CN107148970B - 用于农业的含氮表面活性剂 - Google Patents
用于农业的含氮表面活性剂 Download PDFInfo
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- CN107148970B CN107148970B CN201710111256.3A CN201710111256A CN107148970B CN 107148970 B CN107148970 B CN 107148970B CN 201710111256 A CN201710111256 A CN 201710111256A CN 107148970 B CN107148970 B CN 107148970B
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- China
- Prior art keywords
- surfactant
- glyphosate
- coo
- surfactants
- pyrimethanil
- Prior art date
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- 239000004094 surface-active agent Substances 0.000 title claims abstract description 149
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 title claims abstract description 12
- 239000000203 mixture Substances 0.000 claims abstract description 85
- 238000009472 formulation Methods 0.000 claims abstract description 53
- 239000005562 Glyphosate Substances 0.000 claims description 94
- 229940097068 glyphosate Drugs 0.000 claims description 93
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 86
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims description 66
- 229910052739 hydrogen Inorganic materials 0.000 claims description 38
- 229960003237 betaine Drugs 0.000 claims description 36
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 claims description 34
- -1 alkyl dimethylaminopropylamine Chemical compound 0.000 claims description 29
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 23
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 22
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 19
- 230000002708 enhancing effect Effects 0.000 claims description 17
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 14
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 14
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 14
- 229910052700 potassium Inorganic materials 0.000 claims description 14
- 229910052708 sodium Inorganic materials 0.000 claims description 14
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims description 13
- 229920006395 saturated elastomer Polymers 0.000 claims description 13
- 150000004985 diamines Chemical class 0.000 claims description 9
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 6
- 150000002500 ions Chemical class 0.000 claims description 5
- 239000011149 active material Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 9
- 125000002947 alkylene group Chemical group 0.000 claims 3
- 125000000524 functional group Chemical group 0.000 claims 1
- 239000004009 herbicide Substances 0.000 abstract description 13
- 150000001412 amines Chemical class 0.000 abstract description 12
- 239000000575 pesticide Substances 0.000 abstract description 8
- 239000000417 fungicide Substances 0.000 abstract description 5
- 239000002917 insecticide Substances 0.000 abstract description 4
- 230000000361 pesticidal effect Effects 0.000 abstract 1
- 239000005828 Pyrimethanil Substances 0.000 description 49
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 description 48
- 239000005927 Pyriproxyfen Substances 0.000 description 23
- NHDHVHZZCFYRSB-UHFFFAOYSA-N pyriproxyfen Chemical compound C=1C=CC=NC=1OC(C)COC(C=C1)=CC=C1OC1=CC=CC=C1 NHDHVHZZCFYRSB-UHFFFAOYSA-N 0.000 description 23
- 239000003760 tallow Substances 0.000 description 20
- 239000005822 Propiconazole Substances 0.000 description 15
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 15
- 150000003973 alkyl amines Chemical group 0.000 description 14
- 150000004703 alkoxides Chemical group 0.000 description 13
- 230000002363 herbicidal effect Effects 0.000 description 13
- 239000011734 sodium Substances 0.000 description 13
- 231100000419 toxicity Toxicity 0.000 description 13
- 230000001988 toxicity Effects 0.000 description 13
- 229910003202 NH4 Inorganic materials 0.000 description 12
- 150000003254 radicals Chemical class 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000005864 Sulphur Substances 0.000 description 9
- 230000007794 irritation Effects 0.000 description 9
- MGNFYQILYYYUBS-UHFFFAOYSA-N 1-[3-(4-tert-butylphenyl)-2-methylpropyl]piperidine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1CCCCC1 MGNFYQILYYYUBS-UHFFFAOYSA-N 0.000 description 8
- 239000005777 Fenpropidin Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- LIOPHZNMBKHGAV-UHFFFAOYSA-M potassium;2-(phosphonomethylamino)acetate Chemical compound [K+].OC(=O)CNCP(O)([O-])=O LIOPHZNMBKHGAV-UHFFFAOYSA-M 0.000 description 8
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 7
- 239000005780 Fluazinam Substances 0.000 description 7
- 239000005531 Flufenacet Substances 0.000 description 7
- 239000005561 Glufosinate Substances 0.000 description 7
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 description 7
- UZCGKGPEKUCDTF-UHFFFAOYSA-N fluazinam Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C([N+]([O-])=O)=C1NC1=NC=C(C(F)(F)F)C=C1Cl UZCGKGPEKUCDTF-UHFFFAOYSA-N 0.000 description 7
