CN109938029A - A kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound - Google Patents
A kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound Download PDFInfo
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- CN109938029A CN109938029A CN201910329344.XA CN201910329344A CN109938029A CN 109938029 A CN109938029 A CN 109938029A CN 201910329344 A CN201910329344 A CN 201910329344A CN 109938029 A CN109938029 A CN 109938029A
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- phenoxy
- propionic acid
- class compound
- brassinolide
- fragrant
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 66
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 40
- IXVMHGVQKLDRKH-VRESXRICSA-N Brassinolide Natural products O=C1OC[C@@H]2[C@@H]3[C@@](C)([C@H]([C@@H]([C@@H](O)[C@H](O)[C@H](C(C)C)C)C)CC3)CC[C@@H]2[C@]2(C)[C@@H]1C[C@H](O)[C@H](O)C2 IXVMHGVQKLDRKH-VRESXRICSA-N 0.000 title claims abstract description 21
- IXVMHGVQKLDRKH-KNBKMWSGSA-N brassinolide Chemical compound C1OC(=O)[C@H]2C[C@H](O)[C@H](O)C[C@]2(C)[C@H]2CC[C@]3(C)[C@@H]([C@H](C)[C@@H](O)[C@H](O)[C@@H](C)C(C)C)CC[C@H]3[C@@H]21 IXVMHGVQKLDRKH-KNBKMWSGSA-N 0.000 title claims abstract description 21
- HKROQOWBHZLRCU-UHFFFAOYSA-N 2,2-diphenoxypropanoic acid Chemical compound C=1C=CC=CC=1OC(C(O)=O)(C)OC1=CC=CC=C1 HKROQOWBHZLRCU-UHFFFAOYSA-N 0.000 title claims abstract description 20
- 150000002596 lactones Chemical class 0.000 claims abstract description 52
- 239000000203 mixture Substances 0.000 claims abstract description 49
- -1 active constituent Chemical class 0.000 claims abstract description 46
- 239000000470 constituent Substances 0.000 claims abstract description 34
- 239000004094 surface-active agent Substances 0.000 claims abstract description 23
- 229920000805 Polyaspartic acid Polymers 0.000 claims abstract description 20
- 108010064470 polyaspartate Proteins 0.000 claims abstract description 20
- IDQBJILTOGBZCR-UHFFFAOYSA-N 1-butoxypropan-1-ol Chemical compound CCCCOC(O)CC IDQBJILTOGBZCR-UHFFFAOYSA-N 0.000 claims abstract description 17
- 241000192043 Echinochloa Species 0.000 claims abstract description 12
- 241000209504 Poaceae Species 0.000 claims abstract description 6
- 210000000582 semen Anatomy 0.000 claims abstract description 6
- 239000004615 ingredient Substances 0.000 claims description 12
- 239000000375 suspending agent Substances 0.000 claims description 10
- 230000000694 effects Effects 0.000 claims description 8
- PQKBPHSEKWERTG-LLVKDONJSA-N ethyl (2r)-2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoate Chemical group C1=CC(O[C@H](C)C(=O)OCC)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 PQKBPHSEKWERTG-LLVKDONJSA-N 0.000 claims description 8
- DUWKVIMPFAHOEM-QPGVXXTPSA-N (1S,2R,4R,5S,7S,11S,12S,15R,16S)-15-[(5S,6R,7R,8S)-6,7-dihydroxy-8,9-dimethyl-3-oxodecan-5-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.02,7.012,16]octadecan-8-one Chemical compound C(CC)(=O)C[C@H]([C@@H](O)[C@H](O)[C@@H](C)C(C)C)[C@H]1CC[C@H]2[C@@H]3COC(=O)[C@H]4C[C@H](O)[C@H](O)C[C@]4(C)[C@H]3CC[C@]12C DUWKVIMPFAHOEM-QPGVXXTPSA-N 0.000 claims description 6
- 239000005502 Cyhalofop-butyl Substances 0.000 claims description 5
- TYIYMOAHACZAMQ-CQSZACIVSA-N Cyhalofop-butyl Chemical group C1=CC(O[C@H](C)C(=O)OCCCC)=CC=C1OC1=CC=C(C#N)C=C1F TYIYMOAHACZAMQ-CQSZACIVSA-N 0.000 claims description 5
- 239000000839 emulsion Substances 0.000 claims description 5
- 239000004530 micro-emulsion Substances 0.000 claims description 5
- 229940117013 triethanolamine oleate Drugs 0.000 claims description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 239000004562 water dispersible granule Substances 0.000 claims description 4
- 239000004563 wettable powder Substances 0.000 claims description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 3
- 239000002552 dosage form Substances 0.000 claims description 3
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 3
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- 238000009333 weeding Methods 0.000 claims description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 3
- XIVLWOXCLOIZSW-UHFFFAOYSA-M chloromethyl-(2-hydroxypropyl)-dimethylazanium;chloride Chemical compound [Cl-].CC(O)C[N+](C)(C)CCl XIVLWOXCLOIZSW-UHFFFAOYSA-M 0.000 claims 1
