烷基磺酸盐(酯)、脂肪醇硫酸盐(酯)、脂肪酸和硫酸化脂肪醇二醇醚、磺化的萘及萘衍生物与甲醛的缩合物、萘或萘磺酸与苯酚和甲醛的缩合物、聚氧乙烯辛基苯酚醚、乙氧基化异辛基苯酚、辛基苯酚、壬基苯酚、烷基苯基聚乙二醇醚、三丁基苯基聚乙二醇醚、三硬脂基苯基聚乙二醇醚、烷基芳基聚醚醇、醇和脂肪醇环氧乙烷缩合物、乙氧基化的蓖麻油、聚氧乙烯烷基醚、乙氧基化的聚氧丙烯、月桂醇聚乙二醇醚缩醛、山梨糖醇酯、木质素-亚硫酸盐(酯)废液和甲基纤维素。
本文中配制剂类型的实例是可乳化浓缩物(EC、EW)、悬浮液(SC)、可溶性浓缩物(SL)、可分散浓缩物(DC)、糊剂、锭剂、可润湿粉末、可以为水溶性或分散性(可润湿)的颗粒(GR、FG、GG、MG)或粉剂(DP)。这些配制剂的制备和对此所需的技术是技术人员已知的(参见US 3,060,084,EP-A-707 445(针对液态浓缩物),Browning,“Agglomeration”,Chemical Engineering,1967年12月4日,147-48,Perry’s Chemical Engineer’s Handbook,第4版,McGraw-Hill,New York,1963,pp.8-57及以后,WO 91/13546、US 4,172,714、US 4,144,050、US3,920,442、US 5,180,587、US 5,232,701、US 5,208,030、GB 2,095,558、US3,299,566、Klingman,Weed Control as a Science,John Wiley and Sons,Inc.,New York,1961,Hance et al.,Weed Control Handbook,第8版,Blackwell Scientific Publications,Oxford,1989以及Mollet,H.,Grubemann,A.,Formulation technology,Wiley VCH Verlag GmbH,Weinheim(联邦德国),2001)。
配制剂的实例是:1.用于在水中稀释的制品
A 水溶性浓缩物(SL)
将10重量份本发明的铜盐/聚赖氨酸混合物溶解在水或水溶性溶剂中。作为选择,加入润湿剂或其他助剂。在水中稀释得到溶液。
B 可分散浓缩物(DC)
在添加分散剂如聚乙烯吡咯烷酮的情况下将20重量份本发明的铜盐/聚赖氨酸混合物溶解在环己酮中。在水中稀释得到分散体。
C 可乳化浓缩物(EC)
在添加十二烷基苯磺酸钙和蓖麻油乙氧基化物(每种情况5%)下将15重量份本发明的铜盐/聚赖氨酸混合物溶解在二甲苯中。在水中稀释得到乳液。
D 乳液(EW、EO)
在添加十二烷基苯磺酸钙和蓖麻油乙氧基化物(每种情况5%)下将40重量份本发明的铜盐/聚赖氨酸混合物溶解在二甲苯中。用乳化剂(Ultraturrax)将该混合物引入水中,制成均匀的乳液。在水中稀释得到乳液。
E 悬浮液(SC、OD)
在搅拌式球磨机中,在添加分散剂和润湿剂以及水或有机溶剂的情况下将20重量份本发明的铜盐/聚赖氨酸混合物粉碎以得到精细活性成分的悬浮液。在水中稀释得到稳定的悬浮液。
F 水分散性和水溶性颗粒(WG、SG)
在添加分散剂和润湿剂的情况下将50重量份本发明的铜盐/聚赖氨酸混合物磨细,借助于技术设备(如挤出机、喷雾塔、流化床)制成水分散性或水溶性颗粒。在水中稀释得到稳定的分散体或溶液。
G 水分散性和水溶性粉末(WP、SP)
在添加分散剂、润湿剂和硅胶的情况下将75重量份本发明的铜盐/聚赖氨酸混合物在转子-定子研磨机(rotor-stator mill)中研磨。在水中稀释得到稳定的分散体或溶液。
2.不经稀释而施用的制品
H 粉剂(DP)
将5重量份本发明的铜盐/聚赖氨酸混合物磨细,并与95%细分的高岭土充分混合。这样得到粉剂。
I 颗粒(GR、FG、GG、MG)
将0.5重量份本发明的铜盐/聚赖氨酸混合物磨细,并与95.5%载体结合。目前方法是挤出、喷雾干燥或流化床。这样得到不经稀释而施用的颗粒。
J ULV溶液(UL)
将10重量份本发明的铜盐/聚赖氨酸混合物溶解在有机溶剂如二甲苯中。这样得到不经稀释而施用的制品。
适于制备直接可喷的溶液、乳液、糊剂或油分散体的物质是中沸点至高沸点的矿物油级分(如煤油或柴油)、煤焦油和植物或动物来源的油类,脂族、环状和芳族烃类(如甲苯、二甲苯、石蜡、四氢化萘、烷基化萘或其衍生物)、甲醇、乙醇、丙醇、丁醇、环己醇、环己酮、异佛尔酮、强极性溶剂(如二甲亚砜、N-甲基吡咯烷酮或水)。
