JPS62242601A - Oil-in-water type agrochemical suspension composition excellent in storage stability - Google Patents
Oil-in-water type agrochemical suspension composition excellent in storage stabilityInfo
- Publication number
- JPS62242601A JPS62242601A JP8605086A JP8605086A JPS62242601A JP S62242601 A JPS62242601 A JP S62242601A JP 8605086 A JP8605086 A JP 8605086A JP 8605086 A JP8605086 A JP 8605086A JP S62242601 A JPS62242601 A JP S62242601A
- Authority
- JP
- Japan
- Prior art keywords
- oil
- water
- formula
- surfactant
- storage stability
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 49
- 239000003905 agrochemical Substances 0.000 title claims abstract description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 20
- 239000000725 suspension Substances 0.000 title claims description 21
- 238000003860 storage Methods 0.000 title abstract description 14
- -1 polyoxyethylene nonyl phenyl ether Polymers 0.000 claims abstract description 38
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000004094 surface-active agent Substances 0.000 claims abstract description 23
- 239000007788 liquid Substances 0.000 claims abstract description 18
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 17
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000126 substance Substances 0.000 claims abstract description 8
- 150000002009 diols Chemical class 0.000 claims abstract description 3
- 239000000575 pesticide Substances 0.000 claims description 22
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 19
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 19
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 18
- 239000007900 aqueous suspension Substances 0.000 claims description 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims description 4
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 4
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 4
- 125000005504 styryl group Chemical group 0.000 claims description 4
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 claims description 3
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 claims description 3
- 125000000853 cresyl group Chemical group C1(=CC=C(C=C1)C)* 0.000 claims description 3
- 229940105990 diglycerin Drugs 0.000 claims description 3
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 claims description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 3
- 235000011187 glycerol Nutrition 0.000 claims description 3
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000002704 decyl 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])* 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 abstract description 22
- 239000006072 paste Substances 0.000 description 11
- 239000000839 emulsion Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 9
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 9
- 239000002736 nonionic surfactant Substances 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 239000008399 tap water Substances 0.000 description 8
- 235000020679 tap water Nutrition 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- ZNOLGFHPUIJIMJ-UHFFFAOYSA-N fenitrothion Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C(C)=C1 ZNOLGFHPUIJIMJ-UHFFFAOYSA-N 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- 235000002639 sodium chloride Nutrition 0.000 description 5
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- YLPGTOIOYRQOHV-UHFFFAOYSA-N Pretilachlor Chemical compound CCCOCCN(C(=O)CCl)C1=C(CC)C=CC=C1CC YLPGTOIOYRQOHV-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- 229920003169 water-soluble polymer Polymers 0.000 description 4
- QHTQREMOGMZHJV-UHFFFAOYSA-N Thiobencarb Chemical compound CCN(CC)C(=O)SCC1=CC=C(Cl)C=C1 QHTQREMOGMZHJV-UHFFFAOYSA-N 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000002552 dosage form Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 230000001965 increasing effect Effects 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- XAMUDJHXFNRLCY-UHFFFAOYSA-N phenthoate Chemical compound CCOC(=O)C(SP(=S)(OC)OC)C1=CC=CC=C1 XAMUDJHXFNRLCY-UHFFFAOYSA-N 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 3
- SBNFWQZLDJGRLK-RTWAWAEBSA-N (1R)-trans-phenothrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 SBNFWQZLDJGRLK-RTWAWAEBSA-N 0.000 description 2
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- 244000215068 Acacia senegal Species 0.000 description 2
