CN110692632B - Stabilizing agent for sulfonylurea herbicide and preparation method and application thereof - Google Patents
Stabilizing agent for sulfonylurea herbicide and preparation method and application thereof Download PDFInfo
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- CN110692632B CN110692632B CN201910833778.3A CN201910833778A CN110692632B CN 110692632 B CN110692632 B CN 110692632B CN 201910833778 A CN201910833778 A CN 201910833778A CN 110692632 B CN110692632 B CN 110692632B
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- CN
- China
- Prior art keywords
- stabilizer
- sulfonylurea herbicide
- sulfonylurea
- zinc
- mixture
- Prior art date
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- 239000003381 stabilizer Substances 0.000 title claims abstract description 206
- 239000004009 herbicide Substances 0.000 title claims abstract description 154
- 229940100389 Sulfonylurea Drugs 0.000 title claims abstract description 149
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 title claims abstract description 149
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 96
- 238000002360 preparation method Methods 0.000 title abstract description 27
- 239000000203 mixture Substances 0.000 claims abstract description 41
- 239000000344 soap Substances 0.000 claims abstract description 26
- 229910052751 metal Inorganic materials 0.000 claims abstract description 25
- 239000002184 metal Substances 0.000 claims abstract description 25
- 239000004480 active ingredient Substances 0.000 claims abstract description 18
- 239000002904 solvent Substances 0.000 claims abstract description 17
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 16
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 16
- 159000000007 calcium salts Chemical class 0.000 claims abstract description 13
- 150000003751 zinc Chemical class 0.000 claims abstract description 13
- 239000005577 Mesosulfuron Substances 0.000 claims abstract description 9
- MAYMYMXYWIVVOK-UHFFFAOYSA-N 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoic acid Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(CNS(C)(=O)=O)C=2)C(O)=O)=N1 MAYMYMXYWIVVOK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000005564 Halosulfuron methyl Substances 0.000 claims abstract description 3
- FMGZEUWROYGLAY-UHFFFAOYSA-N Halosulfuron-methyl Chemical group ClC1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OC FMGZEUWROYGLAY-UHFFFAOYSA-N 0.000 claims abstract description 3
- 238000003756 stirring Methods 0.000 claims description 21
- 238000005303 weighing Methods 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 17
- 238000010438 heat treatment Methods 0.000 claims description 13
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 8
- 239000002480 mineral oil Substances 0.000 claims description 8
- 235000010446 mineral oil Nutrition 0.000 claims description 8
- 238000011085 pressure filtration Methods 0.000 claims description 8
- 235000012424 soybean oil Nutrition 0.000 claims description 8
- 239000003549 soybean oil Substances 0.000 claims description 8
- 239000000706 filtrate Substances 0.000 claims description 7
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims description 6
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- XWKBMOUUGHARTI-UHFFFAOYSA-N tricalcium;diphosphite Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])[O-].[O-]P([O-])[O-] XWKBMOUUGHARTI-UHFFFAOYSA-N 0.000 claims description 6
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 claims description 6
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 5
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 4
- 239000000920 calcium hydroxide Substances 0.000 claims description 4
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 4
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 claims description 4
- 235000013539 calcium stearate Nutrition 0.000 claims description 4
- 239000008116 calcium stearate Substances 0.000 claims description 4
- 229940057995 liquid paraffin Drugs 0.000 claims description 4
- TXSUIVPRHHQNTM-UHFFFAOYSA-N n'-(3-methylanilino)-n-phenyliminobenzenecarboximidamide Chemical compound CC1=CC=CC(NN=C(N=NC=2C=CC=CC=2)C=2C=CC=CC=2)=C1 TXSUIVPRHHQNTM-UHFFFAOYSA-N 0.000 claims description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 4
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 4
- GAWWVVGZMLGEIW-GNNYBVKZSA-L zinc ricinoleate Chemical compound [Zn+2].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O.CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O GAWWVVGZMLGEIW-GNNYBVKZSA-L 0.000 claims description 4
- 229940100530 zinc ricinoleate Drugs 0.000 claims description 4
- IFNXAMCERSVZCV-UHFFFAOYSA-L zinc;2-ethylhexanoate Chemical compound [Zn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O IFNXAMCERSVZCV-UHFFFAOYSA-L 0.000 claims description 4
- JDLYKQWJXAQNNS-UHFFFAOYSA-L zinc;dibenzoate Chemical class [Zn+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 JDLYKQWJXAQNNS-UHFFFAOYSA-L 0.000 claims description 4
- -1 bisphenol a Chemical compound 0.000 claims description 3
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims description 3
- 230000000361 pesticidal effect Effects 0.000 claims description 3
- PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-UHFFFAOYSA-N 0.000 claims description 2
- BISHACNKZIBDFM-UHFFFAOYSA-N 5-amino-1h-pyrimidine-2,4-dione Chemical compound NC1=CNC(=O)NC1=O BISHACNKZIBDFM-UHFFFAOYSA-N 0.000 claims description 2
- 239000005711 Benzoic acid Substances 0.000 claims description 2
- PPWBRCCBKOWDNB-UHFFFAOYSA-N bensulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)CC=2C(=CC=CC=2)C(O)=O)=N1 PPWBRCCBKOWDNB-UHFFFAOYSA-N 0.000 claims description 2
- 235000010233 benzoic acid Nutrition 0.000 claims description 2
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical compound C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 claims description 2
- 239000002283 diesel fuel Substances 0.000 claims description 2
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 claims description 2
- VNTDZUDTQCZFKN-UHFFFAOYSA-L zinc 2,2-dimethyloctanoate Chemical compound [Zn++].CCCCCCC(C)(C)C([O-])=O.CCCCCCC(C)(C)C([O-])=O VNTDZUDTQCZFKN-UHFFFAOYSA-L 0.000 claims description 2
- 229940098697 zinc laurate Drugs 0.000 claims description 2
- 239000011787 zinc oxide Substances 0.000 claims description 2