- 230000002195 synergetic effect Effects 0.000 abstract description 5
- 238000005507 spraying Methods 0.000 abstract description 2
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- 239000003795 chemical substances by application Substances 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 239000002253 acid Substances 0.000 description 9
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 8
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- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000012545 processing Methods 0.000 description 6
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- 150000002148 esters Chemical class 0.000 description 4
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- 230000003449 preventive effect Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- LTVDFSLWFKLJDQ-UHFFFAOYSA-N α-tocopherolquinone Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O LTVDFSLWFKLJDQ-UHFFFAOYSA-N 0.000 description 4
- 244000025254 Cannabis sativa Species 0.000 description 3
- 241000234653 Cyperus Species 0.000 description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YLPGTOIOYRQOHV-UHFFFAOYSA-N Pretilachlor Chemical compound CCCOCCN(C(=O)CCl)C1=C(CC)C=CC=C1CC YLPGTOIOYRQOHV-UHFFFAOYSA-N 0.000 description 3
- 230000001934 delay Effects 0.000 description 3
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- 238000001228 spectrum Methods 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 206010059866 Drug resistance Diseases 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ROMMVUMWISCVBE-UHFFFAOYSA-N [F].N#CC#N Chemical compound [F].N#CC#N ROMMVUMWISCVBE-UHFFFAOYSA-N 0.000 description 2
- 230000008485 antagonism Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 235000021050 feed intake Nutrition 0.000 description 2
- 239000003337 fertilizer Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 230000000361 pesticidal effect Effects 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- CSPHGSFZFWKVDL-UHFFFAOYSA-M (3-chloro-2-hydroxypropyl)-trimethylazanium;chloride Chemical group [Cl-].C[N+](C)(C)CC(O)CCl CSPHGSFZFWKVDL-UHFFFAOYSA-M 0.000 description 1
- MPPPKRYCTPRNTB-UHFFFAOYSA-N 1-bromobutane Chemical compound CCCCBr MPPPKRYCTPRNTB-UHFFFAOYSA-N 0.000 description 1
- HFZLSTDPRQSZCQ-UHFFFAOYSA-N 1-pyrrolidin-3-ylpyrrolidine Chemical compound C1CCCN1C1CNCC1 HFZLSTDPRQSZCQ-UHFFFAOYSA-N 0.000 description 1
- SXERGJJQSKIUIC-UHFFFAOYSA-N 2-Phenoxypropionic acid Chemical compound OC(=O)C(C)OC1=CC=CC=C1 SXERGJJQSKIUIC-UHFFFAOYSA-N 0.000 description 1
- 241001290610 Abildgaardia Species 0.000 description 1
- 244000026873 Alternanthera philoxeroides Species 0.000 description 1
- 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 1
- 244000075850 Avena orientalis Species 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- LPXYXBZAXFTFKH-UHFFFAOYSA-N ClC=1C(=C(C(=NC1)C(=O)O)C(=O)O)Cl Chemical compound ClC=1C(=C(C(=NC1)C(=O)O)C(=O)O)Cl LPXYXBZAXFTFKH-UHFFFAOYSA-N 0.000 description 1
- 241000400644 Echinochloa oryzicola Species 0.000 description 1
- 241000380130 Ehrharta erecta Species 0.000 description 1
- 241000759199 Eleocharis acicularis Species 0.000 description 1
- 235000007351 Eleusine Nutrition 0.000 description 1
- 241000209215 Eleusine Species 0.000 description 1
- 241000305599 Erigeron annuus Species 0.000 description 1
- 241000237858 Gastropoda Species 0.000 description 1
- 244000157344 Kyllinga brevifolia Species 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- 240000007038 Lindernia dubia Species 0.000 description 1
- 241000091577 Mexicana Species 0.000 description 1
- 240000000178 Monochoria vaginalis Species 0.000 description 1
- 239000005588 Oxadiazon Substances 0.000 description 1
- CHNUNORXWHYHNE-UHFFFAOYSA-N Oxadiazon Chemical compound C1=C(Cl)C(OC(C)C)=CC(N2C(OC(=N2)C(C)(C)C)=O)=C1Cl CHNUNORXWHYHNE-UHFFFAOYSA-N 0.000 description 1
- 241000173219 Paspalum distichum Species 0.000 description 1
- 239000005591 Pendimethalin Substances 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- WHDHEVMINMZADQ-UHFFFAOYSA-N [F].N1C=CC=C1 Chemical compound [F].N1C=CC=C1 WHDHEVMINMZADQ-UHFFFAOYSA-N 0.000 description 1