- DFCAFRGABIXSDS-UHFFFAOYSA-N Cycloate Chemical compound CCSC(=O)N(CC)C1CCCCC1 DFCAFRGABIXSDS-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- PNVJTZOFSHSLTO-UHFFFAOYSA-N Fenthion Chemical compound COP(=S)(OC)OC1=CC=C(SC)C(C)=C1 PNVJTZOFSHSLTO-UHFFFAOYSA-N 0.000 description 2
- 229920000084 Gum arabic Polymers 0.000 description 2
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 229920001214 Polysorbate 60 Polymers 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 235000010489 acacia gum Nutrition 0.000 description 2
- 239000000205 acacia gum Substances 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 125000005037 alkyl phenyl group Chemical group 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- 238000000691 measurement method Methods 0.000 description 2
- 239000003090 pesticide formulation Substances 0.000 description 2
- 229960003536 phenothrin Drugs 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- ZCVAOQKBXKSDMS-AQYZNVCMSA-N (+)-trans-allethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(CC=C)C(=O)C1 ZCVAOQKBXKSDMS-AQYZNVCMSA-N 0.000 description 1
- UPYPTOCXMIWHSG-UHFFFAOYSA-N 1-dodecylsulfanyldodecane Chemical compound CCCCCCCCCCCCSCCCCCCCCCCCC UPYPTOCXMIWHSG-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- SGGNQIGYQBLIGU-UHFFFAOYSA-N 1-phenylpentyl carbamate Chemical compound CCCCC(OC(N)=O)C1=CC=CC=C1 SGGNQIGYQBLIGU-UHFFFAOYSA-N 0.000 description 1
- FMTFEIJHMMQUJI-NJAFHUGGSA-N 102130-98-3 Natural products CC=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@@H](C=C(C)C)C1(C)C FMTFEIJHMMQUJI-NJAFHUGGSA-N 0.000 description 1
- WSIONAPHXGGOIC-UHFFFAOYSA-N 5-methoxy-3-(trichloromethyl)-1,2,4-thiadiazole Chemical compound ClC(C1=NSC(=N1)OC)(Cl)Cl WSIONAPHXGGOIC-UHFFFAOYSA-N 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000005946 Cypermethrin Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229960001413 acetanilide Drugs 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 229940024113 allethrin Drugs 0.000 description 1
- 150000001412 amines Chemical class 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
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 235000010418 carrageenan Nutrition 0.000 description 1
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- 229940113118 carrageenan Drugs 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
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- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 description 1
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- CRBREIOFEDVXGE-UHFFFAOYSA-N dodecoxybenzene Chemical compound CCCCCCCCCCCCOC1=CC=CC=C1 CRBREIOFEDVXGE-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
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- 238000010998 test method Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
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- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
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- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
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Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は、液状又はペースト状である疎水性農薬を有機
溶剤を使用することなく、乳剤と同様に使用する二とが
出来、かつ、長期にわたって保存安定性の良い水中油型
懸濁状農薬組成物の製法に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention provides hydrophobic pesticides in liquid or paste form that can be used in the same way as emulsions without using organic solvents, and that have good long-term storage stability. The present invention relates to a method for producing an oil-type suspension agricultural chemical composition.
従来より農薬製剤としては、粉剤、乳剤、水和剤、粒剤
、液剤、流動剤、水溶剤等が使用されてきたが、この内
、0℃付近で液状又はペースト状である疎水性M薬の剤
型として1は、乳剤、粉剤、水和剤1粒剤等がある。乳
剤は農薬をキシレン、ナフサ、シクロヘキサノン、DM
F、メチルナフタレン等の有機溶剤に溶解し、乳化剤を
加えて製造されるものであるが、有機溶剤を含有するた
めに、引火性、不快臭、毒性、刺激性、薬害増大等を有
する場合が多く、欠点ともなっていた。一方、有機溶剤
を使用しない剤型としては、粉剤、水和剤、粒剤がある
が、この内、粉剤や粒剤は農薬含有率が1〜15%と小
さく、製剤の製造コストが割高になる傾向があり、又、
水和剤は農薬含有率が30〜40%と比較的小さく、又
吸油能力の大きいホワイトカーボンを多量に使用せざる
を得ず、使用に当っては、微粉末の飛散がさけられない
二と、高濃度少量散布が困難なことなどの問題がある。Conventionally, powders, emulsions, wettable powders, granules, liquids, flow agents, aqueous solvents, etc. have been used as agrochemical formulations, but among these, hydrophobic M drugs that are liquid or paste-like at around 0°C The dosage forms of 1 include emulsions, powders, and wettable powders. The emulsion contains pesticides such as xylene, naphtha, cyclohexanone, and DM.
