CN101396018B - Urea-formaldehyde resin microcapsule formulations of herbicides sethoxydim and preparation method thereof - Google Patents
Urea-formaldehyde resin microcapsule formulations of herbicides sethoxydim and preparation method thereof Download PDFInfo
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- CN101396018B CN101396018B CN200810079346XA CN200810079346A CN101396018B CN 101396018 B CN101396018 B CN 101396018B CN 200810079346X A CN200810079346X A CN 200810079346XA CN 200810079346 A CN200810079346 A CN 200810079346A CN 101396018 B CN101396018 B CN 101396018B
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- urea
- sethoxydim
- formaldehyde
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- microcapsule
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- 239000003094 microcapsule Substances 0.000 title claims abstract description 52
- CSPPKDPQLUUTND-NBVRZTHBSA-N Sethoxydim Chemical compound CCO\N=C(/CCC)C1=C(O)CC(CC(C)SCC)CC1=O CSPPKDPQLUUTND-NBVRZTHBSA-N 0.000 title claims abstract description 42
- 238000002360 preparation method Methods 0.000 title claims abstract description 41
- 239000004009 herbicide Substances 0.000 title claims abstract description 27
- 229920001807 Urea-formaldehyde Polymers 0.000 title claims description 34
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 title claims description 23
- 239000000203 mixture Substances 0.000 title claims description 18
- 238000009472 formulation Methods 0.000 title description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 39
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000007900 aqueous suspension Substances 0.000 claims abstract description 16
- 239000004202 carbamide Substances 0.000 claims abstract description 15
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 9
- 239000007787 solid Substances 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 8
- 239000011162 core material Substances 0.000 claims abstract description 6
- 239000000463 material Substances 0.000 claims abstract description 5
- 230000002363 herbicidal effect Effects 0.000 claims description 25
- -1 polyoxyethylene Polymers 0.000 claims description 22
- 239000000243 solution Substances 0.000 claims description 18
- 239000000839 emulsion Substances 0.000 claims description 17
- 238000006068 polycondensation reaction Methods 0.000 claims description 15
- 239000002270 dispersing agent Substances 0.000 claims description 14
- 239000003995 emulsifying agent Substances 0.000 claims description 14
- 238000010438 heat treatment Methods 0.000 claims description 14
- 239000000376 reactant Substances 0.000 claims description 14
- 239000002518 antifoaming agent Substances 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 9
- 239000008367 deionised water Substances 0.000 claims description 9
- 229910021641 deionized water Inorganic materials 0.000 claims description 9
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 9
- 239000000194 fatty acid Substances 0.000 claims description 9
- 229930195729 fatty acid Natural products 0.000 claims description 9
- 239000011259 mixed solution Substances 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 8
- 239000003377 acid catalyst Substances 0.000 claims description 7
- 230000001804 emulsifying effect Effects 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 6
- 229920000056 polyoxyethylene ether Polymers 0.000 claims description 6
- 239000007764 o/w emulsion Substances 0.000 claims description 5
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 4
- 229920001214 Polysorbate 60 Polymers 0.000 claims description 4
- 229920000147 Styrene maleic anhydride Polymers 0.000 claims description 4
- RBNPOMFGQQGHHO-UHFFFAOYSA-N glyceric acid Chemical compound OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 claims description 4
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 4
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 4
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 108010010803 Gelatin Proteins 0.000 claims description 3
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 3
- 150000002191 fatty alcohols Chemical class 0.000 claims description 3
- 229920000159 gelatin Polymers 0.000 claims description 3
- 239000008273 gelatin Substances 0.000 claims description 3
- 235000019322 gelatine Nutrition 0.000 claims description 3
- 235000011852 gelatine desserts Nutrition 0.000 claims description 3
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- 229920005552 sodium lignosulfonate Polymers 0.000 claims description 3
- ZMMRHVVCYRVCFB-UHFFFAOYSA-N C1(=CC=CC2=CC=CC=C12)S(=O)(=O)O.C([Na])[Na] Chemical compound C1(=CC=CC2=CC=CC=C12)S(=O)(=O)O.C([Na])[Na] ZMMRHVVCYRVCFB-UHFFFAOYSA-N 0.000 claims description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 2
- 235000010643 Leucaena leucocephala Nutrition 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 2