- IANUJLZYFUDJIH-UHFFFAOYSA-N flufenacet Chemical compound C=1C=C(F)C=CC=1N(C(C)C)C(=O)COC1=NN=C(C(F)(F)F)S1 IANUJLZYFUDJIH-UHFFFAOYSA-N 0.000 description 7
- CLQMBPJKHLGMQK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=CC=C1C(O)=O CLQMBPJKHLGMQK-UHFFFAOYSA-N 0.000 description 6
- QEGVVEOAVNHRAA-UHFFFAOYSA-N 2-chloro-6-(4,6-dimethoxypyrimidin-2-yl)sulfanylbenzoic acid Chemical compound COC1=CC(OC)=NC(SC=2C(=C(Cl)C=CC=2)C(O)=O)=N1 QEGVVEOAVNHRAA-UHFFFAOYSA-N 0.000 description 6
- 239000002671 adjuvant Substances 0.000 description 6
- RIUXZHMCCFLRBI-UHFFFAOYSA-N chlorimuron Chemical compound COC1=CC(Cl)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 RIUXZHMCCFLRBI-UHFFFAOYSA-N 0.000 description 6
- UFHLMYOGRXOCSL-UHFFFAOYSA-N isoprothiolane Chemical compound CC(C)OC(=O)C(C(=O)OC(C)C)=C1SCCS1 UFHLMYOGRXOCSL-UHFFFAOYSA-N 0.000 description 6
- 150000002825 nitriles Chemical class 0.000 description 6
- WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 description 5
- 239000005504 Dicamba Substances 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 5
- RXCPQSJAVKGONC-UHFFFAOYSA-N Flumetsulam Chemical compound N1=C2N=C(C)C=CN2N=C1S(=O)(=O)NC1=C(F)C=CC=C1F RXCPQSJAVKGONC-UHFFFAOYSA-N 0.000 description 5
- 239000005582 Metosulam Substances 0.000 description 5
- VGHPMIFEKOFHHQ-UHFFFAOYSA-N Metosulam Chemical compound N1=C2N=C(OC)C=C(OC)N2N=C1S(=O)(=O)NC1=C(Cl)C=CC(C)=C1Cl VGHPMIFEKOFHHQ-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 description 5
- 231100000053 low toxicity Toxicity 0.000 description 5
- 238000003359 percent control normalization Methods 0.000 description 5
- 239000003090 pesticide formulation Substances 0.000 description 5
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- XVOKUMIPKHGGTN-UHFFFAOYSA-N Imazethapyr Chemical compound OC(=O)C1=CC(CC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 XVOKUMIPKHGGTN-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 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 4
- 230000008901 benefit Effects 0.000 description 4
- NSWAMPCUPHPTTC-UHFFFAOYSA-N chlorimuron-ethyl Chemical group CCOC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(Cl)=CC(OC)=N1 NSWAMPCUPHPTTC-UHFFFAOYSA-N 0.000 description 4
- FIKAKWIAUPDISJ-UHFFFAOYSA-L paraquat dichloride Chemical compound [Cl-].[Cl-].C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 FIKAKWIAUPDISJ-UHFFFAOYSA-L 0.000 description 4
- 239000013641 positive control Substances 0.000 description 4
- LLKGTXLYJMUQJX-UHFFFAOYSA-M sodium;3-[2-carboxyethyl(dodecyl)amino]propanoate Chemical compound [Na+].CCCCCCCCCCCCN(CCC(O)=O)CCC([O-])=O LLKGTXLYJMUQJX-UHFFFAOYSA-M 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 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 4
- 239000004308 thiabendazole Substances 0.000 description 4
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 4
- 235000010296 thiabendazole Nutrition 0.000 description 4
- 229960004546 thiabendazole Drugs 0.000 description 4
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 4
- ZMYFCFLJBGAQRS-IRXDYDNUSA-N (2R,3S)-epoxiconazole Chemical compound C1=CC(F)=CC=C1[C@@]1(CN2N=CN=C2)[C@H](C=2C(=CC=CC=2)Cl)O1 ZMYFCFLJBGAQRS-IRXDYDNUSA-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
- 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 description 3
- 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 3
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 3
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 3
- CABMTIJINOIHOD-UHFFFAOYSA-N 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC2=CC=CC=C2C=C1C(O)=O CABMTIJINOIHOD-UHFFFAOYSA-N 0.000 description 3
- IQWMUTFHGXREBR-UHFFFAOYSA-N 2-[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3-yl)-2,4-dichlorophenoxy]acetonitrile Chemical group O=C1OC(C(C)(C)C)=NN1C1=CC(OCC#N)=C(Cl)C=C1Cl IQWMUTFHGXREBR-UHFFFAOYSA-N 0.000 description 3
- TYEUGZVRDRRWRZ-UHFFFAOYSA-N 2-dodecyliminopropanoic acid Chemical class CCCCCCCCCCCCN=C(C)C(O)=O TYEUGZVRDRRWRZ-UHFFFAOYSA-N 0.000 description 3
- NYRMIJKDBAQCHC-UHFFFAOYSA-N 5-(methylamino)-2-phenyl-4-[3-(trifluoromethyl)phenyl]furan-3(2H)-one Chemical compound O1C(NC)=C(C=2C=C(C=CC=2)C(F)(F)F)C(=O)C1C1=CC=CC=C1 NYRMIJKDBAQCHC-UHFFFAOYSA-N 0.000 description 3
- 241000251468 Actinopterygii Species 0.000 description 3
- 239000005734 Benalaxyl Substances 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000005745 Captan Substances 0.000 description 3
- 239000005767 Epoxiconazole Substances 0.000 description 3
- 239000005558 Fluroxypyr Substances 0.000 description 3
- 239000005559 Flurtamone Substances 0.000 description 3
- 239000005787 Flutriafol Substances 0.000 description 3
- 239000005795 Imazalil Substances 0.000 description 3
- 239000005981 Imazaquin Substances 0.000 description 3
- 239000005807 Metalaxyl Substances 0.000 description 3
- 239000005580 Metazachlor Substances 0.000 description 3
- 239000005820 Prochloraz Substances 0.000 description 3