可以通过将所述活性物质与固体载体一起混合或伴随研磨而制备粉末、散布用物料和粉剂。
通过将所述活性成分结合到固体载体上而制备颗粒,例如经涂覆颗粒、经浸渍颗粒和均匀颗粒。固体载体的实例是矿物土如硅胶、硅酸盐、滑石、高岭土、活性粘土(Attaclay)、石灰岩、石灰、白垩、红玄武土、黄土、粘土、白云石、硅藻土、硫酸钙、硫酸镁、氧化镁、磨碎的合成材料、肥料(如硫酸铵、磷酸铵、硝酸铵、脲)以及植物来源的产物如(谷粉、树皮粉、木粉和坚果壳粉、纤维素粉末)以及其他固体载体。
上述杀真菌活性农用化学组合物的所有实施方式都称作“本发明的组合物”。
本发明进一步涉及制备本发明组合物的方法,其包括用至少一种铜盐处理所述聚赖氨酸、聚赖氨酸衍生物或聚赖氨酸与聚赖氨酸衍生物的混合物。这可以用技术人员已知的方法在固相中实现,例如通过混合所述组分,或在液相中实现,例如通过在溶剂中混合所述组分。合适的溶剂是在(e)中提及的那些。
在液相中制备的情况下,一旦制备已经结束可以除去溶剂,否则作为另外的组分(e)保留在本发明的组合物中。也可以用溶剂(e)以本身已知的方法处理本发明的固体组合物。
包含作为另外组分的碱性氮化合物(f)以及如果合适的话溶剂(e)的本发明组合物的制备优选基于使所述铜盐与碱性氮化合物(f)反应或混合。将所得到的反应产物与聚赖氨酸和/或聚赖氨酸衍生物反应或混合。另一种优选的变化方案包括首先使所述铜盐与聚赖氨酸和/或聚赖氨酸衍生物反应或混合和然后加入所述碱性氮化合物。
此外,在所述制备过程中也可以加入助剂(g)。
如果需要的话,可以在进一步加工前干燥所得到的终产物。
可以在溶剂中通过技术人员已知的方法进行所述反应。合适的溶剂是所述溶剂(e)。
另外包含至少一种其他杀真菌活性成分(d)的本发明组合物以下称作“根据本发明的配制剂”。
本发明的配制剂可以通过用至少一种其他杀真菌活性成分处理和用适于该配制剂的助剂处理铜、聚赖氨酸和/或至少一种聚赖氨酸衍生物以及用已知方式配制该混合物而制备。
作为选择,本发明的配制剂也可以通过用至少一种其他的杀真菌活性成分处理和用适于该配制剂的助剂处理本发明的组合物以及用已知方式配制该混合物而制备。
可以在固相或液相中制备具有其他杀真菌活性成分和具有适于该配制剂的助剂的配制剂。
此外,可以通过用其他杀真菌活性成分的农用化学配制剂处理本发明的组合物而得到本发明的配制剂。
农用化学配制剂指的是不含铜的杀真菌活性成分的所有配制剂,优选地指的是已经作为优选成分提及的杀真菌活性成分的配制剂。
也可以通过向除了铜作为杀真菌活性成分外如果合适的话可以另外包含至少一种其他杀真菌活性成分的配制剂中加入聚赖氨酸和/或至少一种聚赖氨酸衍生物而得到本发明的配制剂。
市场上可购得的包含铜作为杀真菌活性成分的配制剂实例是
Copper-Count-N*,Cupromin*(碳酸铜铵)
Carbocob*,Carbocop*,Carboflow*(碳酸铜)
Aciocide*,Cudrox*,Cuidrox*,Blue Shield*,Kocide*,Spin Out*,
Hidrocop,Hidroflow*,Hydrocop*,Champ*DP,Champ*,Formula2*,
Champinion*,Comac Parasol*,Cuproxide*,Parkens*,Funguran-OH*,
Hermoo Koperhydroxide*,Koicide*,KOP*hydroxide,Qeusturan*,
Nu-Cop*,
Bordelesa*,FT-2*,Poltiglia Caffaro*,Bordocop*,Bordoflow*,Comac*(Bordeaux混合物)
Flo-Bordo*(波尔多混合物和氢氧化铜)
Chapco Cu-Nap*,Troysan*,Wittox C*,Wiltz-65*(环烷酸铜)
Chem Copp*,Chemet AGcopp 75*,Cuprocop*,Cuprox*,Nordox Super75,Oleo Nordox*,Nordox*S-45,Nordox*50,Nordox* AgroTech,Parkenox-50,Parkens,Caocobre*,Copper Sandoz*,Cupra*,Nordox*,Ploxiram(氧化铜)