- GPYYEEJOMCKTPR-UHFFFAOYSA-L zinc;dodecanoate Chemical compound [Zn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O GPYYEEJOMCKTPR-UHFFFAOYSA-L 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- VXMNDQDDWDDKOQ-UHFFFAOYSA-N Pyrazosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N(N=CC=2C(O)=O)C)=N1 VXMNDQDDWDDKOQ-UHFFFAOYSA-N 0.000 claims 1
- 238000000354 decomposition reaction Methods 0.000 abstract description 36
- 239000000575 pesticide Substances 0.000 abstract description 23
- 239000003795 chemical substances by application Substances 0.000 abstract description 16
- 239000000375 suspending agent Substances 0.000 abstract description 11
- 239000004551 spreading oil Substances 0.000 abstract description 8
- 239000005472 Bensulfuron methyl Substances 0.000 abstract description 6
- XMQFTWRPUQYINF-UHFFFAOYSA-N bensulfuron-methyl Chemical group COC(=O)C1=CC=CC=C1CS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 XMQFTWRPUQYINF-UHFFFAOYSA-N 0.000 abstract description 6
- BGNQYGRXEXDAIQ-UHFFFAOYSA-N Pyrazosulfuron-ethyl Chemical group C1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OCC BGNQYGRXEXDAIQ-UHFFFAOYSA-N 0.000 abstract description 4
- 238000009472 formulation Methods 0.000 abstract description 3
- 239000012669 liquid formulation Substances 0.000 abstract description 3
- 238000012545 processing Methods 0.000 abstract description 3
- 239000007788 liquid Substances 0.000 abstract description 2
- 239000003921 oil Substances 0.000 description 24
- 235000019198 oils Nutrition 0.000 description 24
- 238000003860 storage Methods 0.000 description 17
- 238000013112 stability test Methods 0.000 description 13
- NIFKBBMCXCMCAO-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoate Chemical group COC(=O)C1=CC=C(CNS(C)(=O)=O)C=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 NIFKBBMCXCMCAO-UHFFFAOYSA-N 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 10
- 230000000087 stabilizing effect Effects 0.000 description 9
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 8
- 239000003995 emulsifying agent Substances 0.000 description 8
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 8
- 229940073769 methyl oleate Drugs 0.000 description 8
- 239000004576 sand Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 230000008719 thickening Effects 0.000 description 6
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 6
- 239000005586 Nicosulfuron Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- RTCOGUMHFFWOJV-UHFFFAOYSA-N nicosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)C(=O)N(C)C)=N1 RTCOGUMHFFWOJV-UHFFFAOYSA-N 0.000 description 4
- 230000009286 beneficial effect Effects 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- GLOQRSIADGSLRX-UHFFFAOYSA-N decyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCCCC)OC1=CC=CC=C1 GLOQRSIADGSLRX-UHFFFAOYSA-N 0.000 description 3
- 238000005338 heat storage Methods 0.000 description 3
- 239000012053 oil suspension Substances 0.000 description 3
- XEJNEDVTJPXRSM-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylic acid Chemical compound OC(=O)C1(C)CC(C(O)=O)=NN1C1=CC=C(Cl)C=C1Cl XEJNEDVTJPXRSM-UHFFFAOYSA-N 0.000 description 2
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 description 2
- LBSJFUFSEQQYFC-UHFFFAOYSA-N 8,8-diphenyloctyl dihydrogen phosphite Chemical compound C=1C=CC=CC=1C(CCCCCCCOP(O)O)C1=CC=CC=C1 LBSJFUFSEQQYFC-UHFFFAOYSA-N 0.000 description 2
- NXQDBZGWYSEGFL-UHFFFAOYSA-N Anilofos Chemical compound COP(=S)(OC)SCC(=O)N(C(C)C)C1=CC=C(Cl)C=C1 NXQDBZGWYSEGFL-UHFFFAOYSA-N 0.000 description 2
- 239000005529 Florasulam Substances 0.000 description 2
- QZXATCCPQKOEIH-UHFFFAOYSA-N Florasulam Chemical compound N=1N2C(OC)=NC=C(F)C2=NC=1S(=O)(=O)NC1=C(F)C=CC=C1F QZXATCCPQKOEIH-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- OPGCOAPTHCZZIW-UHFFFAOYSA-N diethyl 1-(2,4-dichlorophenyl)-5-methyl-4h-pyrazole-3,5-dicarboxylate Chemical group CCOC(=O)C1(C)CC(C(=O)OCC)=NN1C1=CC=C(Cl)C=C1Cl OPGCOAPTHCZZIW-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JJHHIJFTHRNPIK-UHFFFAOYSA-N Diphenyl sulfoxide Chemical compound C=1C=CC=CC=1S(=O)C1=CC=CC=C1 JJHHIJFTHRNPIK-UHFFFAOYSA-N 0.000 description 1
- 239000005584 Metsulfuron-methyl Substances 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- IHBCFWWEZXPPLG-UHFFFAOYSA-N [Ca].[Zn] Chemical compound [Ca].[Zn] IHBCFWWEZXPPLG-UHFFFAOYSA-N 0.000 description 1
- SLETZFVTVXVPLS-UHFFFAOYSA-N [Zn].[Cd].[Ba] Chemical compound [Zn].[Cd].[Ba] SLETZFVTVXVPLS-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000006084 composite stabilizer Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- RSMUVYRMZCOLBH-UHFFFAOYSA-N metsulfuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 RSMUVYRMZCOLBH-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- AXRSHKZFNKUGQB-UHFFFAOYSA-N octyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCC)OC1=CC=CC=C1 AXRSHKZFNKUGQB-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000001502 supplementing effect Effects 0.000 description 1
Classifications
-
- 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
- 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
- A01N25/22—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 containing ingredients stabilising the active ingredients
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses a sulfonylurea herbicide stabilizer and a preparation method thereof, wherein the total weight of the stabilizer for sulfonylurea herbicides is 100%, and the stabilizer for sulfonylurea herbicides comprises the following components in parts by weight: 10-50% of metal soap stabilizer; 5 to 30 percent of auxiliary stabilizer; 5 to 30 percent of antioxidant; the solvent is complemented to 100%; wherein the metal soap stabilizer is a mixture of a calcium salt stabilizer and a zinc salt stabilizer. The stabilizer of the invention is suitable for various liquid formulations of sulfonylurea herbicides such as mesosulfuron, bensulfuron-methyl, pyrazosulfuron-ethyl, halosulfuron-methyl, flucarbazone-methyl and the like, and the better formulations are missible oil, dispersible oil suspending agent or film spreading oil agent. The stabilizing agent can obviously reduce the decomposition of the active ingredients of the sulfonylurea herbicide in the processing of pesticide preparations and keep the quality of pesticide liquid preparation products stable.