- 239000005602 Propyzamide Substances 0.000 description 3
- 241000209140 Triticum Species 0.000 description 3
- 235000021307 Triticum Nutrition 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 description 3
- 229940117949 captan Drugs 0.000 description 3
- 229960002125 enilconazole Drugs 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- STEPQTYSZVCJPV-UHFFFAOYSA-N metazachlor Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)CN1N=CC=C1 STEPQTYSZVCJPV-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 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 3
- 239000013642 negative control Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- NVGOPFQZYCNLDU-UHFFFAOYSA-N norflurazon Chemical compound O=C1C(Cl)=C(NC)C=NN1C1=CC=CC(C(F)(F)F)=C1 NVGOPFQZYCNLDU-UHFFFAOYSA-N 0.000 description 3
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 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 description 3
- PHNUZKMIPFFYSO-UHFFFAOYSA-N propyzamide Chemical compound C#CC(C)(C)NC(=O)C1=CC(Cl)=CC(Cl)=C1 PHNUZKMIPFFYSO-UHFFFAOYSA-N 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- XQTLDIFVVHJORV-UHFFFAOYSA-N tecnazene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl XQTLDIFVVHJORV-UHFFFAOYSA-N 0.000 description 3
- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 description 3
- RYAUSSKQMZRMAI-ALOPSCKCSA-N (2S,6R)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1C[C@H](C)O[C@H](C)C1 RYAUSSKQMZRMAI-ALOPSCKCSA-N 0.000 description 2
- DBTMGCOVALSLOR-DEVYUCJPSA-N (2s,3r,4s,5r,6r)-4-[(2s,3r,4s,5r,6r)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](CO)O[C@H](O)[C@@H]2O)O)O[C@H](CO)[C@H]1O DBTMGCOVALSLOR-DEVYUCJPSA-N 0.000 description 2
- 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 2
- 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 2
- 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 2
- 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 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 description 2
- 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 2
- YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 description 2
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- DTVOKYWXACGVGO-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-6-(trifluoromethyl)pyridine-3-carboxylate Chemical group COC(=O)C1=CC=C(C(F)(F)F)N=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 DTVOKYWXACGVGO-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- AIMMSOZBPYFASU-UHFFFAOYSA-N n-(4,6-dimethoxypyrimidin-2-yl)-n'-[3-(2,2,2-trifluoroethoxy)pyridin-1-ium-2-yl]sulfonylcarbamimidate Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)OCC(F)(F)F)=N1 AIMMSOZBPYFASU-UHFFFAOYSA-N 0.000 description 1
- DVEKCXOJTLDBFE-UHFFFAOYSA-N n-dodecyl-n,n-dimethylglycinate Chemical compound CCCCCCCCCCCC[N+](C)(C)CC([O-])=O DVEKCXOJTLDBFE-UHFFFAOYSA-N 0.000 description 1
- OZGNYLLQHRPOBR-DHZHZOJOSA-N naftifine Chemical compound C=1C=CC2=CC=CC=C2C=1CN(C)C\C=C\C1=CC=CC=C1 OZGNYLLQHRPOBR-DHZHZOJOSA-N 0.000 description 1
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- RJMUSRYZPJIFPJ-UHFFFAOYSA-N niclosamide Chemical compound OC1=CC=C(Cl)C=C1C(=O)NC1=CC=C([N+]([O-])=O)C=C1Cl RJMUSRYZPJIFPJ-UHFFFAOYSA-N 0.000 description 1
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- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- IOXAXYHXMLCCJJ-UHFFFAOYSA-N oxetan-3-yl 2-[(4,6-dimethylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(=O)OC2COC2)=N1 IOXAXYHXMLCCJJ-UHFFFAOYSA-N 0.000 description 1
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- CHIFOSRWCNZCFN-UHFFFAOYSA-N pendimethalin Chemical compound CCC(CC)NC1=C([N+]([O-])=O)C=C(C)C(C)=C1[N+]([O-])=O CHIFOSRWCNZCFN-UHFFFAOYSA-N 0.000 description 1
- IDOWTHOLJBTAFI-UHFFFAOYSA-N phenmedipham Chemical compound COC(=O)NC1=CC=CC(OC(=O)NC=2C=C(C)C=CC=2)=C1 IDOWTHOLJBTAFI-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical class NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
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- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 description 1
- APTZNLHMIGJTEW-UHFFFAOYSA-N pyraflufen-ethyl Chemical group C1=C(Cl)C(OCC(=O)OCC)=CC(C=2C(=C(OC(F)F)N(C)N=2)Cl)=C1F APTZNLHMIGJTEW-UHFFFAOYSA-N 0.000 description 1
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- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 description 1
- 229940015367 pyrethrum Drugs 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- NVCIIIXDLNPCNI-UHFFFAOYSA-M sodium;3-(2-carboxyethylamino)propanoate Chemical compound [Na+].OC(=O)CCNCCC([O-])=O NVCIIIXDLNPCNI-UHFFFAOYSA-M 0.000 description 1
- AMWSQODKOWMURX-UHFFFAOYSA-M sodium;3-[(3-dodecoxy-3-oxopropyl)amino]propanoate Chemical compound [Na+].CCCCCCCCCCCCOC(=O)CCNCCC([O-])=O AMWSQODKOWMURX-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- PUYXTUJWRLOUCW-UHFFFAOYSA-N spiroxamine Chemical compound O1C(CN(CC)CCC)COC11CCC(C(C)(C)C)CC1 PUYXTUJWRLOUCW-UHFFFAOYSA-N 0.000 description 1