Coptox*,Aviocaffaro*,Cuporcaffaro*,Neoram*,Pasta Caffaro*,PolvereCaffaro*,Rame Caffaro*,Criscobre*,COC*,KOP*OXY-85,CO-TOX*,Oxicop*,Oxycop*,Oxiflow,Cuprarikh-35*,Cuprarikh-50*,Parkens*,Cuprozin*,Nicuran*,Combat*,BluDiamdond*,TopGun*,Recop*,Kupoxil*,Acicio*,Agro-Bakir*,Agroram*,Blitox*,BlueCap*,Bluevit*,Cobox*,Cobre Lainco*,Coprantol*,Cupramar*,Cupravit*,Copter*,Coupradin*,Criscobre*,Crystal*,Cuprenox*,Cuprex*,Cuprossina*,Cuproflow*,Cuproxima*,Devicopper*,Dhanucop*,Dongoxyclorua*,Hektas Bakir*,Hilcopper*,Kapper*,Koruma Bakir*,Micorsperse*,Midiltipi Virfix Bakir*,Perecopper*,Pol-Kupritox*(氯氧化铜)
Oxycop Dry S*,Copro*,Coxysul*,CS-56*,COCS*,CSC*,Oxycop*(氯氧硫酸铜)
Mitrol PQ*,Oxichem*,PQ-8*(8-羧基喹啉铜)
Bouille Bordelaise RSR*,Hektas Goztasi*,Sulfacop*,Sulfacob*,
Parkens*,Triangle Brand*,KT-19827*,Phyton-27*,(硫酸铜)
Ramenox P.B.(硫酸铜和波尔多混合物)
Cuprofix*,Disperss*,Cuprofix*MZ Dispers*Basic Copper 53*,Cop-O-Zinc 25-25*,Basicop*,Basiflow*,Tricop*,Copper Powder*,Flurame*,KOP 300*,(硫酸铜(碱式))
Sultricob*,Sultricop*,Sultriflow*,Tribaflow*,Cuproxat*,Flurane*,Idorame*,King*(硫酸铜(三碱式))
*商品名//TM
市场上可购得的除了铜另外还包含至少一种其他杀真菌活性成分的配制剂实例是
Idroxanil*,Copral*,Kuoxoate*,Glober*,Expert Team*(铜盐和霜脲氰)
Bakreni Euparen*(铜盐和抑菌灵)
Euparen*Ramato Mirco CM(铜盐、霜脲氰和抑菌灵)
Tripuprozeb Forte S*,Cuprofix*,Junction*,ManKocide*,Mantox-Forte*,Cuprofix*30(铜盐和代森锰锌),
Zymoman*,Mantox*,Oxicob-mix*铜盐(霜脲氰和代森锰锌),
Aviso*Cup(铜盐、霜脲氰和代森联),
Forum*RC(铜盐和烯酰吗啉),
铜盐和硫酸羟基喹啉(Sellapro*),
Kasumin*-Bordeaux,New Kasuran*(铜盐和春日霉素),
Mantox-Forte*,Kuprosolor*(铜盐、代森锰锌和硫)
Cuprofix*M,Herkul*,Cuprofix*M(铜盐和代森锰),
Cupro-Antracol*,Antracol*copper,Antracol*Ramato Micro,Cupro-Antracol*,Cuprotaifen*(铜盐和甲基代森锌),
Antracol*Triple(铜盐、三唑酮和甲基代森锌),
Cupro-Phynebe*(铜盐和代森锌),
Cupror*F,Comac*23-35,Macc*F23-35,SuperMacclesfield*F23-35,Folcoflow*,Folcop*,Nobac*,Tepeta*,Tepeta Combi*(铜盐和灭菌丹)
Saynko*(铜盐和多菌灵)