- OWXLRKWPEIAGAT-UHFFFAOYSA-N [Mg].[Cu] Chemical compound [Mg].[Cu] OWXLRKWPEIAGAT-UHFFFAOYSA-N 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 229940024606 amino acid Drugs 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229960005261 aspartic acid Drugs 0.000 description 1
- 235000003704 aspartic acid Nutrition 0.000 description 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
- 150000001647 brassinosteroids Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 244000172196 cinnamonspot pondweed Species 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
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- 239000003599 detergent Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
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- 239000006185 dispersion Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000009313 farming Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 238000005213 imbibition Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
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- 239000005416 organic matter Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 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
- 239000005648 plant growth regulator Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
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Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses a kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound, including active constituent, builder and surfactant；The active constituent is mixed by brassin lactones class compound and fragrant phenoxy group propionic acid compounds；The builder is mixed by 4,8- nekal, propandiol butyl ether and poly-aspartic-acid.Composition of the invention shows fabulous synergistic effect within a certain ratio range；The annual and perennial gramineae weed of paddy field can be prevented and kill off, especially for resistance barnyard grass, variation barnyard grass, semen euphorbiae, spraying treatment is improved labor efficiency, and is reduced human input, is reduced time cost, saves 50 ~ 80 yuan of investment per acre.
Description
Technical field
The present invention relates to complex weedicide technical field, the fragrant phenoxy of specifically a kind of brassinolide-containing class compound
Phenoxy propionic acid Herbicidal combinations.
Background technique
China's rice cultivation is with a long history, and region is wide, is one of View of World Rice main production country.The weeds master in hazard rice field
There are the gramineae weeds such as barnyard grass, semen euphorbiae, Paspalum distichum, herba digitariae, herba setariae viridis, herba eleusines indicae, Wang grass, wild avena sativa, Monochoria vaginalis, open country
Broad-leaveds section weeds, the special-shaped nutgrass flatsedges such as arrowhead, bog pondweed, Procumbent Falsepimpernel, mexicana, first leaf be thin, alternanthera philoxeroides, annual fleabane herb are cracked rice
Nutgrass flatsedge, needle spikesedge herb, sunshine are floatd the sedge weeds such as Buddhist grass, the rhizome of nutgrass flatsedge and kyllinga brevifolia.
Chemical method weeding is one of the main means for agriculturally controlling weeds.In recent years, due to some herbicide kinds
Large area is used alone, and has caused a lot of weeds to develop drug resistance.Meanwhile grass phase is complicated when weeds generation, single variety
Herbicide is all shown defects and limitations in one aspect using not can solve farmland weed.Variety classes herbicide
Mixture has herbicidal spectrum wide, promotes actual effect, delays herbicide resistance, time and labour saving advantage.
The herbicide kind of paddy field was mainly with oxadiazon, anilofos, pendimethalin, dichloro quinolinic acid, cyanogen fluorine in recent years
Based on careless ester, but resistant rice barnyard grass, green barnyard grass hazard area rise year by year, and prevent and kill off difficulty increase；Continuous yin after the beginning of spring of South Rice Region of China
Rainy day gas, application window phase is short, misses and prevents and kill off optimum period, then the later period to prevent and kill off cost high, while seriously affecting yield.