- 229960005453 strychnine Drugs 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- AHTPATJNIAFOLR-UHFFFAOYSA-N thifensulfuron-methyl Chemical group S1C=CC(S(=O)(=O)NC(=O)NC=2N=C(OC)N=C(C)N=2)=C1C(=O)OC AHTPATJNIAFOLR-UHFFFAOYSA-N 0.000 description 1
- WOSNCVAPUOFXEH-UHFFFAOYSA-N thifluzamide Chemical compound S1C(C)=NC(C(F)(F)F)=C1C(=O)NC1=C(Br)C=C(OC(F)(F)F)C=C1Br WOSNCVAPUOFXEH-UHFFFAOYSA-N 0.000 description 1
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 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 description 1
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 1
- MUHFQLVFMFDJOK-UHFFFAOYSA-N triphenyl(triphenylstannyloxy)stannane Chemical compound C=1C=CC=CC=1[Sn](C=1C=CC=CC=1)(C=1C=CC=CC=1)O[Sn](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 MUHFQLVFMFDJOK-UHFFFAOYSA-N 0.000 description 1
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 description 1
- JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
- 231100000925 very toxic Toxicity 0.000 description 1
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- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- 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
- A01N37/36—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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
- A01N37/40—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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
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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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
- A01N39/04—Aryloxy-acetic acids; 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
- A01N43/68—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
- A01N43/70—Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom
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- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
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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
- A01N2300/00—Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
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Abstract
本发明包括包含表面活性剂和农药的农用配制剂。表面活性剂包含具有N+‑CH2COO‑、N+‑CH2COOCH3、N‑CH2COO‑M+、N‑CH2CH2COO‑M+和/或增强农药活性的氧化胺官能的含氮表面活性剂。农药包括除草剂、杀真菌剂和杀虫剂。
Description
本申请是申请号为201080039180.4的发明专利申请的分案申请,原申请的申请日为2010年8月30日,发明名称为:用于农业的含氮表面活性剂。
发明领域
本发明一般性地涉及作为增强农用配制剂的活性的辅助剂的含氮表面活性剂。
发明背景
已知农药的生物效力通过加入合适的表面活性剂或辅助剂而增强。例如熟知草甘膦(glyphosate)(一种除草剂)的生物效力可通过牛油脂肪胺乙氧基化物表面活性剂增强。然而,一些常用表面活性剂具有不利的水生毒性或眼腈刺激性特征。这类表面活性剂的实例为牛油脂肪胺乙氧基化物、C14醇乙氧基化物(1-4EO)和C18烷基三甲基季铵盐表面活性剂。已尝试许多努力以用具有更好水生毒性或眼腈刺激性特征的表面活性剂代替这类表面活性剂。在水生毒性或眼腈刺激性方面的任何改进被视为向保护环境的正确方向行进的一步。然而,本领域技术人员熟知水生毒性或眼腈刺激性方面的改进通常是生物效力改进的反方向。一个实例为在试图代替草甘膦中的牛油脂肪胺乙氧基化物时,将烷基多葡糖苷(APG)表面活性剂作为具有与牛油脂肪胺乙氧基化物同样好的效力增强性能的温和表面活性剂引入,但后来证明APG表面活性剂实际上对于增强草甘膦生物效力而言是弱的。至今,未发现可像牛油脂肪胺乙氧基化物一样增强草甘膦效力,同时具有低水生毒性和眼腈刺激性特征的任何表面活性剂。草甘膦是世界上最大体积的农药。因此,需要找到用于一般农药,特别是用于草甘膦的具有良好的生物效力增强性能、改进水生毒性并改进眼腈刺激性特征的合适表面活性剂。
美国专利No.6645912公开了一种具有下式的2-氮酰胺基胺二-C1-C4烷基胺氧化物的除草剂组合物:
其中R为C6-C20,m=1-4,且p和q=0-3。
WO29082675A1公开了一种包含下式的酰胺基胺烷氧基化物的组合物:
其中X独立地为H、CH3或C2H5,b=0-10,且R2为C5-C19基团。其中N’和N”中至少一个被氧化或季铵化。然而这类酰胺基胺、它的氧化物和季化合物多年来已熟知。
WO2009080225A2公开了一种用于农业化学配制剂的辅助剂组合物,其包含N-月桂基亚氨基丙酸的盐和具有以下一般结构的烷基胺衍生物:
其中R1、R4和R6各自独立地表示氢或C1-30烷基或链烯基;(OR2)n、(OR3)l和(OR5)m各自独立地表示无规聚烷氧化物基团、嵌段聚烷氧化物基团或C2-6线性或支化烷基硫酸盐(磺酸盐);R2、R3和R5各自独立地表示C2-6烷基;l、m和n各自独立地表示1-100的数,r表示1-2的数;a、b、c、d和e各自独立地表示1-12的数;且x、y和z独立地表示1-100的数。
适于根据该文件的辅助剂组合物的烷基胺衍生物包括但不限于:单乙醇胺、二乙醇胺、三乙醇胺和聚脂族胺和/或它的衍生物。要求保护该组合物具有降低的眼和皮肤刺激,但没有公开实际数据。还要求保护使用三种360g/l IPA-草甘膦配制剂实例,该组合物提供等于标准Ultra的杂草防治。
该文件没有公开当单独用于草甘膦配制剂中时N-月桂基亚氨基丙酸的盐是否有效。没有适当地测试各个表面活性剂,不能确定在三种表面活性剂的混合物中看到的效果是来自所要求保护的表面活性剂还是其它两种表面活性剂。此外,没有提供实际生物效力数据,尤其是没有提供关于在表面活性剂不存在下和在表面活性剂存在下提供的“总杀灭”度的数据;没有这类数据,不能确定在报告的试验条件下,是不是要求保护的烷基酰胺甜菜碱在增强草甘膦的除草活性中有效。此外,它没有公开N-月桂基亚氨基丙酸的盐在其它草甘膦盐如高负载铵和钾草甘膦配制剂中是否相容。
WO2000038523(Huntsman,US6500784,US6653257,EP1139761)公开了具有结构RCONH(CH2)n N+R1 2CH2COO-的两性表面活性剂,其中R1为具有C1-C4的烷基或羟烷基,且n=2-4,并公开了具有结构RR1 2N+CH2COO-的甜菜碱,其中R1为具有C1-C4的烷基或羟烷基。此处公开的两性物质主要充当辅助表面活性剂以将醚羧酸盐稳定在浓草甘膦体系中。在该文件的上下文中,没有提到甜菜碱或其它两性表面活性剂本身的生物效力。仅在实施例29-53中提到三种表面活性剂的混合物(不是单独的甜菜碱)显示出改善的润湿性和生物效力。然而,没有适当地测试各个表面活性剂,不能确定在三种表面活性剂的混合物中看到的效果是来自所要求保护的表面活性剂还是其它两种表面活性剂。此外,没有提供实际生物效力数据,尤其是没有提供关于在表面活性剂不存在下和在表面活性剂存在下提供的“总杀灭”度的数据;没有这类数据,不能确定在报告的试验条件下,是不是要求保护的烷基酰胺甜菜碱在增强草甘膦的除草活性中有效。该专利要求Na离子对于草甘膦配制剂稳定而言为<0.035%。此外,它仅使用IPA-草甘膦作为实例。目前仅知道许多在IPA-草甘膦中可溶的表面活性剂不可溶于浓K或NH4草甘膦配制剂中。我们的试验表明51.3%草甘膦钾(一种不饱和草甘膦盐水溶液)的组合物甚至不可溶解1.8%的硬脂基二甲氨基丙基甜菜碱。由于硬脂基二甲氨基丙基甜菜碱本身在浓草甘膦钾体系中具有弱溶解性,预期硬脂基二甲氨基丙基甜菜碱加醚羧酸盐的溶解度在浓草甘膦钾体系中甚至最差。因此,在该文件权利要求1中要求保护的配制剂可能在浓K草甘膦体系中不稳定,这不是有用的。
US2004/0224846A1(US 6992046B2)要求保护具有三烷基甜菜碱(或三烷基酰氨基丙基甜菜碱)加至少一种烷基胺烷氧基化物的草甘膦配制剂。没有提供关于在表面活性剂不存在下和在表面活性剂存在下提供的“总杀灭”度的数据;没有该数据,不能确定在报告的试验条件下,是不是三烷基甜菜碱(或三烷基酰氨基丙基甜菜碱)和烷基胺烷氧基化物的混合物在增强草甘膦的除草活性中有效。此外,由于单独的烷基胺烷氧基化物在增强草甘膦效力中有效,该文件的上下文中不能告知该文件中引用的效果是来自烷基胺烷氧基化物、甜菜碱还是二者的组合。
US 20050170965(A1)(Rhodia)(WO 03/063589 A2、EP1469731A2、US2003/0158042、US2004/0224846、EP2025230)公开了一种具有以下结构的甜菜碱和再至少一种包含烷基胺乙氧基化物的表面活性剂。