Description
Technical Field
The invention relates to the technical field of pesticides, in particular to a stabilizing agent for sulfonylurea herbicides and a preparation method and application thereof.
Background
The sulfonylurea herbicide has wide herbicidal spectrum and high activity, and may be used widely in dry land and paddy field. Through research, the vegetable oil, the mineral oil and the methyl esterified vegetable oil can promote the drug effect of the herbicide to be exerted, so that the emulsifiable solution, the dispersible oil suspending agent, the film-spreading oil agent and other liquid formulations are better formulations of the herbicide. However, in the processing of such oil preparations, sulfonylurea herbicides have a problem of decomposition of active ingredients. For example, under the condition that the mesosulfuron-methyl dispersible oil suspending agent is not added with a stabilizer, the decomposition rate of the thermal storage 14d is more than 15%, the thermal storage 14d is compounded with other herbicides and is decomposed more seriously, and the decomposition rate can reach more than 20%, and the application of the herbicides is severely restricted. The stability of the preparation is an important index for the pesticide standard and the quality measurement of products, and also guarantees that the pesticide can fully exert the pesticide effect in the using process. Therefore, the research on the stabilizer aiming at the active ingredients of the pesticide has great significance for improving the quality and ensuring the pesticide effect of the pesticide preparation.
Aiming at the problem that the active ingredients of the sulfonylurea herbicides are easy to decompose, the prior art adopts a stabilizing method comprising water regulation, pH value control, preparation system regulation and the like. In the aspect of using the stabilizer, a pH value regulator such as citric acid, triethanolamine and the like is common; moisture regulators such as anhydrous sodium carbonate, lignin, etc., but the stabilizing effect and the applicable range are not ideal. Meanwhile, sulfonylurea herbicide stabilizers have been disclosed in some patent documents. Patent CN 103960234B discloses that the high-efficiency stabilizer of sulfonylurea herbicides such as bensulfuron-methyl and metsulfuron-methyl is triphenyl phosphite and diphenyl sulfoxide, and the stabilizer can make the decomposition rate of the pesticide film-spreading oil agent stored at normal temperature for two years less than 5%, but the influence of the diversity of the preparation system on the stabilizing effect of the stabilizer is not involved. Patent CN 108041033a discloses a composite stabilizer for sulfonylurea herbicides, comprising a pH adjuster, a desiccant and urotropine, which can reduce the decomposition problem of sulfonylurea herbicide dispersible oil suspension. However, the invention is not concerned with the flexibility of a wider range of formulation systems.
The above invention can well control the decomposition of sulfonylurea herbicides under proper conditions, but the chemical stability effect is limited under certain preparation conditions, so that a stabilizer or a stabilizing technology capable of effectively controlling the decomposition of the active ingredients of sulfonylurea herbicides and adapting to more preparation systems is needed.
PVC heat stabilizer is a kind of existing, long-developing additives in the plastic industry, and can prevent or reduce the degradation or crosslinking of polymers caused by heating in the processing and using processes, and prolong the service life of composite materials. The common stabilizer comprises a composite calcium zinc stabilizer, a composite barium cadmium zinc stabilizer and the like, and can better solve the problems of oxidation discoloration and the like of PVC products. However, in the field of pesticides, the chemical stability of similar types of compounds for pesticides has not been reported, particularly in liquid formulations of herbicides.
Disclosure of Invention
The invention aims to provide a stabilizing agent for sulfonylurea herbicides, and aims to solve the problem that active ingredients of the sulfonylurea herbicides are easy to decompose in the using process in the prior art.
In order to achieve the purpose, the invention adopts the following technical scheme:
a stabilizer for sulfonylurea herbicides comprising the following components in parts by weight, based on 100% by weight of the stabilizer for sulfonylurea herbicides:
wherein the metal soap stabilizer is a mixture of a calcium salt stabilizer and a zinc salt stabilizer.