Different types of herbicide mixture, has that herbicidal spectrum is wide, promotes actual effect, delays herbicide resistance, is time saving
Saving of labor's advantage.By the screening of formulation of pesticide, practical control efficiency can be effectively improved, dosage is reduced, reduces cost, delay
The generation of disease, worm, crop smothering drug resistance is an important means of comprehensive agricultural management.
Brassin lactones class compound is higher one kind of bioactivity in steroidal compounds, can via plant leaf,
Stem, root absorb, and are then transmitted to the position worked, are a kind of efficient plant growth regulators.Be dissolved in methanol, ethyl alcohol, ether,
The organic solvents such as chloroform, are insoluble in water.Agricultural application above show volume increase, upgrading, it is disease-resistant, degeneration-resistant, repair, solve phytotoxicity,
The remarkable results such as residual, synergy are dropped, cereal crops, industrial crops, vegetables and fruit etc. are suitable for, are to develop to subtract to apply increasing
The rare excellent product of effect, highly efficient farming to provide greater and better yields.
Fragrant phenoxy group propionic acid compounds are developed first by Hoechst AG, and report diclofop-methyl in 1975, which has, to be removed
Careless activity, Dow Chemical in 1976 have found pyrrole fluorine Chlorophenocarb, develop multiple kinds thereafter.Most of virtue phenoxies third
Acid herbicides can be absorbed rapidly by plant leaf blade, and the separate living tissue of radical bud is transmitted in symplast；Such herbicide master
It to be widely applied as cauline leaf process agent in China, prevent and kill off annual and perennial gramineae weed for broad leaf crop field.
Poly-aspartic-acid is a kind of polymer of amino acid, belongs to bioabsorbable polymer material.It is dynamic to be naturally present in software
In object and the shell of snail class, to adjust the calcium balance of these organisms.Its molecular weight is 1,000 to hundreds of thousands of, water-soluble except having
Outside the property of property carboxylic acid, the characteristic being also easily degraded, therefore it is widely used for water treatment agent, detergent, cosmetics, antibacterial
The fields such as agent, dispersing agent, chelating agent, process hides, pharmacy, hydrogel are that a kind of purposes is extremely wide, nontoxic, pollution-free, degradable
Environmentally friendly chemicals.Salt of poly aspartic acid all has good peptizaiton to inorganic matter, organic matter；High molecular weight
Poly-aspartic-acid has very strong water imbibition and moisture retention；It can chelate the polyvalent metal ions such as calcium and magnesium copper and iron；It is in soil
In easily enter the root of plant, can absorb and enrichment root surrounding soil in available to plant element, promote plant raw
It is long.
Currently, there are no any about with pretilachlor, brassin lactones class compound and fragrant oxygen for pesticidal preparations production field
Phenoxy propionic acid class compound is mixed and made into pesticide activity component, with 4,8- nekal, propandiol butyl ether and poly- Tianmen
Aspartic acid is mixed and made into agricultural chemicals synergist, and combination prepares the report of herbicide.
Summary of the invention
The purpose of the present invention is to overcome the deficiency in the prior art, and provides a kind of fragrant oxygen of brassinolide-containing class compound
Phenoxy propionic acid class Herbicidal combinations.
In order to achieve the above objectives, The technical solution adopted by the invention is as follows:
A kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound, including active constituent, builder
And surfactant；The active constituent is mixed by brassin lactones class compound and fragrant phenoxy group propionic acid compounds；
The builder is mixed by 4,8- nekal, propandiol butyl ether and poly-aspartic-acid.
Preferred to the technical solution on above-mentioned basis, the percentage composition of the component of the active constituent is as follows: brassin lactones
Class compound 0.001 ~ 5.0% and fragrant phenoxy group propionic acid compounds 1.0 ~ 50%.
Preferred to the technical solution on above-mentioned basis, the percentage composition of the component of the builder is as follows: 4,8- dibutyl
Sodium naphthalene sulfonate 10 ~ 40%, propandiol butyl ether 30 ~ 60% and poly-aspartic-acid 5 ~ 30%.