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims description 2
- 235000019422 polyvinyl alcohol Nutrition 0.000 claims description 2
- 235000013772 propylene glycol Nutrition 0.000 claims description 2
- 229920002545 silicone oil Polymers 0.000 claims description 2
- 238000007711 solidification Methods 0.000 claims description 2
- 230000008023 solidification Effects 0.000 claims description 2
- 239000000230 xanthan gum Substances 0.000 claims description 2
- 229920001285 xanthan gum Polymers 0.000 claims description 2
- 235000010493 xanthan gum Nutrition 0.000 claims description 2
- 229940082509 xanthan gum Drugs 0.000 claims description 2
- 241000220479 Acacia Species 0.000 claims 1
- 239000000575 pesticide Substances 0.000 abstract description 16
- 239000007788 liquid Substances 0.000 abstract description 6
- 241000196324 Embryophyta Species 0.000 abstract description 4
- 238000011065 in-situ storage Methods 0.000 abstract description 4
- 231100000053 low toxicity Toxicity 0.000 abstract description 4
- 239000004480 active ingredient Substances 0.000 abstract description 3
- 230000002265 prevention Effects 0.000 abstract description 2
- 230000006641 stabilisation Effects 0.000 abstract description 2
- 238000011105 stabilization Methods 0.000 abstract description 2
- 239000012530 fluid Substances 0.000 abstract 1
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 abstract 1
- 238000009827 uniform distribution Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 241000209510 Liliopsida Species 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- 244000025670 Eleusine indica Species 0.000 description 2
- 235000014716 Eleusine indica Nutrition 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 2
- 229920000053 polysorbate 80 Polymers 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 235000010265 sodium sulphite Nutrition 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 235000007320 Avena fatua Nutrition 0.000 description 1
- 241001647031 Avena sterilis Species 0.000 description 1
- 235000004535 Avena sterilis Nutrition 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 235000001602 Digitaria X umfolozi Nutrition 0.000 description 1
- 235000017898 Digitaria ciliaris Nutrition 0.000 description 1
- 235000005476 Digitaria cruciata Nutrition 0.000 description 1
- 235000006830 Digitaria didactyla Nutrition 0.000 description 1
- 235000005804 Digitaria eriantha ssp. eriantha Nutrition 0.000 description 1
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 1
- 244000058871 Echinochloa crus-galli Species 0.000 description 1
- 235000014820 Galium aparine Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 241000219146 Gossypium Species 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- 240000007171 Imperata cylindrica Species 0.000 description 1
- 240000007472 Leucaena leucocephala Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000010086 Setaria viridis var. viridis Nutrition 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 244000152045 Themeda triandra Species 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 description 1
- 241001233957 eudicotyledons Species 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 244000230342 green foxtail Species 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- 235000011167 hydrochloric acid Nutrition 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- WNPVAXLJVUXYFU-UHFFFAOYSA-N n-cyclohex-2-en-1-ylidenehydroxylamine Chemical compound ON=C1CCCC=C1 WNPVAXLJVUXYFU-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003090 pesticide formulation Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
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- 239000008096 xylene Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses a lauxite microcapsule of a weed killer Sethoxydim and a preparation method thereof. The method adopts in-situ polymerization to prepare a slow release microcapsule, which takes the Sethoxydim as the core material and the lauxite generated from the polymerization reaction of urea and formaldehyde as the wall material, is a monodispersed fluid solid microcapsule or microcapsule aqueous suspension with the small grain diameter of 0.1-10 micron and uniform distribution, and is an environment-friendly preparation with the realization of microencapsulation of liquid pesticide, high stabilization of the product and the slow release function of the active ingredients and with the characteristics of drift prevention, ultra high performance, low toxicity, economy and safety. The microcapsule provided by the invention can be widely applied for preventing and removing the unifacial leaf weeds in a dicotyledonous crop field.
Description
Technical Field
The invention relates to a microcapsule of herbicide and a preparation method thereof, in particular to a urea-formaldehyde resin microcapsule of herbicide sethoxydim and a preparation method thereof.