And, a method for preparing a stabilizer for sulfonylurea herbicides, comprising the steps of:
weighing the components according to the stabilizing agent for the sulfonylurea herbicide;
uniformly stirring the solvent, adding a metal soap stabilizer, an auxiliary stabilizer and an antioxidant, and heating and stirring for 2-3 hours to obtain a first mixture;
and (3) carrying out pressure filtration on the first mixture to obtain a light yellow filtrate, wherein the light yellow filtrate is a stabilizer for the sulfonylurea herbicide.
And a sulfonylurea herbicide, wherein the sulfonylurea herbicide comprises 5-10% of a stabilizer by taking the total weight of the sulfonylurea herbicide as 100%, and the stabilizer comprises the following components in percentage by weight by taking the total weight of the stabilizer as 100%: 10-50% of metal soap stabilizer; 5 to 30 percent of auxiliary stabilizer; 5 to 30 percent of antioxidant; make up to 100% solvent; wherein the metal soap stabilizer is a mixture of a calcium salt stabilizer and a zinc salt stabilizer.
Compared with the prior art, the stabilizing agent for the sulfonylurea herbicide provided by the invention comprises 10-50% of metal soap stabilizing agent; 5 to 30 percent of auxiliary stabilizer; 5 to 30 percent of antioxidant and solvent which is complemented to 100 percent, wherein the metal soap stabilizer is a mixture of calcium salt stabilizer and zinc salt stabilizer. The stabilizer provided by the invention can reduce the decomposition rate of the effective components in the sulfonylurea herbicide, so that the decomposition rate of the effective components in the pesticide during thermal storage is lower than 5%, and the utilization rate of the active components of the pesticide is favorably improved. And the stabilizer has good stabilizing effect, low cost and good practical value.
The preparation method of the stabilizing agent for the sulfonylurea herbicide provided by the invention only needs to mix the components according to the proportion, and the preparation method can uniformly disperse the components, thereby endowing the stabilizing agent for the sulfonylurea herbicide with excellent stability while realizing the beneficial effect of the stabilizing agent for the sulfonylurea herbicide. In addition, the preparation method has simple process, controllable conditions and low equipment requirement, and can be used for industrial production.
The sulfonylurea herbicide provided by the invention comprises 5-10% of stabilizer by taking the total weight of the sulfonylurea herbicide as 100%, and the stabilizer comprises the following components by weight percent by taking the total weight of the stabilizer as 100%: 10-50% of metal soap stabilizer; 5 to 30 percent of auxiliary stabilizer; 5 to 30 percent of antioxidant; make up to 100% solvent; wherein the metal soap stabilizer is a mixture of a calcium salt stabilizer and a zinc salt stabilizer. The addition of 5-10% of the stabilizing agent for the sulfonylurea herbicide can ensure the stability of the sulfonylurea herbicide, reduce the decomposition rate of the effective components in the sulfonylurea herbicide, ensure that the decomposition rate of the effective components of the pesticide in hot storage is lower than 5%, facilitate the improvement of the utilization rate of the active components of the pesticide, and ensure that the sulfonylurea herbicide is wider in use and better in effect.
Detailed Description
In order to make the objects, technical solutions and technical effects of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are some embodiments of the present invention, but not all embodiments. All other embodiments obtained by a person of ordinary skill in the art without any inventive step in connection with the embodiments of the present invention shall fall within the scope of protection of the present invention.
In the description of the present invention, it is to be understood that the terms "first", "second" and the like are used for descriptive purposes only and are not to be construed as indicating or implying relative importance or implying any number of technical features indicated. Thus, a feature defined as "first" or "second" may explicitly or implicitly include one or more of that feature. In the description of the present invention, "a plurality" means two or more unless specifically defined otherwise.
The embodiment of the invention provides a stabilizing agent for sulfonylurea herbicides, which comprises the following components in parts by weight based on 100% of the weight of the stabilizing agent for sulfonylurea herbicides:
wherein the metal soap stabilizer is a mixture of a calcium salt stabilizer and a zinc salt stabilizer.
Specifically, the stabilizer for sulfonylurea herbicides comprises 10 to 50% of a metallic soap stabilizer, based on 100% by weight of the stabilizer for sulfonylurea herbicides. Wherein the metal soap stabilizer is a mixture of a calcium salt stabilizer and a zinc salt stabilizer. Specifically, the addition amount of the metal soap stabilizer is 10% to 50%, and in the specific embodiment of the invention, the addition amount of the metal soap stabilizer is 25%, 30%, 40% or 50%.
Preferably, the calcium salt stabilizer is at least one selected from the group consisting of calcium stearate, calcium ricinoleate, calcium hydroxide, and calcium phosphite. Preferably, the zinc salt stabilizer is at least one selected from the group consisting of zinc stearate, zinc ricinoleate, zinc 2-ethylhexanoate, zinc laurate, zinc naphthenate, zinc neodecanoate, zinc oxide, benzoic acid, and substituted zinc benzoate.
Specifically, the stabilizing agent for sulfonylurea herbicides comprises 5 to 30 percent of auxiliary stabilizing agent, based on 100 percent of the weight of the stabilizing agent for sulfonylurea herbicides. In the specific embodiment of the present invention, the addition amount of the auxiliary stabilizer is 5%, 10%, 16%, 25%.
Preferably, the auxiliary stabilizer is at least one selected from the group consisting of epoxidized soybean oil, epichlorohydrin, diphenyl monooctyl phosphite, diphenyl monodecanyl phosphite, trisnonylphenyl phosphite, dibenzoyl methane, pentaerythritol, distearyl pentaerythritol diphosphite and aminouracil.