F, is manufactured by dissolving it in an organic solvent such as methylnaphthalene and adding an emulsifier, but because it contains an organic solvent, it may have flammability, unpleasant odor, toxicity, irritation, increased chemical damage, etc. In many cases, it was also a drawback. On the other hand, there are powders, wettable powders, and granules as formulations that do not use organic solvents, but among these, powders and granules have a small pesticide content of 1 to 15%, making the manufacturing cost of the formulation relatively high. There is a tendency to
Wettable powders have a relatively small pesticide content of 30 to 40%, and require the use of a large amount of white carbon, which has a large oil-absorbing capacity. However, there are problems such as difficulty in spraying in small amounts at high concentrations.
このような液状又はペースト状の疎水性農薬の製剤の欠
点を改良する目的で、有機溶剤や微粉無機担体を用いな
い代りに水を基材として、液状又はペースト状疎水性農
薬を微細粒子として懸濁分散せしめた剤型がいくつか開
発されてきた。In order to improve the drawbacks of such liquid or paste hydrophobic pesticide formulations, liquid or paste hydrophobic pesticides are suspended as fine particles using water as a base material instead of using organic solvents or finely powdered inorganic carriers. Several turbidly dispersed dosage forms have been developed.
水性乳剤(マイクロエマルジョン剤)は、液状又はペー
スト状疎水性農薬の含有量が1〜15%程度と比較的少
なく、又多量の乳化剤(20%以下)を使用して、O,
1ミクロン以下の可溶化状態とする製剤である(特公昭
46−20520号、特公昭53−13696号、特公
昭58−17721号、特公昭58−29761号、特
公昭6〇−54928号、特開昭49−54547号、
特開昭51−41437号、特開昭52−122626
号、特開昭52−122628号、特開昭54−231
23号、特開昭55−31056号、特開昭60−13
2907号)。Aqueous emulsions (microemulsions) have a relatively low content of liquid or paste hydrophobic pesticides, about 1 to 15%, and use a large amount of emulsifier (20% or less) to
It is a preparation that has a solubilized state of 1 micron or less. Kaisho 49-54547,
JP-A-51-41437, JP-A-52-122626
No., JP-A-52-122628, JP-A-54-231
No. 23, JP-A-55-31056, JP-A-60-13
No. 2907).
又他方液状又はペースト状疎水性農薬を1〜100ミク
ロン程度の比較的大きい粒子として水中に分散、懸濁さ
せて安定化する技術としては、水溶性高分子の存在下に
高速分散機を用いて分散させ、その増粘作用によって分
散粒子の凝集・合一を防止して保存安定性を付与する技
術が開発されてきた(特開昭53−99302号、特開
昭55−17301号、特開昭55−124707号、
特開昭55−124708号、特開昭55−12920
1号、特開昭55−130901号、特開昭56−49
303号、特開昭56−49307号、特開昭56−1
20608号、特開昭58−118501号、特開昭5
8−128301号、特開昭58−162503号、特
開昭58−192810号、特開昭59−39810号
、特開昭61−37707号)。On the other hand, a technique for stabilizing liquid or paste hydrophobic pesticides by dispersing and suspending them in water as relatively large particles of about 1 to 100 microns is to use a high-speed dispersion machine in the presence of a water-soluble polymer. Techniques have been developed for dispersing particles and imparting storage stability by preventing agglomeration and coalescence of dispersed particles through its thickening action (Japanese Patent Application Laid-Open No. 53-99302, JP-A No. 55-17301, JP-A No. 55-17301, No. 55-124707,
JP-A-55-124708, JP-A-55-12920
No. 1, JP-A-55-130901, JP-A-56-49
No. 303, JP-A-56-49307, JP-A-56-1
No. 20608, JP-A-58-118501, JP-A-Sho 5
8-128301, JP 58-162503, JP 58-192810, JP 59-39810, JP 61-37707).