CuMeta*,Ridomil Gold*copper,Aromil Plus*,Cure-Plus*,Vacomilplus*,Viroxyl*(铜盐和甲霜灵)
Kauritril*(铜盐和代森联)
Galben*C,Galben*,Tairel*C,Vilben-C*(铜盐和苯霜灵)
Clorocaf Ramato*,Gunner*,Citrano*,Optimist*(铜盐和百菌清)
Sandofan*C(铜盐和噁霜灵)
Cuprosan*,Vizincop*,Zina*(铜盐和代森锌)
COCS*15Sulfur 25Dust,Copper/Sulfur Flowable*,TopCop*with sulfur(铜盐和硫)
Mossoff*(铜盐和氯化苯甲烷铵)
Cuprimicin*-500(铜盐和链霉素和氧四环素)
*商品名//TM
在所有上述方法中,所得到的本发明配制剂(或本发明组合物和/或具有其他杀真菌活性成分的农用化学配制剂)可以是液体或固体(例如EC、EW、SC、SL、DC或可润湿粉末或在水中可溶或可分散(可润湿)的水分散性颗粒)。
本发明的组合物和配制剂适于防治植物病原真菌。因此本发明涉及一种防治植物病原真菌的方法,其包括将本发明的组合物施用于所关注的有害有机体上或施用于保护其免受所关注的有害有机体侵害的物料、植物、土壤和种子上。
此外,本发明的组合物和配制剂适于在物料(如木料、纸品、涂料分散体、纤维或织物)的保护中以及在被储存制品的保护中防治有害真菌如类青霉(Paecilomyces variotii)。
根据化合物种类和所预期的效果,所述活性成分的施用率是0.01~10kg/ha,优选0.05~5kg/ha,特别是0.05~2kg/ha。
在种子的处理中,通常使用0.1~2.5kg/100kg种子的混合物施用率,优选0.1~1.0kg/100kg,特别是1~0.5kg/100kg。
当用在物料或被储存制品的保护中时,组合物的使用率取决于应用区域的性质和预期的效果。在物料保护中通常的施用率例如是每立方米待处理的物料0.0001g~2kg、优选0.005g~1kg本发明的铜/赖氨酸混合物。优选应用在木料保护中。
通过在植物播种之前或之后或者在植物发芽之前或之后对种子、植物或土壤进行喷洒或散布而施用本发明的配制剂来实现所述防治有害真菌的方法。
关于这一点,可以直接使用本发明的组合物或本发明的配制剂或在用水将其稀释后使用,或者可以在施用于所关注的有害有机体上或施用于保护其免受所关注的有害有机体侵害的物料、植物、土壤和种子上之前将本发明的组合物与市场上可购得的杀真菌配制剂混合。作为选择地,可以在施用于所述有害有机体上之前用聚赖氨酸和/或聚赖氨酸衍生物处理除了铜作为杀真菌活性成分外如果合适的话还可以包含至少一种其他杀真菌活性成分的含铜配制剂。除了铜作为杀真菌活性成分外如果合适的话还可以包含其他杀真菌活性成分的含铜配制剂的实例是上述的市场上可购得的含铜配制剂。
可以治疗性地、根除性地或保护性地进行所述杀真菌组合物的施用。
对于防治在多种农作物如小麦、黑麦、大麦、燕麦、稻米、玉米、草皮、香蕉、棉、大豆、咖啡、甘蔗、藤本植物、果实物种、观赏植物以及蔬菜品种(如黄瓜、豆类、番茄、马铃薯和葫芦科植物)上以及在这些植物的种子上的大量植物病原真菌而言,本发明的配制剂(或组合物)尤其重要。
本发明的配制剂特别有利地适于防治下列植物病害:
·植物和果实上的链格孢属(Alternaria)物种,
·谷类、稻米和草皮上的二极孢菌属(Bipolaris)和德氏霉菌属(Drechslera)物种,
·草莓、蔬菜、观赏植物和藤本植物上的灰葡萄孢属(Botrytis cinerea),
·多种植物上的镰刀菌(Fusarium)和轮枝孢菌属(Verticillium),
·咖啡上的驼孢锈病菌(Hemileia vastatrix),
·谷类、香蕉和坚果上的球腔菌属(Mycosphaerella),
·马铃薯和番茄上的晚疫病菌(Phytophthora infestans),
·藤本植物中的单轴霉属葡萄霉菌(Plasmopara viticola),
·啤酒花和黄瓜上的假霜菌属(Pseudoperonospora),
·小麦上的小麦叶枯病(Septoria tritici)和颖枯壳多孢菌(Stagonosporanodorum),