Preferred to the technical solution on above-mentioned basis, the brassin lactones class compound is by 22,23,24- table brassins
Ester, 24- table brassin lactones, the high brassin lactones of 28- table, 28- high brassin lactones, propionylbrassinolide and 14- hydroxyl
Any one in brassinosteroids or two or more compositions.
Preferred to the technical solution on above-mentioned basis, the virtue phenoxy group propionic acid compounds are by fenoxapropPethyl, cyanogen fluorine
Any one in careless ester or following formula (I) compound represented or two or more compositions；
(I)
The preparation of structure above (I) compound represented is selected from following four synthesis basic line；
(1) resterification after fenoxapropPethyl isoxazolecarboxylic acid；
(2) in a manner of fenoxapropPethyl acid and esterified by butyl alcohol；
(3) in a manner of fenoxapropPethyl acid and bromobutane esterification；
(4) with 2.6- dichloro benzoxazoles and 2-(4- hydroxyphenoxy) butyl propionate condensation, the relatively more suitable industrialization of the route
Production, reaction equation are as follows；
Specifically
Lab scale synthesis route is as follows:
Synthesis needs to be related to two steps, first step experiment synthesis 2-(4- hydroxyphenoxy) butyl propionate, feed intake 16kg every time, reaction
36h synthesizes 17kg.Second step synthesis, feed intake 2-(4- hydroxyphenoxy every time) butyl propionate 5kg, 6h is reacted, at revolving
Reason needs 6h, total 12h, synthesizes 8kg, amounts to synthesis 16kg.
Preferred to the technical solution on above-mentioned basis, the surfactant is by single triethanolamine oleate ester, double dodecyls
Dimethyl-γ-bi-quaternary ammonium salt, 3- chloro-2-hydroxypropyl-trimethyl ammonium chloride, polyoxyethylene ether siloxanes and Hydrin-
Any one in dimethylamine or two or more compositions.
The dosage form of said herbicidal composition can be missible oil, microemulsion, aqueous emulsion, suspending agent, oil-suspending agent, dry suspension
Any one in agent, wettable powder or water dispersible granules.
Another object of the present invention is that above-mentioned Herbicidal combinations is protected to prevent and kill off the annual and perennial grass of paddy field
Application in terms of section weeds is especially preventing and kill off resistance barnyard grass, variation barnyard grass, semen euphorbiae.
Compared with prior art, the advantages and positive effects of the present invention are as follows:
Composition of the invention shows fabulous synergistic effect within a certain ratio range, and mixed composition is compared with its single dose
Herbicidal effect is significantly improved, to reduce dosage, while reducing peasant's drug cost, reduces effect on environment
Degree；The present invention can prevent and kill off that paddy field is annual and perennial gramineae weed has bright compared with single use preparation
Aobvious synergistic effect, and herbicide speed is fast, delays herbicide resistance, has good safety to paddy field；Improve labour effect
Rate reduces the investment of manpower, reduces time cost, saves 50 ~ 80 yuan of investment per acre.
The present composition is combined by mixture of herbicides, and it is mutual that the different role characteristic of each medicament obtains extremely strong advantage
Mend, can effectively delay single dose resistance occur and development, especially antagonism barnyard grass, variation barnyard grass, semen euphorbiae preventive effect reach
To 96% or more.
The present invention is cooperated using the herbicide of unique builder formulated and the active constituent of ratio containing specific combination, is promoted
The active constituent rapid osmotic of herbicide enters weeds, improves the utilization rate of active constituent, thus play the role of enhancing drug effect,
Under conditions of identical preventive effect, builder dosage of the present invention is opposite to reduce 10.2 ~ 30.7%, helps with existing common synergy
Agent is compared, and preventive effect improves 5.2 ~ 13.74%.
Specific embodiment
For a further understanding of the present invention, elaborate below to specific embodiment provided by the invention.
It is (aqua, solvable to pesticide Herbicidal combinations provided by the invention and its application and preparation dosage form below with reference to example
Liquor, missible oil, water dispersible granules, aqueous emulsion, microemulsion, solvable pulvis, soluble granule, wettable powder or suspending agent etc.) into
Row is described in detail.
Embodiment 1
A kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound, including active constituent, builder
And surfactant；
The active constituent is mixed by brassin lactones class compound and fragrant phenoxy group propionic acid compounds；The synergy helps
Agent is mixed by 4,8- nekal, propandiol butyl ether and poly-aspartic-acid.