これらの技術の要点は、PVA、アラビアガム、CMC
,HEC,MC、グアガム、アルギン酸ソーダ、カラギ
ーナン、ゼラチン、カルボキシスターチ、セルロース硫
酸誘導体、ポリアクリレート、ポリメチルメタアクリレ
ート、PEG、アルブミン等の水溶性高分子を増粘剤と
して1〜10%使用し、更に必要に応じて、一般的な非
イオン性界面活性剤やアニオン性界面活性剤、無機塩、
尿素等を配合するものである。これら水溶性高分子の内
、PVAやアラビアガムは特に有用なものである。しか
しながら、この種の水中油型懸濁状組成物は、水溶性高
分子を増粘剤として用いるために、疎水性農薬含有率が
、10〜40%と小さく、又その粘度が700〜200
0cpsと高く、製造及び取り扱いに不便であるばかり
でなく、容器への付着残留及び散布液調整時の水中への
分散のしにくさ及び分散粒子が1〜100ミクロンと粗
大であるため散布液中での懸濁安定性の不足や、乳剤型
に比べて農薬作用が弱くなる傾向等いくつかの改良すべ
き問題点を有している。The key points of these technologies are PVA, gum arabic, CMC
, HEC, MC, guar gum, sodium alginate, carrageenan, gelatin, carboxy starch, cellulose sulfate derivatives, polyacrylate, polymethyl methacrylate, PEG, albumin and other water-soluble polymers are used as thickeners in an amount of 1 to 10%, Furthermore, if necessary, general nonionic surfactants, anionic surfactants, inorganic salts,
It contains urea etc. Among these water-soluble polymers, PVA and gum arabic are particularly useful. However, since this type of oil-in-water suspension composition uses a water-soluble polymer as a thickener, the content of hydrophobic pesticides is as low as 10-40%, and its viscosity is 700-200%.
It is as high as 0 cps and is not only inconvenient to manufacture and handle, but also remains in the spray solution because it remains attached to the container, is difficult to disperse in water when preparing the spray solution, and the dispersed particles are as large as 1 to 100 microns. It has several problems that need to be improved, such as insufficient suspension stability and a tendency for its agrochemical action to be weaker than that of emulsion-type emulsions.
本発明者等は、液状又はペースト状疎水性農薬の従来技
術に基づく、水中油型懸濁状農薬組成物の上述した諸欠
点を改良し、乳剤とほぼ同様に使用することができ、か
つ、長期にわたって化学的、物理的に保存安定性がすぐ
れた新規な水中油型懸濁状農薬組成物を製法する技法に
つき、鋭意検討を重ねた結果、増粘剤を使用することな
く、一般式(1)で示される界面活性剤を用いることを
見い出して本発明を完成させたものである。The present inventors have improved the above-mentioned drawbacks of oil-in-water type suspension pesticide compositions based on the conventional technology of liquid or paste hydrophobic pesticides, and can be used almost in the same manner as emulsions, and As a result of extensive research into a technique for manufacturing a novel oil-in-water suspension pesticide composition that has excellent chemical and physical storage stability over a long period of time, we have found that the general formula ( The present invention was completed by discovering the use of the surfactant shown in 1).
即ち、本発明の対象となる農薬は、主として0℃付近で
液状又はペースト状で水に対する溶解度(20℃)が大
約2000ppm以下の難溶性又は不溶性の疎水性農薬
であり、その水中油型懸濁状組成物は長期にわたる保存
においても油層な分離することなく、化学的にも又、物
理的にも安定な剤型を提供するものである。本発明の骨
子は次の通りである。That is, the agricultural chemicals to which the present invention is applied are mainly hydrophobic agricultural chemicals that are sparingly soluble or insoluble in liquid or paste form at around 0°C and have a solubility in water (at 20°C) of about 2000 ppm or less, and their oil-in-water suspension. The composition provides a chemically and physically stable dosage form without oil layer separation even during long-term storage. The gist of the present invention is as follows.
(1)液状又はペースト状である疎水性農薬40〜70
%(重量%以下同じ)、一般式(1)で示される界面活
性剤1〜15%及び残分水よりなることを特徴とする水
中油型懸濁状農薬組成物。(1) Hydrophobic pesticide in liquid or paste form 40-70
% (same below weight %), 1 to 15% of a surfactant represented by general formula (1), and the remainder water.
A−R−A・・・・・ (1)
(式中、Rは炭素数2〜6からなるジオール残基を表し
、Aは次式で示されるものであり。A-R-A... (1) (In the formula, R represents a diol residue consisting of 2 to 6 carbon atoms, and A is represented by the following formula.