Specifically, the stabilizer for sulfonylurea herbicides comprises 5 to 30% of an antioxidant, based on 100% by weight of the stabilizer for sulfonylurea herbicides. In the specific embodiment of the invention, the addition amount of the antioxidant is 5%, 6%, 7% or 10%.
Preferably, the antioxidant is at least one selected from the group consisting of 2, 6-di-tert-butyl-p-cresol, bisphenol A and nonylphenol.
Specifically, the solvent is made up to 100% by weight of the stabilizer for sulfonylurea herbicides of 100%. The water of the sulfonylurea herbicide is favorable for the decomposition of the active ingredients, so the added solvent is an organic solvent, on one hand, the similar compatible effect can be achieved, and the uniform mixing of the components is promoted; on the other hand, the sulfonylurea herbicide can be kept unfavorable for decomposition, and the beneficial effect is kept. In a specific embodiment of the present invention, the solvent is added in an amount of 30%, 34%, 45%, 49%, 63%.
Preferably, the solvent is at least one selected from the group consisting of liquid paraffin, white oil, diesel oil, mineral oil, and oxidized soybean oil.
Preferably, the stabilizing agent is suitable for sulfonylurea herbicides in the dosage forms of missible oil, dispersible oil suspending agents or film-spreading oil agents.
Compared with the stabilizing effect of other sulfonylurea stabilizers, the experimental results in the 30g/L mesosulfuron-methyl dispersible oil suspending agent are shown in the following table 1:
TABLE 1
As can be seen from Table 1, the stabilizer of the invention has good stabilizing effect on sulfonylurea herbicides in a wider pesticide preparation system range, has a decomposition rate of less than 5 percent after being stored for 14 days, and is superior to the prior conventional stabilizer in stabilizing effect and application range.
The stabilizer for sulfonylurea herbicide provided by the invention comprises 10-50% of metal soap stabilizer; 5 to 30 percent of auxiliary stabilizer; 5 to 30 percent of antioxidant and solvent which is complemented to 100 percent, wherein the metal soap stabilizer is a mixture of calcium salt stabilizer and zinc salt stabilizer. The stabilizer provided by the invention can reduce the decomposition rate of the effective components in the sulfonylurea herbicide, so that the decomposition rate of the effective components in the pesticide during thermal storage is lower than 5%, and the utilization rate of the active components of the pesticide is favorably improved. And the stabilizer has good stabilizing effect, low cost and good practical value.
The above-mentioned stabilizer for sulfonylurea herbicides is prepared by the following method for preparing a stabilizer for sulfonylurea herbicides.
Correspondingly, the embodiment of the invention also provides a preparation method of the stabilizing agent for the sulfonylurea herbicide. The method comprises the following steps:
s01, weighing each component according to the stabilizing agent for the sulfonylurea herbicide;
s02, uniformly stirring the solvent, adding a metal soap stabilizer, an auxiliary stabilizer and an antioxidant, and heating and stirring for 2-3 hours to obtain a first mixture;
s03, carrying out pressure filtration on the first mixture to obtain a light yellow filtrate, wherein the light yellow filtrate is a stabilizer for the sulfonylurea herbicide.
Specifically, in the step S01, the components are weighed according to the stabilizer for sulfonylurea herbicides, which is consistent with the above discussion and will not be described herein again.
Specifically, in the step S02, the solvent is uniformly stirred, the metal soap stabilizer, the auxiliary stabilizer, and the antioxidant are added, and the mixture is heated and stirred for 2 to 3 hours to obtain the first mixture. Preferably, in the step of heating and stirring, the heating temperature is 107-120 ℃.
Specifically, in the above step S03, the first mixture is filter-pressed to obtain a pale yellow filtrate, which is a stabilizer for the sulfonylurea herbicide. The stabilizing agent for sulfonylurea herbicides is treated by a filter pressing method to remove insoluble impurities, and the stabilizing agent for sulfonylurea herbicides, which can be used as the sulfonylurea herbicides in the dosage forms of missible oil, dispersible oil suspending agents or film-spreading oil agents, is obtained.
The preparation method of the stabilizing agent for the sulfonylurea herbicide provided by the invention only needs to mix the components according to the proportion, and the preparation method can uniformly disperse the components, thereby endowing the stabilizing agent for the sulfonylurea herbicide with excellent stability while realizing the beneficial effect of the stabilizing agent for the sulfonylurea herbicide. In addition, the preparation method has simple process, controllable conditions and low equipment requirement, and can be used for industrial production.
Correspondingly, the embodiment of the invention also provides a sulfonylurea herbicide, and the sulfonylurea herbicide comprises 5-10% of a stabilizing agent for the sulfonylurea herbicide, based on 100% of the weight of the sulfonylurea herbicide.
Preferably, the sulfonylurea herbicide is selected from emulsifiable concentrate, dispersible oil suspending agent or film-spreading oil agent. Further preferably, the pesticide active ingredient of the sulfonylurea herbicide is any one selected from the group consisting of mesosulfuron, bensulfuron, pyrazosulfuron-ethyl, halosulfuron-methyl and flucarbazone-methyl.