·谷类和甘蔗上的黑粉菌属(Ustilago)物种,和
·苹果和梨上的黑星菌属(Venturia)物种(疮痂病)。
现通过以下实施例解释本发明。通过适当地改变原料或用量比例可得到本发明的其他组合物。
实施例
实施例1-聚赖氨酸的制备
在2.4L压力容器中,在氮气氛围下将L-赖氨酸一水合物(821g)和次磷酸钠(0.1g)加热大约50小时至140~155℃,同时内部压力升至5bar。为检验反应进程,反应阶段在大约16小时后中断和约8小时之后再一次中断,每次取出试样。为此每次使压力容器减压和冷却至室温。在140~155℃下总共约50小时的反应阶段之后,使反应混合物减压,冷却至室温,与641g水混合并过滤。这得到固含量为49.6重量%和K值(在水中1%)为18.1的粘性橙色产物。
实施例2-聚赖氨酸的制备
在2.5L压力容器中装入L-赖氨酸一水合物(821g,5.0mol)和次磷酸钠(0.1g),将该混合物置于氮气氛围下。然后,以压力密闭方式密封该容器并加热6小时至200℃,该过程中内部压力升至11.2bar。其后,为了从反应混合物中除去水,缓慢释放压力至大气压力。保持反应温度在200℃下0.5小时以除去残余溶剂和挥发性产物。此后,在200℃和20mbar的压力下搅拌该反应混合物25分钟。使粘性熔体冷却至115℃,将其从该容器中排出并冷却至20~25℃。该聚合物的分子量MW是4300g/mol。
实施例3-聚赖氨酸衍生物的制备
在2.5L压力容器中装入L-赖氨酸一水合物(656.8g,4.0mol)、氨基己酸(524.7g,4.0mol)和次磷酸钠(0.1g),将该混合物置于氮气氛围下。然后,以压力密闭方式密封该容器并加热7小时至196℃,该过程中内部压力升至8.2bar。其后,为了从反应混合物中除去挥发性物质,缓慢释放压力至大气压力。将所得到的粘滞熔体从该容器中排出并冷却至20~25℃。该聚合物的分子量MW是7400g/mol。
实施例4-(交联的)聚赖氨酸的制备:
在4L搅拌容器中,将3000g由实施例1制成的聚赖氨酸(25%浓度水溶液)连同540g的25%浓度交联剂(具有14个乙二醇单元的聚乙二醇双缩水甘油醚)一起在2小时内加热至72℃,接着,在25℃下用盐酸调至pH7。这得到红色粘性聚合物。随后用水稀释该产物至19.8重量%的固体含量。
实施例5-“聚赖氨酸”配制剂的制备
在搅拌下将98.25g含水的20重量%浓度硫酸铜溶液(铜盐:硫酸铜五水合物)称量加入500ml玻璃烧瓶中,以及用126.5g水处理。此后,在15分钟的过程中搅拌加入25.2g包含49.6重量%聚赖氨酸的实施例1的水溶液,继续搅拌1小时。这得到2重量%铜(离子)含量的深蓝色分散体。聚合物与铜的重量比是2.5。
实施例6-“具有氨的聚赖氨酸”配制剂的制备
在搅拌下将98.25g含水的20重量%浓度硫酸铜溶液(铜盐:硫酸铜五水合物)称量加入500ml玻璃烧瓶中,以及用94.3g水处理。此后,在15分钟的过程中搅拌加入25.2g包含49.6重量%聚赖氨酸的实施例1的水溶液,向该溶液中搅拌下加入32.2g 25%浓度氨水,继续搅拌1小时。这得到2重量%铜(离子)含量的蓝黑色溶液。聚合物与铜的重量比是2.5。
实施例7-“交联聚赖氨酸”配制剂的制备
在搅拌下将98.25g含水的20重量%浓度硫酸铜溶液(铜盐:硫酸铜五水合物)称量加入500ml玻璃烧瓶中,以及用88.2g水处理。此后,在15分钟的过程中搅拌加入63.1g包含19.8重量%交联聚赖氨酸的实施例2的水溶液,继续搅拌1小时。这得到2重量%铜(离子)含量的墨绿色分散体。聚合物与铜的重量比是2.5。
应用实施例1-本发明配制剂对于由单轴霉属葡萄霜霉菌(Plasmoparaviticola)引起的葡萄藤霜霉病的效力
用具有下述活性成分浓度的含水悬浮液喷射罐中的葡萄藤叶cv.“Müller-Thurgau”至滴流点。所述悬浮液或乳液用在水中1%产物的储备溶液制成。为评定所用物质的长期作用,在喷涂层已经干燥后将植物在温室中放置7天。然后才用单轴霉属葡萄霜霉菌的含水悬浮液接种所述叶子。然后,将该藤首先在24℃和100%大气湿度的室中放置48小时,然后在20℃~30℃的温度下在温室中放置5天。此后,将该植物放回到湿室中16小时以加速孢囊柄萌出。然后目测确定叶下侧的病害程度。
将染病叶面积百分比的目测确定值转化成未处理对照的效力%:
用Abbot公式如下计算效力(E):