CH。CH.
[H(OCH,CH,)n(OCHCH,)mo]mは
17〜5oの整数、nは2〜35の整数、を示す。)
(2)HLBが10〜18であるポリオキシエチレンノ
ニル(又はオクチル又はデシル)フェニルエーテル、ポ
リオキシエチレンスチリル(又はベンジル)フェニル(
又はクレジル又はフェニルフェニル)エーテルの1種又
は2種以上の非イオン性界面活性剤を0.1〜5%の範
囲で含有することを特徴とする第1項記載の水中油型懸
濁状農薬組成物。[H(OCH,CH,)n(OCHCH,)mo]m represents an integer of 17 to 5o, and n represents an integer of 2 to 35. ) (2) Polyoxyethylene nonyl (or octyl or decyl) phenyl ether, polyoxyethylene styryl (or benzyl) phenyl (
or cresyl or phenyl phenyl) ether in an amount of 0.1 to 5% of the nonionic surfactant. Composition.
(3)氷結防止剤としてグリセリン、エチレングリコー
ル、ジエチレングリコール、プロピレングリコール、ジ
プロピレングリコール、ジグリセリン、メチルセロソル
ブ、メチルカービトール、セロソルブ、カービトール等
を5%以下の率で含有することを特徴とする第1項記載
の水中油型懸濁状農薬組成物。(3) A product containing glycerin, ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, diglycerin, methyl cellosolve, methyl carbitol, cellosolve, carbitol, etc. at a rate of 5% or less as an anti-icing agent. The oil-in-water suspension agricultural chemical composition according to item 1.
上記一般式(1)で示される化合物は、ポリオキシエチ
レンポリオキシプロピレンブロックボリマータイプの非
イオン性界面活性剤であり、ジオール化合物にまずプロ
ピレンオキシドをアルカリ触媒の下に1oO〜150℃
、2〜10kg/d(7)加圧下に付加反応させ、更に
エチレンオキシドを同一条件下に付加させることにより
、容易に合成することができる。出発物質となるジオー
ル化合物は炭素数が2〜6、即ち、エチレングリコール
、プロピレングリコール、ブタンジオール、ヘキシレン
グリコール、ジエチレングリコール、ジプロピレングリ
コール等が好ましいものとして列挙することができる。The compound represented by the above general formula (1) is a polyoxyethylene polyoxypropylene block polymer type nonionic surfactant, in which propylene oxide is first added to a diol compound under an alkali catalyst at 1oO to 150°C.
, 2 to 10 kg/d (7) It can be easily synthesized by carrying out an addition reaction under pressure and further adding ethylene oxide under the same conditions. Preferred diol compounds as starting materials include those having 2 to 6 carbon atoms, ie, ethylene glycol, propylene glycol, butanediol, hexylene glycol, diethylene glycol, dipropylene glycol, and the like.
ポリオキシプロピレン重合体に対するエチレンオキシド
の付加率は、10〜50%(重量比)の範囲のものが好
ましいものとして挙げることができるが、一般にはHL
Bが1〜15にわたる広範囲のものを1種以上組み合わ
せることにより、良好な安定性を有する水中油型懸濁状
農薬組成物を得る場合が多いので一般式(りで示される
非イオン活性剤は、対象となる農薬の物理化学的性質、
含有率、保存条件等に基づき、最も適合したものから選
ばれ、配合される必要がある。The addition rate of ethylene oxide to the polyoxypropylene polymer is preferably in the range of 10 to 50% (weight ratio), but generally HL
Oil-in-water type suspension pesticide compositions with good stability can often be obtained by combining one or more types of compounds with a wide range of B ranging from 1 to 15. , physicochemical properties of the target pesticide,
It is necessary to select and mix the most suitable one based on the content rate, storage conditions, etc.
本発明を構成する第2の界面活性剤はHLBが10〜1
8であるポリオキシエチレンノニル(又はオクチル又は
ドデシル)フェニルエーテル、ポリオキシエチレンスチ
リル(又はベンジル)フェニル(又はクレジル又はフェ
ニルエール)エーテルから選ばれたもので第1項記載の
水中油型懸濁状農薬組成物の保存安定性を促進するもの
である。The second surfactant constituting the present invention has an HLB of 10 to 1.