The weight percent of the active constituent, builder and surfactant is as follows: 10: 1: 0.1.
The percentage composition of the component of the active constituent is as follows: brassin lactones class compound 0.01% and fragrant phenoxy third
Acid compounds 15%.
The percentage composition of the component of the builder is as follows: 4,8- nekals 30%, propandiol butyl ether 50%
With poly-aspartic-acid 20%.
The brassin lactones class compound is by 22,23,24- table brassin lactones, the high brassin lactones of 28- table, propionyl
Brassin lactones and 14- hydroxyl brassinosteroids composition.
The virtue phenoxy group propionic acid compounds are made of fenoxapropPethyl and cyhalofop-butyl.
The surfactant is made of single triethanolamine oleate ester and polyepichlorohydrin-dimethylamine.
The oil-suspending agent that mass percentage is 15% is configured to according to conventional formulation method.
Embodiment 2
A kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound, including active constituent, builder
And surfactant；
The active constituent is mixed by brassin lactones class compound and fragrant phenoxy group propionic acid compounds；The synergy helps
Agent is mixed by 4,8- nekal, propandiol butyl ether and poly-aspartic-acid.
The weight percent of the active constituent, builder and surfactant is as follows: 15: 3: 1.
The percentage composition of the component of the active constituent is as follows: brassin lactones class compound 0.01% and fragrant phenoxy third
Acid compounds 5%.
The percentage composition of the component of the builder is as follows: 4,8- nekals 25%, propandiol butyl ether 50%
With poly-aspartic-acid 25%.
The brassin lactones class compound is by 24- table brassin lactones, 28- high brassin lactones and propionyl brassin
Ester composition.
The virtue phenoxy group propionic acid compounds are fenoxapropPethyl.
The surfactant is made of 3- chloro-2-hydroxypropyl-trimethyl ammonium chloride polyepichlorohydrin-dimethylamine.
The suspending agent that mass percentage is 5% is configured to according to conventional formulation method.
Embodiment 3
A kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound, including active constituent, builder
And surfactant；
The active constituent is mixed by pretilachlor, brassin lactones class compound and fragrant phenoxy group propionic acid compounds；Institute
Builder is stated to be mixed by 4,8- nekal, propandiol butyl ether and poly-aspartic-acid.
The weight percent of the active constituent, builder and surfactant is as follows: 70: 12: 3.
The percentage composition of the component of the active constituent is as follows: brassin lactones class compound 0.01% and fragrant phenoxy third
Acid compounds 20%.
The percentage composition of the component of the builder is as follows: 4,8- nekals 18%, propandiol butyl ether 56%
With poly-aspartic-acid 26%.
The brassin lactones class compound is high by 22,23,24- table brassin lactones, 24- table brassin lactones, 28- table
Brassin lactones, propionylbrassinolide and 14- hydroxyl brassinosteroids composition.
The virtue phenoxy group propionic acid compounds are cyhalofop-butyl.
The surfactant is made of double dodecyl dimethyl-γ-bi-quaternary ammonium salts and polyoxyethylene ether siloxanes.
The water dispersion granule that mass percentage is 20% is configured to according to conventional formulation method.
Embodiment 4
A kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound, including active constituent, builder
And surfactant；
The active constituent is mixed by pretilachlor, brassin lactones class compound and fragrant phenoxy group propionic acid compounds；Institute
Builder is stated to be mixed by 4,8- nekal, propandiol butyl ether and poly-aspartic-acid.
The weight percent of the active constituent, builder and surfactant is as follows: 92: 11: 3.
The percentage composition of the component of the active constituent is as follows: brassin lactones class compound 0.01% and fragrant phenoxy third
Acid compounds 10%.
The percentage composition of the component of the builder is as follows: 4,8- nekals 14%, propandiol butyl ether 57%
With poly-aspartic-acid 29%.
The brassin lactones class compound is high by 22,23,24- table brassin lactones, 24- table brassin lactones, 28- table
Brassin lactones, propionylbrassinolide and 14- hydroxyl brassinosteroids composition.
The virtue phenoxy group propionic acid compounds are as shown in fenoxapropPethyl, cyhalofop-butyl and following structural formula (I)
Compound composition.