E=(1-α/β)·100
α对应于以%计的经处理植物的真菌感染程度,和
β对应于以%计的未处理(对照)植物的真菌感染程度。
如果效力为0,经处理植物的感染程度相当于未处理对照植物的感染程度;如果效力为100,经处理的植物未受侵染。
表1
实施例 | Cu浓度[%] | 配制剂 | 效力 |
1 | 0.02% | 实施例5的聚赖氨酸(2%铜) | 88% |
2 | 0.02% | 实施例6的聚赖氨酸/NH3(2%铜) | 95% |
3 | 0.02% | 实施例7的交联聚赖氨酸(2%铜) | 88% |
4 | 0.45% | Funguran(市售铜杀真菌剂;45%铜) | 82% |
5 | - | 对照 | 0 |
表1中所示结果表明,仅包含2%铜的本发明配制剂采用相同用量比包含45%铜的市场上可购得的配制剂Funguran更为有效。应用实施例2-含铜和其他杀真菌活性成分的本发明配制剂对于小麦叶枯病(Septoria tritici)的效力
用小麦叶枯病作为指示真菌进行生长试验。真菌生长由吸收或光散射的增加作为菌丝体密度的函数进行光度测定。将得到的数据转化成生长抑制百分数,未处理对照的吸收定义为0%抑制而杀死的孢子悬浮液作参比定为100%抑制。
用Colby公式(Colby,S.R.(Calculating synergistic and antagonisticresponses of herbicide combinations,Weeds,15,第20-22页,1967))确定活性成分组合的预期效力,并与观察到的效力比较。
Colby公式:
E=x+y-x·y/100
E当使用浓度为a和b的活性成分A和B的混合物时的预期效力,以未处理对照的%表示
x当使用浓度为a的活性成分A时的效力,以未处理对照的%表示
y当使用浓度为b的活性成分B时的效力,以未处理对照的%表示
表2-单独的活性成分
实施例 | 活性成分 | 配制剂 | 喷雾混合物中活性成分浓度[ppm] | 生长抑制[%] |
5 | 对照(未处理) | - | 0 | |
6 | I铜 | 聚赖氨酸/NH3(实施例6) | 131033 | 54625467 |
7 | II百克敏 | - | 1 | 57 |
表3-本发明的混合物
实施例 | 活性成分混合物浓度混合比例 | 观察到的效力 | 计算出的效力*) |
8 | I+II1+1ppm1∶1 | 94 | 69 |
9 | I+II3+1ppm3∶1 | 90 | 65 |
10 | I+II10+1ppm10∶1 | 91 | 69 |
11 | I+II33+1ppm33∶1 | 84 | 62 |
*)使用Colby公式计算出的效力
试验结果显示,由于显著的协同作用,本发明的组合物比用Colby公式预先计算出的有效得多。
Claims (11)
1.一种杀真菌农用化学组合物,其包含
a)至少一种铜盐和
b)聚赖氨酸,和/或
c)至少一种聚赖氨酸衍生物。
2.权利要求1的组合物,其包含一种或多种其他杀真菌活性成分作为另外的组分d)。
3.权利要求1或2的组合物,其中铜与聚赖氨酸和/或聚赖氨酸衍生物的重量比是1∶100~20∶1。
4.权利要求1~3中任一项的组合物,其中存在的聚赖氨酸和/或聚赖氨酸衍生物是基于L-赖氨酸制备的。
5.权利要求1~4中任一项的组合物,其包含
e)溶剂,和/或
f)至少一种碱性氮化合物,和/或
g)适于该配制剂的助剂
作为另外的组分。
6.一种制备权利要求1~5中任一项的农用化学组合物的方法,其包括用至少一种铜盐处理聚赖氨酸、聚赖氨酸衍生物或聚赖氨酸与聚赖氨酸衍生物的混合物。
7.一种制备权利要求5的农用化学组合物的方法,其中
a)用至少一种其他杀真菌活性成分和用适于所述配制剂的助剂处理铜盐、聚赖氨酸和/或至少一种聚赖氨酸衍生物和以本身已知的方式配制该混合物;或
b)用至少一种其他杀真菌活性成分和用适于所述配制剂的助剂处理权利要求1或2的农用化学组合物和以本身已知的方式配制该混合物;或
c)用其他杀真菌活性成分的农用化学配制剂处理权利要求2~5中任一项的农用化学组合物;或
d)用聚赖氨酸和/或聚赖氨酸衍生物处理除了铜盐外还包含至少一种其他杀真菌活性成分的含铜农用化学组合物。
8.聚赖氨酸、聚赖氨酸衍生物或聚赖氨酸与聚赖氨酸衍生物的组合在含铜杀真菌配制剂中的用途。