8 selected from polyoxyethylene nonyl (or octyl or dodecyl) phenyl ether, polyoxyethylene styryl (or benzyl) phenyl (or cresyl or phenyl ale) ether, and the oil-in-water suspension according to item 1. It promotes storage stability of agrochemical compositions.
その組成物中の含有率は0.1〜5.0%で十分である
。A content of 0.1 to 5.0% in the composition is sufficient.
本発明を構成する第3の物質は氷結防止剤であって、例
として、エチレングリコール、プロピレングリコール、
ジプロピレングリコール、グリセリン、ジグリセリン、
メチルセロソルブ、メチルカービトール、セロソルブ、
カービトール等であり。The third substance constituting the present invention is an anti-icing agent, such as ethylene glycol, propylene glycol,
dipropylene glycol, glycerin, diglycerin,
Methyl cellosolve, methyl carbitol, cellosolve,
Carbitol etc.
本物質の使用は、本発明に係る水中油型懸濁状農薬組成
物の一5℃〜−10℃における保存時、水層の氷結を防
止すると共に、懸濁した農薬粒子の分離を防止するため
であり、通常5%以下の含有率で十分である。The use of this substance prevents freezing of the aqueous layer and separation of suspended pesticide particles when the oil-in-water type suspension pesticide composition according to the present invention is stored at -5°C to -10°C. Therefore, a content of 5% or less is usually sufficient.
なお、本発明に関連して、水中油型懸濁状農薬組成物の
保存安定性を促進する目的で、密度平衡剤として、無機
塩1例えば、塩化ナトリウム、塩化カリウム、塩化カル
シウム、硫安、塩化アンモニウム、及び低比重の有機溶
剤等を添加して用いることは何らさしつかえないばかり
か有用である場合もある。In connection with the present invention, inorganic salts such as sodium chloride, potassium chloride, calcium chloride, ammonium sulfate, chloride, Addition of ammonium, a low specific gravity organic solvent, etc. is not only acceptable but may also be useful in some cases.
又これと同様に懸濁状態の安定性を増大する目的で、上
記(1)項の一般式(1)及び上記(2)項の界面活性
剤以外の界面活性剤、例えば、一般式(1)以外のポリ
オキシエチレンポリオキシブロビレンブロックボリマー
型ノニオン性界面活性剤や、ポリオキシエチレンひまし
油、ポリオキシエチレン脂肪酸エステル、ポリオキシエ
チレンアルキルフェニルエーテルホルマリン縮合物、ポ
リオキシエチレンソルビタンアルキレート、ポリオキシ
エチレンジアルキルフェニルエーテル、等が。Similarly, for the purpose of increasing the stability of the suspended state, a surfactant other than the surfactant of the general formula (1) of the above (1) and the above (2), such as the general formula (1) ) other than polyoxyethylene polyoxybrobylene block polymer type nonionic surfactants, polyoxyethylene castor oil, polyoxyethylene fatty acid ester, polyoxyethylene alkylphenyl ether formalin condensate, polyoxyethylene sorbitan alkylate, polyoxyethylene sorbitan alkylate, oxyethylene dialkylphenyl ether, etc.