R1R2R2N+-CH2COO- (I)
R1R3HN+-CH2-CH2COO- (II)
其中R2为烷基,R3为氢、烷基或–CH2-COOM。
在该文件的上下文中,没有提供关于在表面活性剂不存在下和在表面活性剂存在下提供的“总杀灭”度的数据;没有该数据,不能确定在报告的试验条件下,是不是三烷基甜菜碱(或三烷基酰氨基丙基甜菜碱)和烷基胺烷氧基化物的混合物在增强草甘膦的除草活性中有效。此外,由于单独的烷基胺烷氧基化物在增强草甘膦效力中有效,该文件的上下文中不能告知该文件中所要求的效果来是自烷基胺烷氧基化物、甜菜碱还是二者的组合。
该文件还表明含水草甘膦配制剂是储存稳定的。然而,目前仅知道IPA-草甘膦中许多稳定的表面活性剂不可溶于浓K或NH4草甘膦配制剂中。试验表明360g ae/l草甘膦二铵的组合物不能溶解5.4%的椰油二甲基甜菜碱,480g ae/l草甘膦钾的组合物不能溶解5.4%的椰油二甲氨基丙基甜菜碱。由于椰油二甲基甜菜碱和椰油二甲氨基丙基甜菜碱在浓草甘膦钾和草甘膦二铵体系中具有弱溶解性,预期在该文件权利要求16中要求保护的配制剂在浓K或NH4草甘膦体系中可能是不稳定的。
US20080312083(2005年提交的Rhodia PTC)公开了具有结构R1R2R2N+—CH2COO-(I)或R1—CO—NH—R4—R2R2N+—CH2COO-的甜菜碱的草甘膦,其中R1为C3-C30,且R2为C1-C3。阐述了一种除草含水组合物,其包含:(i)至少360g/L的氨基磷酸盐或氨基膦酸盐;(ii)至少80g/L的包含甜菜碱表面活性剂组合物的表面活性剂体系,所述甜菜碱表面活性剂组合物包含:水、具有式R1R2R2N+—CH2COO-的甜菜碱,其中R1为具有3-30个烷氧化物单元的线性或支化烃基,基团R2可以相同或不同且各自为C1-C3烷基,至少1重量%的氯盐,和(iii)任选至少一种不同于甜菜碱表面活性剂组合物的甜菜碱的表面活性剂。该文件陈述实施例显示根据该发明的组合物具有令人惊讶的良好稳定性而不形成晶体。其间根据实施例的组合物对于至少一些重要杂草(一年生黑麦草和野生萝卜)具有更好(较低鲜重)和/或更快的生物效力(更高的灯火暗淡)。没有提供关于在表面活性剂不存在下和在表面活性剂存在下提供的“总杀灭”度的数据;没有该数据,不能确定在报告的试验条件下,是不是三烷基甜菜碱(或三烷基酰氨基丙基甜菜碱)在增强草甘膦的除草活性中有效。文件陈述实施例显示根据该发明的组合物具有令人惊讶的良好稳定性而不形成晶体。试验表明360g ae/l草甘膦钾的组合物不能溶解80g/l椰油二甲氨基丙基甜菜碱。
WO2008066611(Rhodia,加拿大专利2629862)要求保护一种选自以下的任两种的表面活性剂的表面活性剂共混物:(1)烷基多葡糖苷,(2)磷酸酯,(3)磺酸盐、磺基琥珀酸盐、烷基醚羧酸盐、烷氧基化脂肪酸、烷氧基化醇,和(4)咪唑啉基表面活性剂或氨基丙酸盐基表面活性剂。没有显示生物数据。
化学品的生态毒性根据Directive 91/325/EEC[2]以及1999/45/EC分类。描述了关于风险短语应用和“N”符号(有时显示为死-鱼-死-树符号)的极限。可能的组合如下:
风险短语具有以下含义:
R50:对水生生物非常有毒
R51:对水生生物有毒
R52:对水生生物有害
R53:可导致水生环境中的长期不利效果
本发明的一些目的如下:
(1)在不带有“死-鱼-死-树”符号的农用配制剂中使用本发明低毒性表面活性剂;(2)在不仅不带有“死-鱼-死-树”符号,而且具有低鱼类毒性的农用配制剂中使用本发明低毒性表面活性剂;(3)在不仅不带有“死-鱼-死-树”符号,而且具有低鱼类和低水蚤毒性的农用配制剂中使用本发明低毒性表面活性剂;(4)在不仅不带有“死-鱼-死-树”符号,而且具有低鱼类、低水蚤和低藻类毒性的农用配制剂中使用本发明低毒性表面活性剂;(5)提供包含本发明表面活性剂而不需要增容剂的浓且稳定的液体草甘膦配制剂(等于或大于360gae/l);(6)提供包含本发明表面活性剂且具有C5-12二甲氨基丙胺作为增容剂的浓且稳定的液体草甘膦配制剂(等于或大于360g ae/l);和(7)提供一种与不具有表面活性剂的相同配制剂相比具有改进生物效力的配制剂。
发明概述
本发明一般性地涉及增强农用配制剂的效力的具有N+-CH2COO-、N+-CH2COOCH3、N-CH2COO-M+、N-CH2CH2COO-M+或氧化胺官能的含氮表面活性剂。本发明一些表面活性剂在具有或不具有增容剂的高负载铵和草甘膦钾配制剂中是相容的。
在一个实施方案中,本发明为一种用于增强农用配制剂的效力的表面活性剂,其包含如下一般结构:
其中R为C6-C22线性或支化、饱和或不饱和烃基;A=C1-C3线性或支化烷基;m=0-10;B=C2-C6烷基;p=0-5;r=0-1;t=0-1;R1不存在或者R1为氢或CH3,且当R1为氢或CH3时,整个分子具有氯离子作为各个氢或CH3的抗衡离子;X和Y独立地不存在(或一对电子)或为H(氢)、CH3(甲基)、具有1-20个烷氧化物单元的聚烷氧化物基团、CH2COO、CH2COO-M+或CH2CH2COO-M+,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA);Z为H(氢)、C1-C18线性或支化的饱和或不饱和烷基、具有1-20个烷氧化物单元的聚烷氧化物基团、CH2COO、CH2COO-M+或CH2CH2COO-M+,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA);条件是(1)所述表面活性剂具有至少一个N-CH2COO、N-CH2COO-M+或N-CH2CH2COO-M+基团,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA),和(2)当m=p=0且t=1时,X和Z不同时为甲基。
在另一实施方案中,本发明为一种用于增强农用配制剂的效力的表面活性剂,其包含以下一般结构:
其中R为C6-C22线性或支化、饱和或不饱和烃基;B=C2-C6烷基;p=0-5;r=0-1;t=0-1;X’、Y’和Z’独立地为CH3(甲基)或具有1-20个烷氧化物单元的聚烷氧化物基团;条件是(1)所述表面活性剂具有至少一个酰胺氧化物基团,和(2)当p=0且t=1时,X’和Z’不同时为甲基。
在另一实施方案中,本发明为一种用于增强农用配制剂的效力的表面活性剂,其包含以下一般结构:
其中R为C6-C22线性或支化、饱和或不饱和烃基;B=C2-C6烷基;p=0-5;r=0-1;t=0-1;W为H、CH2COO或CH2CH2OH;R1不存在或者为氢或CH3,且当R1为氢或CH3时,整个分子具有氯离子作为各个氢或CH3的抗衡离子;X、Y和Z”独立地不存在(或一对电子)或为H(氢)、CH3(甲基)、具有1-20个烷氧化物单元的聚烷氧化物基团、CH2COO、CH2COO-M+或CH2CH2COO-M+,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA);Z为H(氢)、C1-C18线性或支化的饱和或不饱和烷基、具有1-20个烷氧化物单元的聚烷氧化物基团、CH2COO、CH2COO-M+或CH2CH2COO-M+,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA);条件是(1)所述表面活性剂具有至少一个N-CH2COO、N-CH2COO-M+或N-CH2CH2COO-M+基团,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA),和(2)当p=0且t=1时,X和Z”不同时为烷基或羟烷基。
在又一实施方案中,本发明包括一种用于增强农用配制剂的效力的表面活性剂,其包含以下一般结构:
其中R为C6-C22线性或支化、饱和或不饱和烃基;B=C2-C6烷基;p=0-5;r=0-1;t=0-1;X’、Y’和Z’独立地为CH3(甲基)或具有1-20个烷氧化物单元的聚烷氧化物基团;条件是(1)所述表面活性剂具有至少一个氧化胺基团,和(2)当p=0且t=1时,X’和Z’不同时为C1-C4烷基。
本发明其它实施方案包括包含至少一种含氮表面活性剂与农药组合的配制剂,所述农药可以为一种或多种除草剂、杀真菌剂或杀虫剂。
附图简述
与实施例1有关的包含条形图的图显示于图1-6中;与实施例2有关的显示于图7-8中;与实施例3有关的显示于图9-10中;与实施例4有关的显示于图11-12中。与实施例5有关的图显示于图13中。
发明详述
需要具有当单独使用时可增强农用配制剂效力的低毒性表面活性剂。一种单一表面活性剂提供给农用配制剂增强效力的能力更实际,因为表面活性剂具有单独使用或与其它表面活性剂一起使用以具有协同增效效果的灵活性。
如下具有N+-CH2COO-、N+-CH2COOCH3、N-CH2COO-M+、N-CH2CH2COO-M+或氧化胺官能的含氮表面活性剂用于增强农用化学品的效力。一种或多种以下表面活性剂可用于农用配制剂中。
其中R为C6-C22线性或支化、饱和或不饱和烃基;A=C1-C3线性或支化烷基;m=0-10;B=C2-C6烷基;p=0-5;r=0-1;t=0-1;R1不存在或者为氢或CH3,且当R1为氢或CH3时,整个分子具有氯离子作为各个氢或CH3的抗衡离子;X和Y独立地不存在(或一对电子)或为H(氢)、CH3(甲基)、具有1-20个烷氧化物单元的聚烷氧化物基团、CH2COO、CH2COO-M+或CH2CH2COO-M+,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA);Z为H(氢)、C1-C18线性或支化的饱和或不饱和烷基、具有1-20个烷氧化物单元的聚烷氧化物基团、CH2COO、CH2COO-M+或CH2CH2COO-M+,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA);条件是(1)所述表面活性剂具有至少一个N-CH2COO、N-CH2COO-M+或N-CH2CH2COO-M+基团,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA),和(2)当m=p=0且t=1时,X和Z不同时为甲基。
应当指出甜菜碱官能的惯用表示为N+-CH2COO-。然而,在整个说明书中,在甜菜碱结构中,省去氮上的正电荷和CH2COO上的负电荷。
其中R为C6-C22线性或支化、饱和或不饱和烃基;B=C2-C6烷基;p=0-5;r=0-1;t=0-1;X’、Y’和Z’独立地为CH3(甲基)或具有1-20个烷氧化物单元的聚烷氧化物基团;条件是(1)所述表面活性剂具有至少一个酰胺氧化物基团,和(2)当p=0且t=1时,X’和Z’不同时为甲基。
其中R为C6-C22线性或支化、饱和或不饱和烃基;B=C2-C6烷基;p=0-5;r=0-1;t=0-1;W为H、CH2COO或CH2CH2OH;R1不存在或者为氢或CH3,且当R1为氢或CH3时,整个分子具有氯离子作为各个氢或CH3的抗衡离子;X、Y和Z”独立地不存在(或一对电子)或为H(氢)、CH3(甲基)、具有1-20个烷氧化物单元的聚烷氧化物基团、CH2COO、CH2COO-M+或CH2CH2COO-M+,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA);Z为H(氢)、C1-C18线性或支化的饱和或不饱和烷基、具有1-20个烷氧化物单元的聚烷氧化物基团、CH2COO、CH2COO-M+或CH2CH2COO-M+,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA);条件是(1)所述表面活性剂具有至少一个N-CH2COO、N-CH2COO-M+或N-CH2CH2COO-M+基团,其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA),和(2)当p=0且t=1时,X和Z”不同时为烷基或羟烷基。