Background
Sethoxydim belongs to a cyclohexenone oxime synthetic product, has a chemical name of 2- [ (1-ethoxyimino) butyl ] -5- [2- (ethylthio) propyl ] -3-hydroxy-2-cyclohexene-1-ketone, is a stem and leaf treatment herbicide with systemic conductivity, is suitable for preventing and killing monocotyledonous weeds in dicotyledonous crop fields, has the advantages of safety, broad spectrum, high efficiency and low toxicity, and has no harmful effect on next-stubble crops.
The existing sethoxydim dosage forms are mainly emulsifiable solution and engine oil emulsion, and have the following defects:
1. contains a large amount of organic solvents, such as toluene, xylene and the like, and the emission of the organic solvents not only causes resource waste, but also seriously pollutes the ecological environment;
2. the pesticide is unstable to light and heat, and has serious pesticide loss and decomposition caused by wind, sunshine and rain, and short duration;
3. the pesticide is easy to volatilize, the utilization rate is low, the pesticide dosage is large, and the cost is high;
4. easily drift and harm adjacent monocotyledons.
Therefore, repeated application of the pesticide is required many times during the growing period of the crop, which results in much labor, time and pesticide consumption, and aggravates environmental pollution and damage to adjacent monocotyledons.
The microcapsule is a new formulation of pesticide and is a new trend for the development of pesticide formulations. It uses microcapsule technology to coat active substances such as solid and liquid pesticides in capsule wall materials to form micro capsule preparation, which can solidify the liquid pesticide, effectively prevent drift, and overcome the defects of emulsifiable concentrate preparation. Therefore, the development of microcapsules of the herbicide sethoxydim has become a great trend.
Disclosure of Invention
The invention aims to solve the technical problem of providing a slow-release microcapsule taking seta as a core material and urea-formaldehyde resin as a wall material, namely the urea-formaldehyde resin microcapsule of herbicide seta, which is a microcapsule water suspension and a solid microcapsule, can realize microencapsulation of liquid pesticide, high product stability and slow release of active ingredients, has the characteristics of drift prevention, super-high efficiency, low toxicity, economy and safety, is an environment-friendly preparation, and can be used for preventing and removing monocotyledonous weeds in dicotyledon crop fields.
The invention also aims to provide a preparation method of the urea-formaldehyde resin microcapsule of the herbicide sethoxydim, which comprises the step of coating a sethoxydim core material with urea resin generated by polymerization reaction of urea and formaldehyde by an in-situ polymerization method to prepare the urea-formaldehyde resin microcapsule of the herbicide sethoxydim.
The technical scheme adopted by the invention to solve the technical problems is as follows:
the urea-formaldehyde resin microcapsule of herbicide sethoxydim is characterized in that the microcapsule takes sethoxydim as a core material and takes urea-formaldehyde resin obtained by polymerization reaction of urea and formaldehyde as a wall material, and raw materials for preparing effective components comprise the following components in percentage by weight:
1 to 20 parts of sethoxydim,
1-30 parts of a mixture of urea and formaldehyde with the molar ratio of 1: 1.5-2.5,
2.5 to 9 portions of emulsifier,
0.5 to 2 portions of anti-foaming agent,
49-79 parts of deionized water.
In the above composition, the emulsifier is one or more of alkylphenol polyoxyethylene, fatty alcohol polyoxyethylene, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, gelatin, acacia, and styrene-maleic anhydride copolymer.
The anti-foaming agent is one of emulsified silicone oil, a high-carbon alcohol fatty acid ester compound, polyoxyethylene polyoxypropylene amine ether, polyoxypropylene glycerol ether and polydimethylsiloxane.