9.一种防治植物病原真菌的方法,其包括将权利要求1~5中任一项的农用化学组合物施用于所关注的有害生物上或施用于保护其免受所关注的有害有机体侵害的物料、植物、土壤和种子上。
10.以0.1~2.5kg/100kg的量包含本发明组合物的种子。
11.一种物料,尤其是木料,其以0.0001g~2kg/m3的量包含权利要求1~5中任一项的组合物。
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CN106727670A (zh) * | 2016-11-17 | 2017-05-31 | 温州医科大学 | 一种抗细菌兼抗真菌作用的十一烯酸接枝多聚赖氨酸轭合物胶束制剂及制备方法 |
CN108513761A (zh) * | 2018-04-28 | 2018-09-11 | 樟树市狮王生物科技有限公司 | 一种针对银杏果的抑菌催芽方法 |
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WO2006108835A2 (de) * | 2005-04-15 | 2006-10-19 | Basf Aktiengesellschaft | Verwendung von polylysin in kupferhaltigen bioziden formulierungen |
US20090162410A1 (en) * | 2007-12-21 | 2009-06-25 | Jun Zhang | Process for preparing fine particle dispersion for wood preservation |
US9670432B2 (en) * | 2013-02-24 | 2017-06-06 | Saeed Mir Heidari | Biological method for preventing rancidity, spoilage and instability of hydrocarbon and water emulsions and also increase the lubricity of the same |
CN111642503A (zh) * | 2013-11-26 | 2020-09-11 | Upl 有限公司 | 用于防治锈病的方法 |
US9474282B2 (en) | 2013-12-13 | 2016-10-25 | Tony John Hall | Acid-solubilized copper-ammonium complexes and copper-zinc-ammonium complexes, compositions, preparations, methods, and uses |
MX2017015797A (es) | 2015-06-08 | 2018-11-09 | Myco Sciences Ltd | Composiciones antimicrobianas y agroquimicas. |
US10233134B2 (en) | 2017-01-24 | 2019-03-19 | Germains Seed Technology, Inc. | Anti-fungal seed treatment formulations, treated seeds, and methods |
AU2018264672A1 (en) * | 2017-05-12 | 2019-11-21 | Basf Se | Poly-lysine derivative and its use in solid-based compositions |
WO2020094823A1 (en) * | 2018-11-09 | 2020-05-14 | Basf Se | Poly-lysine derivatives to increase effectiveness of agrochemical formulations |
CN111391050B (zh) * | 2020-03-26 | 2021-12-17 | 广州海有生物科技有限公司 | 一种环保防腐剂及其制备方法 |
TW202234998A (zh) * | 2020-12-02 | 2022-09-16 | 以色列商亞達瑪馬克天辛有限公司 | 銅基殺菌劑組成物 |