其中R为C6-C22线性或支化、饱和或不饱和烃基;B=C2-C6烷基;p=0-5;r=0-1;t=0-1;X’、Y’和Z’独立地为CH3(甲基)或具有1-20个烷氧化物单元的聚烷氧化物基团;条件是(1)所述表面活性剂具有至少一个酰胺氧化物基团,和(2)当p=0且t=1时,X’和Z’不同时为C1-C4烷基。
以下结构(1)-(6)为本发明的优选结构。如果不指明的话,R、X、Y、Z、M、p、m、r和t具有与结构(I)相同的定义。
其中p>0。
其中n=0-100,n’=0-100,n”=0-100,当p=0且v=0时,n’和n”不可同时为1。
以下结构(a)-(d)为一些更优选的表面活性剂。如果不明确提及的话,R、X、Y、Z、M、p、m、r和t具有与结构(I)相同的定义。
其中R为月桂基或椰油基。
其中B为亚乙基、亚丙基或异亚丙基。r=0-1,t=0-1,r和t不可同时都为0。
其中p=0-2。B为亚乙基、亚丙基或异亚丙基。n=1-20,n’=1-20,n”=1-20,r=0-1,t=0-1;条件是r和t不可同时都为0,p和t不可同时都为0,且当p=0时,n和n’不可同时为1,且所述表面活性剂包含乙氧基化椰油胺的甜菜碱。
(d)
RR'-N-CH2-CH2-COO-M+
其中R为牛脂基且R’为C8。
在某些优选实施方案中,以上表面活性剂与C5-C12(特别是C6-C9)二甲氨基丙胺一起使用。
本发明一个实施方案为含有本发明表面活性剂的除草剂配制剂。合适除草剂包括乙草胺(acetochlor)、氟锁草醚(acifluorfen)、苯草醚(aclonifen)、甲草胺(alachlor)、莠灭净(Ametryn)、磺氨黄隆(amidosulfuron)、氯氨吡啶酸(aminopyralid)、杀草强(amitrole)、莎稗磷(anilofos)、黄草灵(asulam)、莠去津(atrazine)、唑啶炔草(azafenidin)、四唑黄隆(azimsulfuron)、草除灵(benazolin)、氟草胺(Benfluralin)、苄嘧黄隆(bensulfuron-methyl)、噻草平(bentazone)、治草醚(bifenox)、binalafos、双嘧苯甲酸钠盐(bispyribac-sodium)、除草定(bromacil)、溴苯腈(bromoxynil)、丁草胺(butachlor)、butroxidim、唑草胺(cafenstrole)、长杀草(carbetamide)、氟酮唑草-乙酯(carfentrazone-ethyl)、杀草敏(chloridazon)、氯嘧黄隆(chlorimuron-ethyl)、氯溴隆(chlorobromuron)、绿麦隆(chlorotoluron)、绿黄隆(chlorsulfuron)、吲哚酮草酯(cinidon-ethyl)、醚黄隆(cinosulfuron)、烯草酮(clethodim)、异恶草酮(clomazone)、二氯皮考啉酸(clopyralid)、唑嘧磺胺盐(cloransulam-methyl)、氯磺隆(Clorsulfuron)、草净津(Cyanazine)、草灭特(cycloate)、环丙黄隆(cyclosulfamuron)、噻草酮(cycloxydim)、茅草枯(dalapon)、异苯敌草(desmedipham)、麦草畏(dicamba)、敌草腈(dichlobenil)、抑害胺(dichlormid)、唑嘧磺胺(diclosulam)、吡氟草胺(diflufenican)、丁隆(dimefuron)、Dimepipeate、克草胺(dimethachlor)、噻吩草胺(dimethenamid)、敌草快(Diquat)、敌草隆(diuron)、禾草畏(esprocarb)、丁氟消草(ethalfluralin)、胺苯黄隆(ethametsulfuron-methyl)、乙呋草黄(Ethofumesate)、乙氧嘧黄隆(Ethoxysulfuron)、四唑酰草胺(fentrazamide)、啶嘧黄隆(flazasulfuron)、双氟磺草胺(florasulam)、氟消草(fluchloralin)、氟噻草胺(flufenacet)、氟唑啶草(flumetsulam)、氟嗪酮(flumioxazin)、伏草隆(fluometuron)、氟啶磺隆(flupyrsulfuron-methyl)、氟咯草酮(flurochloridone)、氟草烟(fluroxypyr)、呋草酮(flurtamone)、氟黄胺草醚(fomesafen)、甲酰氨磺隆(Foramsulfuron)、草铵膦(Glufosinate)、六嗪同(hexazinone)、咪草酯-甲酯(imazamethabenz-m)、咪草啶酸(imazamox)、甲基咪草烟(mazapic)、灭草烟(imazapyr)、灭草喹(imazaquin)、咪草烟(imazethapyr)、啶咪黄隆(imazosulfuron)、碘黄隆(iodosulfuron)、碘苯腈(ioxynil)、异丙隆(isoproturon)、异恶草胺(isoxaben)、异氟草(Isoxaflutole)、乳氟禾草灵(Lactofen)、环草定(lenacil)、利谷隆(linuron)、苯噻草胺(mefenacet)、甲磺胺黄隆(Mesosulfuron-Methyl)、硝磺酮(mesotrione)、苯嗪草(metamitron)、吡草胺(Metazachlor)、噻唑隆(methabenzthiazuron)、秀谷隆(metobromuron)、异丙甲草胺(metolachlor)、唑草磺胺(metosulam)、甲氧隆(metoxuron)、赛克津(metribuzin)、甲黄隆(metsulfuron-methyl)、草达灭(Molinate)、MSMA、草萘胺(Napropamide)、烟嘧黄隆(Nicosulfuron)、达草灭(Norflurazon)、黄草消(oryzalin)、炔丙唑草(oxadiargyl)、恶草灵(oxadiazon)、环丙氧黄隆(oxasulfuron)、乙氧氟草醚(oxyfluorfen)、对草快(paraquat)、胺硝草(Pendimethalin)、苯敌草(phenmedipham)、毒莠定(picloram)、丙草胺(pretilachlor)、环苯草酮(Profoxydim)、扑草净(Prometryn)、敌稗(propanil)、异丙草胺(propisochlor)、丙苯磺隆(propoxycarbazone)、拿草特(propyzamide)、苄草丹(Prosulfocarb)、氟丙黄隆(prosulfuron)、氟唑草酯-乙酯(pyraflufen-ethyl)、吡嘧黄隆(Pyrazosulfuron)、达草止(pyridate)、嘧硫苯甲酸(pyrithiobac)、二氯喹啉酸(quinclorac)、喹草酸(quinmerac)、玉嘧黄隆(rimsulfuron)、稀禾定(Sethoxydim)、西玛津(simazine)、S-异丙甲草胺(S-metolachlor)、磺草酮(Sulcotrione)、磺胺草唑(sulfentrazone)、乙黄黄隆(Sulfosulfuron)、丁唑隆(tebuthiuron)、醌肟草(Tepraloxydim)、特丁津(Terbuthylazine)、去草净(terbutryn)、噻黄隆(thifensulfuron-methyl)、杀草丹(thiobencarb)、肟草酮(Tralkoxydim)、野麦畏(tri-allate)、醚苯黄隆(Triasulfuron)、苯黄隆(tribenuron-methyl)、定草酯(triclopyr)、三氟啶黄隆(trifloxysulfuron)、氟乐灵(trifluralin)、氟胺黄隆(triflusulfuron-methyl)、三氟甲磺隆(Tritosulfuron),及其混合物和组合。优选的除草剂为乙草胺(Acetochlor)、莠去津(Atrazine)、麦草畏(dicamba)、草铵膦(glufosinate)、对草快(paraquat)、草甘膦(glyphosate)、2,4-滴(2,4-D)及其混合物和组合。更优选的除草剂为2,4-滴(2,4-D)、莠去津(Atrazine)、麦草畏(dicamba)、草甘膦(glyphosate)和草铵膦(Glufosinate)及其混合物和组合。最优选的除草剂为草甘膦(glyphosate)。当除草剂为酸时,它可以以酸形式使用,但是优选除草剂为选自胺、锂、钠、铵或钾中至少一种的盐的形式。应当指出在整个说明书中,当除草剂在本文中作为通用名显示而不指定抗衡离子时,意指它的酸形式和盐形式。
优选的除草剂为草甘膦(glyphosate)、麦草畏(dicamba)、2,4滴(2,4-D)、草铵膦(glufosinate)和莠去津(Atrazine)。
本发明另一实施方案为含有本发明表面活性剂的杀真菌剂配制剂。合适杀真菌剂的实例为:
噻二唑素(acibenzolar-S-methyl)、4-十二烷基-2,6-二甲基吗啉(aldimorph)、amisulbrom、敌菌灵(anilazine)、戊环唑(azaconazole)、腈嘧菌酯(azoxystrobin)、苯霜灵(benalaxyl)、麦锈灵(benodanil)、苯菌灵(benomyl)、苯噻菌胺(benthiavalicarb)、乐杀螨(binapacryl)、联苯、双苯三唑醇(bitertanol)、灭瘟素(blasticidin-S)、啶酰菌胺(boscalid)、糠菌唑(bromuconazole)、磺嘧菌灵(bupirimate)、敌菌丹(captafol)、克菌丹(captan)、多菌灵(carbendazim)、萎锈灵(carboxin)、氯环丙酰胺(carpropamid)、地茂散(Chloroneb)、百菌清(chlorothalonil)、乙菌利(chlozolinate)、铜、氰霜唑(cyazofamid)、环氟菌胺(cyflufenamid)、清菌脲(cymoxanil)、环唑醇(cyproconazole)、环丙嘧啶(cyprodinil)、抑菌灵(dichlofluanid)、双氯氰菌胺(diclocymet)、哒菌清(diclomezine)、氯硝胺(dicloran)、乙霉威(diethofencarb)、醚唑(difenoconazole)、氟咪菌胺(diflumetorim)、甲菌定(dimethirimol)、烯酰吗啉(dimethomorph)、醚菌胺(dimoxystrobin)、烯唑醇(Diniconazole)、敌螨普(dinocap)、二噻农(dithianon)、吗菌灵(dodemorph)、多果定(dodine)、克瘟散(edifenphos)、enestrobin、氧唑菌(epoxiconazole)、乙环唑(etaconazole)、噻唑菌胺(ethaboxam)、乙菌定(ethirimol)、氯唑灵(etridiazole)、唑酮菌(famoxadone)、咪唑菌酮(fenamidone)、异嘧菌醇(fenarimol)、腈苯唑(fenbuconazole)、呋菌胺(fenfuram)、环酰菌胺(fenhexamid)、氰菌胺(fenoxanil)、拌种咯(fenpiclonil)、苯锈啶(fenpropidin)、丁苯吗啉(fenpropimorph)、薯瘟锡(fentin