The invention also provides a preparation method of the urea-formaldehyde resin microcapsule of the herbicide sethoxydim, namely a preparation method of the powdery solid microcapsule Q1, which is carried out according to the following steps:
a. preparation of the emulsion: taking sethoxydim, adding an emulsifier, an anti-foaming agent and deionized water, and homogenizing and emulsifying at the speed of 2000-;
b. preparation of a prepolymer: dissolving a mixture of urea and formaldehyde in a molar ratio of 1: 1.5-2.5, then dropwise adding an alkaline catalyst, adjusting the pH value to 8-8.5, heating to 50-80 ℃, and stirring for reacting for 1-1.5h to obtain a clear and transparent urea-formaldehyde prepolymer solution B;
c. polycondensation: mixing the prepolymer solution B with the emulsion A, dropwise adding an acid catalyst, adjusting the pH of the mixed solution to 1.0-5.0, heating to 40-70 ℃, and carrying out polycondensation reaction for 0.5-5h to obtain a reactant D;
d. and (3) curing: keeping the temperature of the reactant D at 50-80 ℃ for 1-3h for solidification to obtain microcapsule aqueous suspension M;
e. centrifugal separation and drying: centrifugally separating and drying the microcapsule aqueous suspension M to obtain a solid urea-formaldehyde resin microcapsule Q1 of the herbicide sethoxydim;
as an improvement of the invention, the raw materials for preparing the effective components also comprise a viscosity regulator and a dispersant, and the weight ratio is as follows:
6-9 parts of viscosity regulator and 2-4 parts of dispersant.
The dispersing agent is one or a mixture of more than two of methylene bis-methyl sodium naphthalene sulfonate, methylene bis-sodium naphthalene sulfonate, polyvinylpyrrolidone, nonylphenol polyoxyethylene ether and sodium lignosulfonate.
The viscosity regulator is one or a mixture of more than two of carboxymethyl cellulose, xanthan gum, propylene glycol or polyvinyl alcohol.
The invention also provides a urea-formaldehyde resin microcapsule of herbicide sethoxydim, which is added with a dispersant and a viscosity regulator, namely a preparation method of the microcapsule water suspension Q2, and the preparation method is carried out according to the following steps:
a. preparation of the emulsion: taking sethoxydim, adding an emulsifier, an anti-foaming agent and a proper amount of deionized water, and then homogenizing and emulsifying for 5-40min at the speed of 2000-8000r/min to obtain a stable oil-in-water emulsion E;
b. preparation of a prepolymer: dissolving a mixture of urea and formaldehyde in a molar ratio of 1: 1.5-2.5, then dropwise adding an alkaline catalyst, adjusting the pH value to 8-8.5, heating to 50-80 ℃, and stirring for reacting for 1-1.5h to obtain a clear and transparent urea-formaldehyde prepolymer solution F;
c. polycondensation: mixing the prepolymer solution F with the emulsion E, dropwise adding an acid catalyst, adjusting the pH of the mixed solution to 1.0-5.0, heating to 40-70 ℃, and carrying out polycondensation reaction for 0.5-5H to obtain a reactant H;
d. and (3) curing: adding a viscosity regulator and a dispersant into the reactant H, and curing at 50-80 ℃ for 1-3H to obtain the urea-formaldehyde resin microcapsule water suspension Q2 of the herbicide sethoxydim.
As a supplementary explanation of the above technical solution of the present invention:
the acidic catalyst is one of hydrochloric acid, formic acid, acetic acid, ammonium chloride, ammonium sulfate and zinc chloride.
The alkaline catalyst is one of sodium hydroxide, sodium bicarbonate, ammonia water, hexamethylenetetramine, triethanolamine, sodium sulfite and sodium borate.
In the technical scheme of the invention, the emulsifier in the composition is applied to the emulsification step, so that immiscible water and sethoxydim can be uniformly dispersed into emulsion; the defoaming agent is used for inhibiting the generation of foam in the emulsion during the emulsification process so as to prevent the formation of stable foam.
When preparing the microcapsule water suspension, a dispersant and a viscosity regulator are added in the curing step. The dispersant is added in order to uniformly disperse the polycondensation reaction product while preventing coagulation thereof; the purpose of adding the viscosity modifier is to adjust the viscosity of the aqueous suspension.
The technical scheme of the invention adopts an in-situ polymerization method, and the principle is as follows: in the in-situ polymerization microencapsulation process, monomers and initiators are all added into a dispersed phase or a continuous phase, the monomers are soluble in a single phase, and polymers are insoluble in the whole system, so that polymerization reaction occurs on the surface of a core material droplet to form a microcapsule in a coating mode.