The sulfonylurea herbicide provided by the invention comprises 5-10% of stabilizer by taking the total weight of the sulfonylurea herbicide as 100%, and the stabilizer comprises the following components by weight percent by taking the total weight of the stabilizer as 100%: 10-50% of metal soap stabilizer; 5 to 30 percent of auxiliary stabilizer; 5 to 30 percent of antioxidant; make up to 100% solvent; wherein the metal soap stabilizer is a mixture of a calcium salt stabilizer and a zinc salt stabilizer. The addition of 5-10% of the stabilizing agent for the sulfonylurea herbicide can ensure the stability of the sulfonylurea herbicide, reduce the decomposition rate of the effective components in the sulfonylurea herbicide, ensure that the decomposition rate of the effective components of the pesticide in hot storage is lower than 5%, facilitate the improvement of the utilization rate of the active components of the pesticide, and ensure that the sulfonylurea herbicide is wider in use and better in effect.
The present invention will now be described in further detail by taking as an example a stabilizer for sulfonylurea herbicides and a method for preparing the same.
The stabilizers for sulfonylurea herbicides were subjected to stability test:
a stability test method of a stabilizing agent for sulfonylurea herbicides and the steps thereof: adding a certain proportion of stabilizer into the pesticide liquid preparation, stirring and mixing or preparing and sanding together, after the sample is prepared, immediately measuring the content of effective components of the sample and carrying out a stability storage test at normal temperature over time; and then carrying out a heat storage test, namely placing the sample in an oven at 54 +/-2 ℃, measuring the content of the effective components in the sample after the sample is placed for 14 days (14d), and calculating the decomposition rate of the effective components.
The decomposition rate is calculated by taking the content of the effective components measured before storage as a reference, and the decomposition rate is less than or equal to 5 percent after the storage with heat storage for 14d (54 +/-2 ℃) and the storage with the stability at normal temperature is qualified.
Decomposition rate calculation formula: the decomposition rate (%) - (content of active ingredient in sample before storage-content of active ingredient in sample after heat storage)/content of active ingredient in sample before storage × 100%.
Example 1
The preparation method of the stabilizing agent for the sulfonylurea herbicide comprises the following steps: weighing 30% of zinc stearate, 10% of calcium stearate, 20% of epoxidized soybean oil, 5% of diphenyl-octyl phosphite, 5% of 2, 6-ditert-butyl-p-cresol and 30% of white oil; uniformly stirring the white oil, adding 30% of zinc stearate, 10% of calcium stearate, 20% of epoxidized soybean oil, 5% of diphenyl-octyl phosphite, 5% of 2, 6-ditert-butyl-p-cresol, and heating and stirring at 107-120 ℃ for 2-3 hours to obtain a first mixture; and (3) carrying out pressure filtration on the first mixture to obtain the stabilizing agent for the sulfonylurea herbicide.
A method for producing a sulfonylurea herbicide containing 5% of the above-mentioned stabilizer for sulfonylurea herbicides: weighing 3% of mesosulfuron-methyl, 9% of mefenpyr-diethyl, 15% of emulsifier, 4% of thickening rheological agent, 5% of the stabilizing agent for the sulfonylurea herbicide and supplementing methyl oleate. Sanding the mixture in a sand mill for 2 hours to obtain the 3 percent methyldisulfuron dispersible oil suspending agent containing 5 percent of stabilizing agent.
A method for producing a sulfonylurea herbicide containing 10% of the above-described stabilizer for sulfonylurea herbicides: weighing 3% of mesosulfuron-methyl, 9% of mefenpyr-diethyl, 15% of emulsifier, 4% of thickening rheological agent, 10% of the stabilizing agent for the sulfonylurea herbicide and the balance of methyl oleate. Sanding the mixture in a sand mill for 2 hours to obtain the 3 percent methyldisulfuron dispersible oil suspending agent containing 5 percent of stabilizing agent.
The sulfonylurea herbicide containing 5% of the stabilizer for sulfonylurea herbicides prepared in example 1, the sulfonylurea herbicide containing 10% of the stabilizer for sulfonylurea herbicides prepared in example 1, and conventional 5% triphenylphosphite were subjected to a chemical storage stability test according to the above stability test method, the content of the effective ingredient mesosulfuron-methyl in the sample was measured, and the decomposition rate of mesosulfuron-methyl was calculated, and the results are shown in table 2 below:
TABLE 2
Example 2
The preparation method of the stabilizing agent for the sulfonylurea herbicide comprises the following steps: weighing 40% of zinc stearate, 10% of calcium ricinoleate, 10% of epichlorohydrin, 6% of nonylphenol and 34% of white oil; uniformly stirring the white oil, adding 40% of zinc stearate, 10% of calcium ricinoleate, 10% of epoxy chloropropane, 6% of nonylphenol, and heating and stirring at the temperature of 107-120 ℃ for 2-3 hours to obtain a first mixture; and (3) carrying out pressure filtration on the first mixture to obtain the stabilizing agent for the sulfonylurea herbicide.
A method for producing a sulfonylurea herbicide containing 5% of the above-mentioned stabilizer for sulfonylurea herbicides: weighing 1.5% of mesosulfuron, 0.5% of florasulam, 4.5% of mefenpyr, 15% of emulsifier, 5% of thickening rheological agent, 5% of the prepared stabilizer and 65.5% of methyl oleate, and sanding the mixture in a sand mill for 2 hours to obtain the 2% difluo-mesosulfuron dispersible oil suspension.
A method for producing a sulfonylurea herbicide containing 10% of the above-described stabilizer for sulfonylurea herbicides: weighing 1.5% of mesosulfuron, 0.5% of florasulam, 4.5% of mefenpyr, 15% of emulsifier, 5% of thickening rheological agent, 10% of the prepared stabilizer and 65.5% of methyl oleate, and sanding the mixture in a sand mill for 2 hours to obtain the 2% difluo-mesosulfuron dispersible oil suspension.