acetate)、三苯基锡氯(fentin chloride)、毒菌锡(fentin hydroxide)、福美铁(ferbam)、嘧菌腙(ferimzone)、氟啶胺(fluazinam)、氟菌(fludioxonil)、氟吗啉(flumorph)、氟吡菌胺(Fluopicolide)、氟嘧菌酯(fluoxastrobin)、喹唑菌酮(fluquinconazole)、氟硅唑(flusilazole)、磺菌胺(flusulfamide)、氟酰胺(flutolanil)、粉唑醇(flutriafol)、灭菌丹(folpet)、乙膦铝(fosetyl-Al)、四氯苯酞(fthalide)、麦穗宁(fuberidazole)、呋霜灵(furalaxyl)、呋吡唑灵(furametpyr)、双胍盐(guazatine)、己唑醇(hexaconazole)、土菌消(hymexazole)、烯菌灵(imazalil)、酰胺唑(imibenconazole)、双胍辛醋酸盐(iminoctadine)、iodocarb、环戊唑醇(ipconazole)、异稻瘟净(iprobenfos)(IBP)、异丙定(iprodione)、异丙菌胺(iprovalicarb)、稻瘟灵(isoprothiolane)、异噻菌胺(isotianil)、春雷素(kasugamycin)、亚胺菌(kresoxim-methyl)、海带多糖(laminarin)、代森锰锌(mancozeb)、双炔酰菌胺(Mandipropamid)、代森锰(maneb)、生物材料、嘧菌胺(mepanipyrim)、丙氧灭绣胺(mepronil)、meptyldinocap、甲霜灵(metalaxyl)、精甲霜灵(metalaxyl-M)、环戊唑菌(metconazole)、磺菌威(methasulfocarb)、代森联(metiram)、叉氨苯酰胺(metominostrobin)、苯菌酮(metrafenone)、矿物油、有机油、腈菌唑(myclobutanil)、naftifine、氟苯嘧啶醇(nuarimol)、异噻菌酮(octhilinone)、甲呋酰胺(ofurace)、origin、肟醚菌胺(orysastrobin)、霜灵(oxadixyl)、喹菌酮(oxolinic acid)、咪唑(oxpoconazole)、氧化萎锈灵(oxycarboxin)、土霉素(oxytetracycline)、稻瘟酯(pefurazoate)、戊菌唑(penconazole)、戊菌隆(pencycuron)、吡噻菌胺(penthiopyrad)、亚磷酸(phophorous acid)和啶氧菌酯(picoxystrobin)、粉病灵(piperalin)、多氧霉素(polyoxin)、碳酸氢钾、噻菌灵(probenazole)、丙氯灵(prochloraz)、杀菌利(procymidone)、百维灵(propamocarb)、丙环唑(propiconazole)、甲基代森锌(propineb)、丙氧喹啉(proquinazid)、胺丙威(prothiocarb)、丙硫菌唑(prothioconazole)、唑菌胺酯(pyraclostrobin)、定菌磷(pyrazophos)、pyribencarb、稗草畏(pyributicarb)、啶斑肟(pyrifenox)、二甲嘧菌胺(pyrimethanil)、咯喹酮(pyroquilon)、喹氧灵(quinoxyfen)、五氯硝基苯(quintozene)(PCNB)、盐、硅噻菌胺(silthiofam)、硅氟唑(simeconazole)、螺茂胺(spiroxamine)、链霉素(streptomycin)、硫、戊唑醇(tebuconazole)、叶枯酞(teclofthalam)、四氯硝基苯(tecnazene)(TCNB)、特比萘芬(terbinafine)、氟醚唑(tetraconazole)、涕必灵(thiabendazole)、溴氟唑菌(thifluzamide)、托布津(thiophanate)、甲基托布津(thiophanate-methyl)、福美双(thiram)、噻酰菌胺(tiadinil)、甲基立枯磷(tolclofosmethyl)、对甲抑菌灵(tolylfluanid)、三唑酮(triadimefon)、唑菌醇(triadimenol)、唑菌嗪(triazoxide)、三环唑(tricyclazole)、克啉菌(tridemorph)、肟菌酯(trifloxystrobin)、氟菌唑(triflumizole)、嗪氨灵(triforine)、戊叉唑菌(triticonazole)、有效霉素(validamycin)、valiphenal、烯菌酮(vinclozolin)、代森锌(zineb)、福美锌(ziram)和苯酰菌胺(zoxamide)及其混合物和组合。
本发明又另一实施方案为含有本发明表面活性剂的杀虫剂配制剂。合适杀虫剂的实例为:煤油或硼砂、植物性药材或天然有机化合物(烟碱(nicotine))、除虫菊(pyrethrin)、土的宁(strychnine)和鱼藤酮(rotenone))、氯代烃(DDT、林丹(lindane)、氯丹(chlordane))、有机磷酸酯(马拉硫磷(malathion)和二嗪农(diazinon))、氨基甲酸酯(甲萘威(carbaryl)和残杀威(propoxur))、薰剂(萘)和苯(卫生球)、合成除虫菊酯类,及其混合物和组合。
本发明又另一实施方案为选自以上含有本发明表面活性剂的组的任何除草剂、杀真菌剂和杀虫剂的混合物。
认为椰油两性乙酸盐、氧化月桂胺、月桂基二甲基甜菜碱和椰油二甲氨基丙基甜菜碱表面活性剂与烷基胺乙氧基化物相比是容易生物降解的,对皮肤、眼睛和水生生物温和。它们广泛用于婴儿无泪洗发水中。预期具有本发明结构的表面活性剂也可制成温和的。
本发明表面活性剂可用作桶混合添加剂(tank-mix additive)或配制成罐内配制剂(in-can formulation)。它们适用于固体农药配制剂中,以及特别是液体农药配制剂中。
其它添加剂可存在于含有本发明表面活性剂的配制剂中。它们为消泡剂、稀释剂、增容剂、杀生物剂、增稠剂、防漂移剂、染料、芳香剂和螯合剂。增容剂的使用是特别重要的,如果本发明含氮表面活性剂在浓农药配制剂中不是非常相容的话。当使用增容剂时,有利的是增容剂为也可增强农药效力的表面活性剂。一种这类优选增容剂为C6-C12二甲氨基丙胺。
不同于许多其它现有技术表面活性剂,一些本发明表面活性剂在浓含水草甘膦体系中显示出优异的相容性而不需要任何来自增容剂的帮助。
罐内农药配制剂中本发明表面活性剂的使用浓度可以基于%活性物质为约0.005%至约20%,优选约0.05%至约15%,更优选约0.5%至约10%。桶混合农药喷雾溶液中本发明表面活性剂的使用浓度可以为约0.001%至约5%,优选约0.01至约2%,更优选约0.1至约1%(基于%活性表面活性剂)。
本发明表面活性剂也可与其它表面活性剂如烷基胺烷氧基化物和它们的季铵盐、阴离子表面活性剂如来自醇和烷氧基化醇的硫酸酯和磺酸酯、磷酸酯和乙氧基化磷酸酯、非离子表面活性剂如醇烷氧基化物和烷基(C6-C18)多葡糖苷及和硅酮表面活性剂一起使用。
应当理解本发明中包括的上述表面活性剂中任一种的主要优点是表面活性剂可以为配制剂中使用的唯一表面活性剂。
也可以为这种情况:在本发明表面活性剂与一种或多种其它表面活性剂之间存在协同作用,其赋予表面活性剂组合比单独使用时任何表面活性剂更有效。
在另一表面活性剂与本发明表面活性剂一起使用的情况下,有利的是表面活性剂混合物具有低水生毒性和低刺激特征。在配制剂中使用本发明具有低水生毒性和低刺激特征的表面活性剂可降低共混物的总毒性,同时保持或多或少相同的效力,即使共混物中使用的不是在水生毒性和刺激特征方面如此有利的表面活性剂。
提出以下非限定性实施例以进一步阐述和解释本发明。
实施例1
在温室设置中,将具有各种表面活性剂的五种草甘膦试样喷雾于牵牛花(IPOHE,阔叶杂草)和小麦(TRIAV,窄叶草)上。表面活性剂在表1中给出。
表1.研究的使用各种表面活性剂的草甘膦配制剂
试样 | 说明 | 草甘膦:表面活性剂比 |
A | 具有月桂基亚氨基二丙酸单钠的草甘膦 | 3:1 |
B | 具有椰油二胺三甲基甜菜碱的草甘膦 | 6.7:1 |
C | 具有牛油脂肪胺15EO的草甘膦 | 3:1 |
D | 不具有表面活性剂的单独草甘膦(异丙胺盐) |
喷雾溶液的草甘膦比率为186、372和743g ae/ha(g酸当量/公顷)。草甘膦:表面活性剂比固定为3:1,除试样B(椰油二胺三甲基甜菜碱)(其具有6.7的比)外。较高的比意指较低的表面活性剂浓度。6.7的比意指在相同草甘膦浓度下,试样具有比具有3的比的试样小2.2倍的表面活性剂。
试样E用作阴性对照,因为它仅含有草甘膦而不具有加入的表面活性剂。试样C用作阳性对照,因为熟知牛油脂肪胺-15EO为增强草甘膦效力的优异表面活性剂。
%防治评价由技术人员在处理以后7、14、21和29天(DAT)进行。在评价时还取得数字图片。各%防治值为4次重复的平均值。
试样A的月桂基亚氨基二丙酸单钠具有如下名义结构,其可通过使烷基胺与丙烯酸反应,然后用碱(NaOH)中和而得到。
试样B的椰油二胺三甲基甜菜碱具有如下名义结构,其可通过使N,N’N’-三甲基椰油二胺与单氯乙酸钠(SMCA)反应而得到:
其中R=椰油基。
椰油二胺三甲基甜菜碱显示出甚至在非常低的使用比率下对草甘膦的良好辅助性,以及加速草甘膦活性,如以下结果所示。
结果显示于表2中。
表2.实施例1的生物效力结果
结果绘于图1-6中。
由以上结果可以看出对于给定植物、给定的草甘膦:表面活性剂比和给定的草甘膦比率,本发明存在具有至少与单独的草甘膦同样高的%防治的实施方案。
实施例2
研究三种浓草甘膦试样并显示于表3中。
表3.研究的使用各种表面活性剂的草甘膦配制剂
标签 | 说明 | 草甘膦:表面活性剂比 |
A | Roundup Original(具有牛油脂肪胺-15EO) | 3:1 |
B | 不具有表面活性剂的单独草甘膦 | |
C | 具有牛油脂肪二胺三甲基二甜菜碱的草甘膦 | 13:1 |
将浓草甘膦试样稀释至两倍草甘膦比率并在温室中喷雾使得喷雾溶液的最终草甘膦比率为489和978g ae/H。两个比率下三种试样等于在两个物种,牵牛花(IPOHE,阔叶杂草)和冬小麦(TRZAW,窄叶草)各自上的六次处理。使用两个比率,978g ae/H和在489g ae/ha下16-30。
草甘膦:表面活性剂比固定为3:1,除试样C(牛脂三甲基二甜菜碱)(其具有13:1的比)外。较高的比意指较低的表面活性剂浓度。13:1的比意指在相同草甘膦浓度下,试样具有比具有3:1的比的试样小4.3倍的表面活性剂。
试样A(具有加入的牛油脂肪胺-15EO的草甘膦)用作阳性对照。仅含有草甘膦而不具有加入的表面活性剂的试样B用作阴性对照。
试样C的牛脂二胺三甲基二甜菜碱为30%活性材料水溶液(具有一些NaCl)且它的名义结构显示于下面:
图7-8显示在28天时的%防治。
可以看出牛脂二胺三甲基二甜菜碱甚至在非常低的比率下增强草甘膦生物效力。
实施例3.