(I)
The surfactant is by single triethanolamine oleate ester, 3- chloro-2-hydroxypropyl-trimethyl ammonium chloride and Hydrin-
Dimethylamine composition.
The aqueous emulsion that mass percentage is 10% is configured to according to conventional formulation method.
Embodiment 5
A kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound, including active constituent, builder
And surfactant；
The active constituent is mixed by brassin lactones class compound and fragrant phenoxy group propionic acid compounds；The synergy helps
Agent is mixed by 4,8- nekal, propandiol butyl ether and poly-aspartic-acid.
The weight percent of the active constituent, builder and surfactant is as follows: 85: 12: 0.5.
The percentage composition of the component of the active constituent is as follows: brassin lactones class compound 0.01% and fragrant phenoxy third
Acid compounds 7.5%.
The percentage composition of the component of the builder is as follows: 4,8- nekals 23%, propandiol butyl ether 47%
With poly-aspartic-acid 30%.
The brassin lactones class compound is by 22,23,24- table brassin lactones, propionylbrassinolide and 14- hydroxyl
Brassinosteroids composition.
The virtue phenoxy group propionic acid compounds are by fenoxapropPethyl and following structural formula (I) compound represented group
At；
(I)
The surfactant is by double dodecyl dimethyl-γ-bi-quaternary ammonium salts and 3- chloro-2-hydroxypropyl-trimethyl ammonium chloride group
At.
The missible oil that mass percentage is 7.5% is configured to according to conventional formulation method.
Embodiment 6
A kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound, including active constituent, builder
And surfactant；
The active constituent is mixed by brassin lactones class compound and fragrant phenoxy group propionic acid compounds；The synergy helps
Agent is mixed by 4,8- nekal, propandiol butyl ether and poly-aspartic-acid.
The weight percent of the active constituent, builder and surfactant is as follows: 14: 5: 6.
The percentage composition of the component of the active constituent is as follows: brassin lactones class compound 0.01% and fragrant phenoxy third
Acid compounds 12.5%.
The percentage composition of the component of the builder is as follows: 4,8- nekals 38%, propandiol butyl ether 54%
With poly-aspartic-acid 8%.
The brassin lactones class compound is made of propionylbrassinolide and 14- hydroxyl brassinosteroids.
The virtue phenoxy group propionic acid compounds are made of cyhalofop-butyl and following structural formula (I) compound represented；
(I)
The surfactant is made of single triethanolamine oleate ester and 3- chloro-2-hydroxypropyl-trimethyl ammonium chloride.
The microemulsion that mass percentage is 12.5% is configured to according to conventional formulation method.
Field control effectiveness test
Test period: spraying time on March 15th, 2018, June 15 2018 control time.
Test site: Jiangxi Taihe County Horse market town.
Application method: 7 days after rice transplanting, medicament complex fertilizer is spread fertilizer over the fields.
Reagent agent and dosage:
Processing 1: embodiment 1,3 grams of effective ingredient consumption per acre.
Processing 2: embodiment 2,2.5 grams of the dosage of effective component per acre.
Processing 3: embodiment 3,3.5 grams of effective ingredient consumption per acre.
Processing 4: embodiment 4,2 grams of effective ingredient consumption per acre.
Processing 5: embodiment 5,3.5 grams of effective ingredient consumption per acre.
Processing 6: embodiment 6,3.5 grams of effective ingredient consumption per acre.
Handle 7:0.01% brassin lactones class compound microemulsion, 0.0005 gram of effective ingredient consumption per acre.
Handle 8:0.01% brassin lactones class compound water dispersible granules, 0.001 gram of effective ingredient consumption per acre.
Handle 9:78% virtue phenoxy group propionic acid compounds wettable powder, 5 grams of effective ingredient consumption per acre.
Handle 10:56% virtue phenoxy group propionic acid compounds suspending agent, 4 grams of effective ingredient consumption per acre.
The fragrant phenoxy group propionic acid compounds aqueous emulsion of 11:47% brassin lactones class compound+23% is handled, per acre effective
5 grams of Ingredient Amount.