The sulfonylurea herbicide containing 5% of the stabilizer for sulfonylurea herbicides prepared in example 2, the sulfonylurea herbicide containing 10% of the stabilizer for sulfonylurea herbicides prepared in example 2, and conventional 10% triphenylphosphite were subjected to a chemical storage stability test according to the above stability test method, the content of the effective ingredient mesosulfuron-methyl in the sample was measured, and the decomposition rate of mesosulfuron-methyl was calculated, and the results are shown in table 3 below:
TABLE 3
Example 3
The preparation method of the stabilizing agent for the sulfonylurea herbicide comprises the following steps: weighing 20% of calcium hydroxide, 10% of zinc ricinoleate, 6% of epichlorohydrin, 10% of diphenyl-decyl phosphite, 5% of 2, 6-ditert-butyl-p-cresol, 15% of liquid paraffin and 34% of white oil; uniformly stirring the white oil, adding 20% of calcium hydroxide, 10% of zinc ricinoleate, 6% of epoxy chloropropane, 10% of diphenyl-decyl phosphite, 5% of 2, 6-ditert-butyl-p-cresol, 15% of liquid paraffin, and heating and stirring at 107-120 ℃ for 2-3 hours to obtain a first mixture; and (3) carrying out pressure filtration on the first mixture to obtain the stabilizing agent for the sulfonylurea herbicide.
A method for producing a sulfonylurea herbicide containing 7% of the above-described stabilizer for sulfonylurea herbicides: weighing 4% of nicosulfuron, 16% of emulsifier, 4% of thickening rheological agent, 7% of the prepared stabilizer and 2% of methyl oleate, and sanding the mixture in a sand mill for 2 hours to obtain the 4% of nicosulfuron dispersible oil suspending agent.
A method for producing a sulfonylurea herbicide containing 10% of the above-described stabilizer for sulfonylurea herbicides: weighing 4% of nicosulfuron, 16% of emulsifier, 4% of thickening rheological agent, 10% of the prepared stabilizer and 2% of methyl oleate, and sanding the mixture in a sand mill for 2 hours to obtain the 4% of nicosulfuron dispersible oil suspending agent.
The sulfonylurea herbicide containing 7% of the stabilizer for sulfonylurea herbicides prepared in example 3, the sulfonylurea herbicide containing 10% of the stabilizer for sulfonylurea herbicides prepared in example 3, and conventional 5% urea were subjected to a chemical storage stability test according to the stability test method described above, the content of the active ingredient mesosulfuron-methyl in the sample was measured, and the decomposition rate of mesosulfuron-methyl was calculated, and the results are shown in table 4 below:
TABLE 4
Example 4
The preparation method of the stabilizing agent for the sulfonylurea herbicide comprises the following steps: weighing 15% of calcium phosphite, 10% of zinc benzoate, 5% of pentaerythritol, 7% of nonylphenol, 30% of mineral oil and 33% of white oil; uniformly stirring the white oil, adding 15% of calcium phosphite, 10% of zinc benzoate, 5% of pentaerythritol and 7% of nonylphenol, and heating and stirring at 107-120 ℃ for 2-3 hours to obtain a first mixture; and (3) carrying out pressure filtration on the first mixture to obtain the stabilizing agent for the sulfonylurea herbicide.
A method for producing a sulfonylurea herbicide containing 5% of the above-mentioned stabilizer for sulfonylurea herbicides: weighing 1.7% pyrazosulfuron-ethyl, 30.3% anilofos, 6% emulsifier, 5% of the stabilizer for the sulfonylurea herbicide, and the balance of mineral oil, and sanding the mixture in a sand mill for 2 hours to obtain 32% pyrazosulfuron-ethyl anilofos missible oil.
A method for producing a sulfonylurea herbicide containing 8% of the above-described stabilizer for sulfonylurea herbicides: weighing 1.7% pyrazosulfuron-ethyl, 30.3% anilofos, 6% emulsifier, 8% of the stabilizing agent for the sulfonylurea herbicide, and the balance of mineral oil, and sanding the mixture in a sand mill for 2 hours to obtain 32% pyrazosulfuron-ethyl anilofos missible oil.
The sulfonylurea herbicide containing 5% of the stabilizer for sulfonylurea herbicides prepared in example 4, the sulfonylurea herbicide containing 8% of the stabilizer for sulfonylurea herbicides prepared in example 4, and conventional 5% urotropin were subjected to a chemical storage stability test according to the above stability test method, the content of the active ingredient mesosulfuron in the sample was measured, and the decomposition rate of mesosulfuron was calculated, and the results are shown in table 5 below:
TABLE 5
Example 5
The preparation method of the stabilizing agent for the sulfonylurea herbicide comprises the following steps: weighing 30% of calcium phosphite, 10% of zinc 2-ethylhexanoate, 5% of trisnonylphenyl phosphite, 10% of 2, 6-di-tert-butyl-p-cresol and 45% of oxidized soybean oil; uniformly stirring the oxidized soybean oil, adding 30% of calcium phosphite, 10% of zinc 2-ethylhexanoate, 5% of trisnonylphenyl phosphite and 10% of 2, 6-ditert-butyl-p-cresol, and heating and stirring at 107-120 ℃ for 2-3 hours to obtain a first mixture; and (3) carrying out pressure filtration on the first mixture to obtain the stabilizing agent for the sulfonylurea herbicide.
A method for producing a sulfonylurea herbicide containing 5% of the above-mentioned stabilizer for sulfonylurea herbicides: weighing 10% of bensulfuron methyl, 5% of film forming agent, 40% of mineral oil, 2.5% of cyclohexanone, 5% of dispersing agent, 5% of the stabilizing agent for the sulfonylurea herbicide, and adding the balance of methyl oleate, stirring and mixing uniformly to obtain the 5% bensulfuron methyl spreading oil agent.