Compared with the existing missible oil preparation, the invention has the technical progress that: the sethoxydim is microencapsulated, so that the use of an organic solvent can be avoided, the cost is reduced, and the environmental pollution is reduced; the microencapsulation of the liquid pesticide can effectively prevent the drift and reduce the harm to the adjacent monocotyledons; reducing pesticide loss and decomposition, improving the stability of the pesticide, and leading the pesticide to have the characteristics of slow release, super-high efficiency, low toxicity, economy and safety, thus being an environment-friendly preparation. The product is a flowable solid microcapsule or microcapsule water suspension, and the particle size can be controlled to be 0.1-10 microns according to the requirement, and the particle size is small and is uniformly distributed.
In conclusion, the invention realizes microencapsulation of the liquid pesticide, high stabilization of the product and slow release of the active ingredients.
The microcapsule of the invention can be used for preventing and killing monocotyledonous weeds such as barnyard grass, wild oat, green bristlegrass, crab grass, goosegrass herb, cogongrass rhizome, bluegrass and the like in dicotyledonous crop fields such as cotton, flax, soybean, fruit trees, potato, rape, sunflower, vegetables and the like by a conventional method, for example, adding a proper amount of water, uniformly mixing, spraying or directly spraying powdery solid, and the like. In actual application, the microcapsule dosage and water addition amount can be adjusted according to specific object to be applied and the content of sethoxydim in the medicine.
Detailed Description
The present invention will be described in further detail with reference to specific examples.
In the composition of the above example:
emulsifier R1-R5、R7Respectively alkylphenol polyoxyethylene ether, fatty alcohol polyoxyethylene ether, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, gelatin and styrene-maleic anhydride copolymer; wherein R in example (II)1The commercial product OP-10, R in examples (three), (five), (six) and (eight)1The commercially available product NP-10, R in examples (seven), (nine) and (ten)2Is a commercially available product MOA-3, R in example (IV)3The commercially available span 60, R in examples (one), (two) and (eight)4Is a commercial product Tween 80;
antifoam agent K4、K5Polyoxypropylene glyceryl ether and polydimethylsiloxane respectively;
dispersant S3-S5Respectively polyvinylpyrrolidone, nonylphenol polyoxyethylene ether and sodium lignosulfonate.
The preparation of example (one) was carried out according to the following sequence of steps:
a. preparation of the emulsion: taking 1g of sethoxydim, adding 3g of emulsifier polyoxyethylene sorbitan fatty acid ester series product Tween 80, 1g of anti-foaming agent polyoxypropylene glycerol ether and 75g of deionized water, and homogenizing and emulsifying at the speed of 3000r/min for 40min to obtain a stable oil-in-water emulsion E;
b. preparation of a prepolymer: taking 4g of a mixture of urea and formaldehyde with a molar ratio of 1: 1.5, dissolving the urea in the formaldehyde, then dropwise adding a sodium hydroxide solution with 10% of an alkaline catalyst, adjusting the pH value of the mixed solution to 8.0, heating to 60 ℃, and stirring for reacting for 1.4h to obtain a clear and transparent urea-formaldehyde prepolymer solution F;
c. polycondensation: mixing the prepolymer solution F with the emulsion E, dropwise adding 20% hydrochloric acid serving as an acid catalyst, adjusting the pH of the mixed solution to 1.5, heating to 40 ℃, and carrying out polycondensation reaction for 4.5 hours to obtain a reactant H;
d. and (3) curing: adding 9g of viscosity regulator polyvinyl alcohol and 4g of dispersant polyvinylpyrrolidone into the reactant H, and curing at 55 ℃ for 3H to obtain the urea-formaldehyde resin microcapsule water suspension Q2 of the herbicide sethoxydim.
The preparation methods of the examples (two) and (four) are different from the preparation method of the example (one) only in that:
the components or the dosage are different, or the types and the dosages are different;
secondly, the control parameters in the preparation step are different, and the other contents are consistent.