在温室试验中将含有油基两性聚羧基甘氨酸盐(Na盐)的草甘膦配制剂与含有牛油脂肪胺-10EO的草甘膦配制剂(作为阳性对照)和单独的草甘膦在%防治方面作对比。使用三种草甘膦比率,930g ae/ha、465g ae/ha和233g ae/ha。
油基两性聚羧基甘氨酸盐(30%活性物质,10%NaCl,60%H2O)中的名义结构显示于下面:
结果绘于图9-10中。
该数据显示当与不具有表面活性剂的草甘膦配制剂对比时,油基两性聚羧基甘氨酸盐(Na盐)增强草甘膦效力。
实施例4.
研究五种浓草甘膦试样且它们显示于表4中。
表4.研究的使用各种表面活性剂(草甘膦:表面活性剂比=4:1)的草甘膦配制剂
标签 | 说明 |
A | Armoteric CL8 |
B | 月桂基亚氨基二丙酸单钠 |
C | 牛油脂肪胺-15EO |
D | 不具有表面活性剂的单独草甘膦 |
E | 具有牛脂二胺三甲基二甜菜碱的草甘膦 |
三种草甘膦比率下的28天数据绘于图11-12中。
Armoteric CL8的名义结构显示于下面,它可通过使椰油基-NH-C8与丙烯酸反应,然后用NaOH中和而得到。
月桂基亚氨基二丙酸单钠和牛脂二胺三甲基二甜菜碱的名义结构分别可在实施例1和2中找到。
实施例5.
在相同试验中在草甘膦配制剂中将椰油胺-6EO甜菜碱与牛油脂肪胺-15EO作为阳性对照和无表面活性剂的试样作为阴性对照对比。草甘膦:表面活性剂比为3:1。
乙氧基化椰油胺(6EO)甜菜碱的名义结构显示于下面:
结果显示在168g ae/ha的比率下,含有椰油胺-6EO甜菜碱和牛油脂肪胺-15EO的草甘膦配制剂均赋予小麦优异的防治,而不具有表面活性剂的草甘膦试样不能给出许多防治。这可从在21天时取得的图13看出。
实施例6.
该实施例显示本发明表面活性剂与现有技术那些相比在高负载草甘膦(铵和钾盐)配制剂中的优点。所研究的试样和结果显示于下表中。
表5.一些本发明表面活性剂和现有技术表面活性剂的相容性研究
椰油两性聚羧基甘氨酸盐的化学结构显示于下面:
椰油亚氨基丙酸盐:
C12亚氨基二丙酸单钠:
#1至#5代表本发明,而#6-#8代表现有技术。朦胧外观表明缺乏相容性。
实施例7.
该实施例显示本发明不相容的表面活性剂可随着加入少量增容剂,C6-C9二甲氨基丙胺而变得相容。所研究的试样和结果显示于下表中。
表6.增容剂对月桂基亚氨基二丙酸单钠在浓K-草甘膦配制剂中的溶解性的影响
#1 | #2 | #3 | #4 | |
K-草甘膦 | 29.6% | 29.6% | 29.6% | 29.6% |
水 | 70.02% | 69.65% | 69.65% | 44.1% |
Deriphat 160C | 0.38% | 0.38% | 0.38% | 24.3% |
C<sub>6-9</sub>二甲氨基丙胺 | 0.37% | 2% | ||
氢氧化钠 | 0.37% | |||
在25℃下的外观 | 朦胧 | 清澈 | 朦胧 | 清澈 |
在该实施例中,如果Deriphat 160C的浓度>0.38%(表1中的#1),则Deriphat(Cognis Co.生产的30%月桂基亚氨基二丙酸单钠水溶液不可溶于29.6%K-草甘膦(aq.)中。随着0.37%C6-9二甲氨基丙胺的加入,朦胧配制剂变成清澈溶液(#2)。#3显示pH影响不是不溶性物种在K-草甘膦配制剂中溶解的主要原因。#1中该表面活性剂浓度低得多而不能赋予草甘膦效力任何益处。为使表面活性剂赋予草甘膦效力一致的益处,表面活性剂浓度通常必须大约大于7%。然而,如果2%C6-C9二甲氨基丙胺作为增容剂加入(#4),则大于24.3%的Deriphat可溶于29.6%K-草甘膦(aq.)中。
Claims (8)
1.一种增强包含至少一种农用活性物质的农用配制剂的效力的方法,所述方法包括向所述配制剂中加入具有以下官能团:N+CH2COO-、N+CH2COO-M+或N+CH2COOCH3至少之一的且具有如下一般结构的含氮表面活性剂:
其中R为C6-C22线性或支化、饱和或不饱和烃基;A=C1-C3线性或支化亚烷基;其中M为H、Na、K、Li、NH4、单乙醇胺、二乙醇胺、三乙醇胺、异丙胺、二甲胺或二甲氨基丙胺(DMAPA);m=0-10;B=C2-C6亚烷基;p=1-5;r=0-1;t=0-1;R1不存在或者为氢或CH3,且当R1为氢或CH3时,整个分子具有氯离子作为各个氢或CH3的抗衡离子;X=Y=Z=CH3(甲基),其中所述农用活性物质包含草甘膦和/或草甘膦的盐。
2.根据权利要求1的方法,其中m>0。
3.根据权利要求1的方法,其中r或t=0,m=0。
4.根据权利要求3的方法,其中p=1,B为C3亚烷基。
5.根据权利要求1的方法,其中当用于农用配制剂中时,所述表面活性剂为唯一表面活性剂。
6.根据权利要求1-3中任一项的方法,其中所述表面活性剂与包含烷基二甲氨基丙胺的另一表面活性剂一起用于农用配制剂中,其中烷基选自C5-C12中的一个或多个。
7.根据权利要求1-5中任一项的方法,其中含氮表面活性剂为椰油二胺三甲基甜菜碱。
8.根据权利要求6的方法,其中含氮表面活性剂为椰油二胺三甲基甜菜碱。
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- 2010-08-30 CN CN201710111256.3A patent/CN107148970B/zh active Active
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MX2012002496A (es) | 2012-06-19 |
EP2473035A2 (en) | 2012-07-11 |
SG178421A1 (en) | 2012-04-27 |
SG10201710398WA (en) | 2018-01-30 |
US20120157313A1 (en) | 2012-06-21 |
JP2014139199A (ja) | 2014-07-31 |
MX353323B (es) | 2018-01-08 |
EP2473035B1 (en) | 2019-12-25 |
JP2016193926A (ja) | 2016-11-17 |
CA2770615C (en) | 2017-09-12 |
US20150342183A1 (en) | 2015-12-03 |
JP5981340B2 (ja) | 2016-08-31 |
SG10201405301VA (en) | 2014-09-26 |
BR112012004066A2 (pt) | 2018-08-28 |
AR078511A1 (es) | 2011-11-16 |
WO2011026800A3 (en) | 2011-11-17 |
WO2011026800A2 (en) | 2011-03-10 |
JP2013503830A (ja) | 2013-02-04 |
CN102480941A (zh) | 2012-05-30 |
CN107148970A (zh) | 2017-09-12 |
AU2010291379B2 (en) | 2015-08-13 |
US20190045781A1 (en) | 2019-02-14 |
AU2015234381B2 (en) | 2017-02-02 |
CA2770615A1 (en) | 2011-03-10 |
AU2010291379A1 (en) | 2012-03-08 |
AU2015234381A1 (en) | 2015-10-29 |
AU2017201374A1 (en) | 2017-03-16 |
US9137988B2 (en) | 2015-09-22 |
US10123533B2 (en) | 2018-11-13 |
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