CN114938809A (zh) * | 2022-04-29 | 2022-08-26 | 中国农业科学院植物保护研究所 | 武夷菌素和ε-聚赖氨酸的复配组合物及杀菌方法和应用 |
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GR75196B (zh) * | 1980-05-03 | 1984-07-13 | Basf Ag | |
US5242685A (en) * | 1986-03-15 | 1993-09-07 | Basf Aktiengesellschaft | Copper-containing agent for controlling fungi and bacteria |
JPS632901A (ja) * | 1986-06-24 | 1988-01-07 | Chisso Corp | 植物ウイルス病防除剤 |
CA2061862A1 (en) * | 1991-03-04 | 1992-09-05 | Jonathan Duvick | Natural and synthetic proteins with inhibitory activity towards pathogenic microorganisms |
US5350735A (en) * | 1992-11-05 | 1994-09-27 | Donlar Corporation | Composition and method for enhanced fertilizer uptake by plants |
DE19513903A1 (de) * | 1995-04-12 | 1996-10-17 | Bayer Ag | Holzschutzmittel enthaltend eine Kupferverbindung |
US20020001582A1 (en) * | 1999-04-21 | 2002-01-03 | Charter Edward A. | Methods and compositions for inhibiting microbial growth |
FR2823202B1 (fr) * | 2001-04-10 | 2004-03-05 | Penn Ar Bed | Engrais a base d'hydroxyde de cuivre ayant des proprietes fongiciels contre de nombreuses maladies cryptogamiques et un procede d'obtention d'un tel engrais |
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CN106727670A (zh) * | 2016-11-17 | 2017-05-31 | 温州医科大学 | 一种抗细菌兼抗真菌作用的十一烯酸接枝多聚赖氨酸轭合物胶束制剂及制备方法 |
CN108513761A (zh) * | 2018-04-28 | 2018-09-11 | 樟树市狮王生物科技有限公司 | 一种针对银杏果的抑菌催芽方法 |
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NZ546517A (en) | 2008-11-28 |
EP1677605A1 (de) | 2006-07-12 |
TW200528030A (en) | 2005-09-01 |
MXPA06003407A (es) | 2006-06-27 |
ECSP066481A (es) | 2006-11-24 |
BRPI0415392A (pt) | 2006-12-12 |
AR046120A1 (es) | 2005-11-23 |
AU2004281534A1 (en) | 2005-04-28 |
WO2005036968A1 (de) | 2005-04-28 |
KR20070019955A (ko) | 2007-02-16 |
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