The fragrant phenoxy group propionic acid compounds oil-suspending agent of 12:21% brassin lactones class compound+43% is handled, having per acre
3 grams of Ingredient Amount of effect.(regrouping)
Each chemicals treatment of table 1 prevents and kill off transplanted rice field annual grassy weeds statistical form result
After upper 1 test data result of table can be seen that composition compounding provided by the invention, each example antagonism barnyard grass, variation
Barnyard grass and the control efficiency of semen euphorbiae reach 96% or more, and reach 90% to the control efficiency of most other weeds
More than, compared with brassin lactones class compound and fragrant phenoxy group propionic acid compounds etc. are applied alone, there is apparent synergistic effect；
Compared with brassin lactones class compound is mixed with fragrant phenoxy group propionic acid compounds, there is apparent synergistic effect；And this
Invention each component mixture compensates for the disadvantage for being applied alone degrass spectrum wideless, raw gramineae weed tool annual to paddy field and many years
There is excellent and apparent preventive effect, and in the concentration range that test is implemented, to paddy field safety.
Above-described embodiment is only more excellent embodiment of the invention, is implemented according to the technical essence of the invention to above
Any simple modification, modification and the alternate variation that example is made, belong in the range of technical solution of the present invention.
Claims (9)
1. a kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound, which is characterized in that including activity
Ingredient, builder and surfactant；The active constituent is by brassin lactones class compound and fragrant phenoxy phenoxy propionic acid
Object is closed to mix；The builder by 4,8- nekal, propandiol butyl ether and poly-aspartic-acid mix and
At.
2. a kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound according to claim 1,
It is characterized by: the percentage composition of the component of the active constituent is as follows: brassin lactones class compound 0.001 ~ 5.0% and virtue
Phenoxy group propionic acid compounds 1.0 ~ 50%.
3. a kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound according to claim 2,
It is characterized by: the percentage composition of the component of the builder is as follows: 4,8- nekals 10 ~ 40%, propylene glycol fourth
Ether 30 ~ 60% and poly-aspartic-acid 5 ~ 30%.
4. a kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound according to claim 3,
It is characterized by: the brassin lactones class compound is by 22,23,24- table brassin lactones, 24- table brassin lactones, 28-
Any one in the high brassin lactones of table, 28- high brassin lactones, propionylbrassinolide and 14- hydroxyl brassinosteroids
Or two or more compositions.
5. a kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound according to claim 4,
It is characterized by: the virtue phenoxy group propionic acid compounds are shown in fenoxapropPethyl, cyhalofop-butyl or following structural formula (I)
Compound in any one or two or more compositions；
(I).
6. a kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound according to claim 1,
It is characterized in that, the surfactant is by single triethanolamine oleate ester, double dodecyl dimethyl-γ-bi-quaternary ammonium salts, 3-
Any one in chloro-2-hydroxypropyl-trimethyl ammonium chloride, polyoxyethylene ether siloxanes and polyepichlorohydrin-dimethylamine or two
Kind composition described above.
7. a kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound according to claim 1,
It is characterized in that, the dosage form of the herbicidal composition can be missible oil, microemulsion, aqueous emulsion, suspending agent, oil-suspending agent, do
Any one in suspending agent, wettable powder or water dispersible granules.
8. a kind of fragrant phenoxy phenoxy propionic acid weeding of brassinolide-containing class compound as described in claim 1 ~ 7 any one
The application of composition, which is characterized in that prevent and kill off the annual and perennial gramineae weed of paddy field.
9. a kind of fragrant phenoxy phenoxy propionic acid Herbicidal combinations of brassinolide-containing class compound according to claim 8
Using, which is characterized in that prevent and kill off paddy field resistance barnyard grass, variation barnyard grass, semen euphorbiae.
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| CN115868496A (en) * | 2022-09-23 | 2023-03-31 | 河南农业大学 | A kind of brassinolide composition and preparation method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103053520A (en) * | 2012-12-28 | 2013-04-24 | 广西安泰化工有限责任公司 | Pesticide composition containing lactofen and brassinolide |
-
2019
- 2019-04-23 CN CN201910329344.XA patent/CN109938029A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103053520A (en) * | 2012-12-28 | 2013-04-24 | 广西安泰化工有限责任公司 | Pesticide composition containing lactofen and brassinolide |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115868496A (en) * | 2022-09-23 | 2023-03-31 | 河南农业大学 | A kind of brassinolide composition and preparation method thereof |
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