The preparation of example (iii) was carried out in the following order of steps:
a. preparation of the emulsion: taking 3g of sethoxydim, adding 1.5g of emulsifier alkylphenol polyoxyethylene ether series product NP-10, 1g of emulsifier styrene-maleic anhydride copolymer, 0.5g of foam-resisting agent polyoxypropylene glycerol ether and 79g of deionized water, and homogenizing and emulsifying at the speed of 4000r/min for 32min to obtain a stable oil-in-water emulsion A;
b. preparation of a prepolymer: taking 13g of a mixture of urea and formaldehyde with a molar ratio of 1: 1.8, dissolving the urea in the formaldehyde, then dropwise adding a sodium sulfite solution with an alkaline catalyst of 20%, adjusting the pH value of the mixed solution to 8.1, heating to 75 ℃, stirring and reacting for 1.5h to obtain a clear and transparent urea-formaldehyde prepolymer solution B;
c. polycondensation: mixing the prepolymer solution B and the emulsion B, dropwise adding 20% hydrochloric acid serving as an acid catalyst, adjusting the pH of the mixed solution to 5, heating to 55 ℃, and carrying out polycondensation reaction for 2 hours to obtain a reactant D;
d. and (3) curing: keeping the temperature of the reactant D at 55 ℃ for 3h for curing to obtain a microcapsule water suspension agent M;
e. centrifugal separation and drying: centrifugally separating and drying the microcapsule water suspension agent M to obtain a solid urea-formaldehyde resin microcapsule Q1 of the herbicide sethoxydim;
the preparation method of example (five) - - (ten) differs from the preparation method of example (three) only in that:
the components or the dosage are different, or the types and the dosages are different;
secondly, the control parameters in the preparation step are different, and the other contents are consistent.
Claims (7)
1. The urea-formaldehyde resin microcapsule of herbicide sethoxydim is characterized in that the microcapsule takes sethoxydim as a core material and takes urea-formaldehyde resin obtained by polymerization reaction of urea and formaldehyde as a wall material, and raw materials for preparing effective components comprise the following components in percentage by weight:
1 to 20 parts of sethoxydim,
1-30 parts of a mixture of urea and formaldehyde with the molar ratio of 1: 1.5-2.5,
2.5 to 9 portions of emulsifier,
0.5 to 2 portions of anti-foaming agent,
49-79 parts of deionized water; wherein,
the emulsifier is one or more of alkylphenol polyoxyethylene, fatty alcohol polyoxyethylene, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, gelatin, acacia and styrene-maleic anhydride copolymer.
2. The urea-formaldehyde resin microcapsule of the herbicide sethoxydim according to claim 1, wherein: the anti-foaming agent is one of emulsified silicone oil, a high-carbon alcohol fatty acid ester compound, polyoxyethylene polyoxypropylene amine ether, polyoxypropylene glycerol ether and polydimethylsiloxane.
3. A process for the preparation of urea-formaldehyde microcapsules of the herbicide sethoxydim according to any one of claims 1 to 2, characterized in that it is carried out according to the following sequence of steps:
a. preparation of the emulsion: taking sethoxydim, adding an emulsifier, an anti-foaming agent and deionized water, and homogenizing and emulsifying at the speed of 2000-;
b. preparation of a prepolymer: dissolving a mixture of urea and formaldehyde in a molar ratio of 1: 1.5-2.5, then dropwise adding an alkaline catalyst, adjusting the pH value to 8-8.5, heating to 50-80 ℃, and stirring for reacting for 1-1.5h to obtain a clear and transparent urea-formaldehyde prepolymer solution B;
c. polycondensation: mixing the prepolymer solution B with the emulsion A, dropwise adding an acid catalyst, adjusting the pH of the mixed solution to 1.0-5.0, heating to 40-70 ℃, and carrying out polycondensation reaction for 0.5-5h to obtain a reactant D;
d. and (3) curing: keeping the temperature of the reactant D at 50-80 ℃ for 1-3h for solidification to obtain microcapsule aqueous suspension M;
e. centrifugal separation and drying: and centrifugally separating and drying the microcapsule aqueous suspension M to obtain the solid urea-formaldehyde resin microcapsule Q1 of the herbicide sethoxydim.
4. The urea-formaldehyde resin microcapsule of the herbicide sethoxydim according to any one of claims 1 to 2, characterized in that it is preparedThe raw materials of the effective components also comprise a viscosity regulator and a dispersant, and the weight ratio is as follows:
6-9 parts of viscosity regulator and 2-4 parts of dispersant; wherein,
the dispersing agent is one or a mixture of more than two of methylene bis-methyl sodium naphthalene sulfonate, methylene bis-sodium naphthalene sulfonate, polyvinylpyrrolidone, nonylphenol polyoxyethylene ether and sodium lignosulfonate.