A method for producing a sulfonylurea herbicide containing 10% of the above-described stabilizer for sulfonylurea herbicides: weighing 10% of bensulfuron methyl, 5% of film forming agent, 40% of mineral oil, 2.5% of cyclohexanone, 5% of dispersing agent, 10% of the stabilizing agent for the sulfonylurea herbicide, and adding the balance of methyl oleate, stirring and mixing uniformly to obtain the 10% bensulfuron methyl spreading oil agent.
The sulfonylurea herbicide containing 5% of the stabilizer for sulfonylurea herbicides prepared in example 5, the sulfonylurea herbicide containing 10% of the stabilizer for sulfonylurea herbicides prepared in example 5, and conventional 5% epichlorohydrin were subjected to a chemical storage stability test according to the stability test method described above, the content of the active ingredient mesosulfuron-methyl in the sample was measured, and the decomposition rate of mesosulfuron-methyl was calculated, and the results are shown in table 6 below:
TABLE 6
Stability test of the stabilizers for sulfonylurea herbicides prepared in the above examples 1 to 5 revealed that: the decomposition rates of the stabilizer containing 5% and the stabilizer containing 10% prepared in example 1 after being stored for 14d were 4.47% and 3.03%, respectively; the decomposition rates of the stabilizer containing 5% and the stabilizer containing 10% prepared in example 2 after being stored for 14d are 4.67% and 4.05%, respectively; the decomposition rates of the stabilizer containing 7% and the stabilizer containing 10% prepared in example 3 after being stored for 14 days are 4.94% and 4.79%, respectively; the decomposition rates of the stabilizer containing 5% and the stabilizer containing 8% prepared in example 4 after being stored for 14 days are 4.73% and 4.71%, respectively; the decomposition rates of the stabilizer containing 5% and the stabilizer containing 10% prepared in example 5 after being stored for 14 days are 4.82% and 3.98%, respectively; the stabilizing agent for the sulfonylurea herbicide prepared in the above embodiments 1 to 5 is added, so that the stability of the sulfonylurea herbicide can be ensured, the decomposition rate of the active ingredients in the sulfonylurea herbicide is reduced, the decomposition rate of the active ingredients in the pesticide during hot storage is lower than 5%, the improvement of the utilization rate of the active ingredients of the pesticide is facilitated, the sulfonylurea herbicide is more widely used, and the effect is better.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents and improvements made within the spirit and principle of the present invention are intended to be included within the scope of the present invention.
Claims (8)
1. The application of a stabilizer in a sulfonic acid herbicide is characterized in that the stabilizer comprises the following components in percentage by weight based on the total weight of the stabilizer as 100 percent:
10% -50% of metal soap stabilizer;
5% -30% of auxiliary stabilizer;
5% -30% of an antioxidant;
the solvent is complemented to 100%;
wherein the metal soap stabilizer is a mixture of a calcium salt stabilizer and a zinc salt stabilizer;
the calcium salt stabilizer is at least one selected from calcium stearate, calcium ricinoleate, calcium hydroxide and calcium phosphite, and the zinc salt stabilizer is at least one selected from zinc stearate, zinc ricinoleate, zinc 2-ethylhexanoate, zinc laurate, zinc naphthenate, zinc neodecanoate, zinc oxide, benzoic acid and substituted zinc benzoate.
2. Use according to claim 1, characterized in that the auxiliary stabilizer is selected from at least one of epoxidized soybean oil, epichlorohydrin, diphenyl-mono-octyl phosphite, diphenyl-mono-decyl phosphite, trisnonylphenyl phosphite, dibenzoylmethane, pentaerythritol, distearyl pentaerythritol diphosphite, aminouracil.
3. Use according to claim 1, wherein the antioxidant is selected from at least one of 2, 6-di-tert-butyl-p-cresol, bisphenol a, nonylphenol.
4. Use according to claim 1, wherein the solvent is selected from at least one of liquid paraffin, diesel oil, mineral oil, oxidized soybean oil.
5. The use according to any one of claims 1 to 4, wherein the stabilizer is prepared by a process comprising the steps of:
weighing the components according to the stabilizer;
uniformly stirring the solvent, adding a metal soap stabilizer, an auxiliary stabilizer and an antioxidant, and heating and stirring for 2-3 hours to obtain a first mixture;
and (3) carrying out pressure filtration on the first mixture to obtain a light yellow filtrate, wherein the light yellow filtrate is a stabilizer for the sulfonylurea herbicide.
6. The use according to claim 5, wherein the heating temperature in the step of heating and stirring is 107-120 ℃.
7. The sulfonylurea herbicide is characterized in that the sulfonylurea herbicide comprises 5-10% of stabilizer by taking the total weight of the sulfonylurea herbicide as 100%, and the stabilizer comprises the following components in percentage by weight by taking the total weight of the stabilizer as 100%: 10% -50% of a metal soap stabilizer; 5% -30% of auxiliary stabilizer; 5% -30% of an antioxidant; make up to 100% solvent; wherein the metal soap stabilizer is a mixture of a calcium salt stabilizer and a zinc salt stabilizer.
8. The sulfonylurea herbicide according to claim 7, characterized in that the pesticidal active ingredient of the sulfonylurea herbicide is any one selected from the group consisting of mesosulfuron, bensulfuron, pyrazosulfuron, halosulfuron-methyl and flucarbazone-methyl.
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