5. A process for the preparation of the urea-formaldehyde microcapsules of the herbicide sethoxydim according to claim 4, characterized in that it is carried out according to the following sequence of steps:
a. preparation of the emulsion: taking sethoxydim, adding an emulsifier, an anti-foaming agent and a proper amount of deionized water, and then homogenizing and emulsifying for 5-40min at the speed of 2000-8000r/min to obtain a stable oil-in-water emulsion E;
b. preparation of a prepolymer: dissolving a mixture of urea and formaldehyde in a molar ratio of 1: 1.5-2.5, then dropwise adding an alkaline catalyst, adjusting the pH value to 8-8.5, heating to 50-80 ℃, and stirring for reacting for 1-1.5h to obtain a clear and transparent urea-formaldehyde prepolymer solution F;
c. polycondensation: mixing the prepolymer solution F with the emulsion E, dropwise adding an acid catalyst, adjusting the pH of the mixed solution to 1.0-5.0, heating to 40-70 ℃, and carrying out polycondensation reaction for 0.5-5H to obtain a reactant H;
d. and (3) curing: adding a viscosity regulator and a dispersant into the reactant H, and curing at 50-80 ℃ for 1-3H to obtain the urea-formaldehyde resin microcapsule water suspension Q2 of the herbicide sethoxydim.
6. The urea-formaldehyde resin microcapsule of the herbicide sethoxydim according to claim 4, wherein:
the viscosity regulator is one or a mixture of more than two of carboxymethyl cellulose, xanthan gum, propylene glycol or polyvinyl alcohol.
7. A process for the preparation of the urea-formaldehyde microcapsules of the herbicide sethoxydim according to any one of claims 4 or 6, characterized in that it is carried out according to the following sequence of steps:
a. preparation of the emulsion: taking sethoxydim, adding an emulsifier, an anti-foaming agent and a proper amount of deionized water, and then homogenizing and emulsifying for 5-40min at the speed of 2000-8000r/min to obtain a stable oil-in-water emulsion E;
b. preparation of a prepolymer: dissolving a mixture of urea and formaldehyde in a molar ratio of 1: 1.5-2.5, then dropwise adding an alkaline catalyst, adjusting the pH value to 8-8.5, heating to 50-80 ℃, and stirring for reacting for 1-1.5h to obtain a clear and transparent urea-formaldehyde prepolymer solution F;
c. polycondensation: mixing the prepolymer solution F with the emulsion E, dropwise adding an acid catalyst, adjusting the pH of the mixed solution to 1.0-5.0, heating to 40-70 ℃, and carrying out polycondensation reaction for 0.5-5H to obtain a reactant H;
d. and (3) curing: adding a viscosity regulator and a dispersant into the reactant H, and curing at 50-80 ℃ for 1-3H to obtain the urea-formaldehyde resin microcapsule water suspension Q2 of the herbicide sethoxydim.
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| CN102210315B (en) * | 2011-04-29 | 2013-06-19 | 中国农业大学 | Carbosulfan microcapsule suspending agent and preparation method thereof |
| CN102349509B (en) * | 2011-07-01 | 2013-07-31 | 华南农业大学 | Method for preparing lignin urea-formaldehyde pesticide microcapsule |
| CN103098813B (en) * | 2013-02-01 | 2014-09-24 | 张德健 | Preparation method of conservation tillage preemergence composite herbicide |
| PL2967029T3 (en) | 2013-03-14 | 2017-10-31 | Akzo Nobel Chemicals Int Bv | Cellulose ether as a drift control agent and rainfastness agent |
| CN104830532A (en) * | 2015-05-12 | 2015-08-12 | 天津春发生物科技集团有限公司 | Preparation method of slow release microcapsule ginger oil essence |
| CA3119291A1 (en) * | 2018-11-13 | 2020-05-22 | Arysta Lifescience Inc. | Encapsulation of cyclohexanediones process and product |
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