又、アニオン性界面活性剤例えば、アルキルベンゼンス
ルホネート、アルキルナフタレンスルホネート、ナフタ
レンスルホネートホルマリン縮合物、ジアルキルスルホ
サクシネート、アルキルサルフェート、アルキルスルホ
ネート、ポリオキシエチレンアルキルフェニルエーテル
サルフェート、ポリオキシエチレンアルキルフェニルエ
ーテルスルホネート、ポリオキシエチレンスチリル(又
はベンジル)フェニル(又はフェニルフェニル)エーテ
ルサルフェート、ポリオキシエチレンアルキルフェニル
エーテルフォスフェート、ポリオキシエチレンスチリル
(又はベンジル)フェニル(又はフェニルフェニル)エ
ーテルフォスフェート、アルキルビフェニルスルホネー
ト、N−メチル脂肪酸タウリド等が少量加用される場合
もあるので、必要に応じてこれらの界面活性剤を本発明
中に併用することは何ら差しつかえないものである。又
この他、シリコン又はシリコンエマルジョン、脂肪酸ア
マイド、脂肪酸、アルキルポリオキシエチレンポリオキ
シプロピレンブロックボリマーエーテル等の消泡剤を使
用することにより、本発明にかかる組成物の製造及び使
用における発泡トラブルを防止して好ましい場合も多い
。In addition, anionic surfactants such as alkylbenzene sulfonates, alkylnaphthalene sulfonates, naphthalene sulfonate formalin condensates, dialkyl sulfosuccinates, alkyl sulfates, alkyl sulfonates, polyoxyethylene alkylphenyl ether sulfates, polyoxyethylene alkylphenyl ether sulfonates, Oxyethylene styryl (or benzyl) phenyl (or phenylphenyl) ether sulfate, polyoxyethylene alkyl phenyl ether phosphate, polyoxyethylene styryl (or benzyl) phenyl (or phenylphenyl) ether phosphate, alkyl biphenyl sulfonate, N-methyl Since a small amount of fatty acid tauride or the like may be added, there is no problem in using these surfactants in combination in the present invention as necessary. In addition, by using antifoaming agents such as silicone or silicone emulsion, fatty acid amide, fatty acid, alkyl polyoxyethylene polyoxypropylene block polymer ether, foaming troubles in the production and use of the composition according to the present invention can be avoided. In many cases, it is preferable to prevent this.
この他、疎水性農薬の水中における化学的安定性を増大
し、加水分解等の反応を抑制する目的で、。In addition, for the purpose of increasing the chemical stability of hydrophobic pesticides in water and suppressing reactions such as hydrolysis.
水層のp)(を対象となる農薬の安定化領域まで調整す
るため、各種のpH調整剤や緩衝物質を添加したり、又
、エポキシ化合物、ラクトン化合物、フォスフェートエ
ステル塩等を使用したりすることが好ましい場合もある
。In order to adjust the pH of the aqueous layer to the stabilization range of the target pesticide, various pH adjusters and buffer substances may be added, or epoxy compounds, lactone compounds, phosphate ester salts, etc. may be used. In some cases, it may be preferable to do so.
本発明の対象となる農薬は、0℃付近で液状又はペース
ト状であり、水に対する溶解度が20℃で、大約200
0ppm程度以下であれば一般に対象とすることが出来
、次の如き農薬を例示することができる。The agricultural chemicals targeted by the present invention are liquid or paste at around 0°C, and have a solubility in water of about 200°C at 20°C.
If it is about 0 ppm or less, it can generally be targeted, and the following agricultural chemicals can be exemplified.
殺虫剤では、09O−ジメチル−3−メチル−4−ニト
ロフェニルホスホロチオエート(フェニトロチオン)、
0,0−ジメチル−3−メチル−4−メチルチオフェニ
ルホスホロチオエート(フェンチオン)、0.0−ジエ
チル−2−イソプロピル−4−メチル−6−ピリミジニ
ルホスホロチオエート(ダイアジノン)、0.0−ジメ
チル−3−[α−(エトキシカルボニル)ベンジルコホ
スホロジチオエート(エルサン)、0−seQ、ブチル
フェニルメチルカーバメート(BPMC)、O−エチル
−5−プロピル−2,4−ジクロロフェニルホスホロチ
オロチオエート(プロチオホス)等の他、3−アリル−
2−メチルシクロペンタ−2−エン−4−オンー1−イ
ルクリサンセマート(アレスリン)、5−(ベンジル−
3−フリルメチル)クリサンセマート(レスメスリン)
、5−プロパルギル−3−フリルメチルクリサンセマー
ト(フェノスリン)、3−フェノキシベンジルクリサン
セマート(フェノスリン)、3−フェノキシベンジル−
2,2−ジメチル−3−(β、β−ジクロロ)とニルシ
クロプロパンカルボキシレート(パーメスリン)、α−
シアノ−3−フェノキシベンジル−シス、トランス−3
−(2、2−ジクロルビニル)−2,2−ジメチル−シ
クロプロパンカルボキシレート(サイパーメスリン)等
の合成ピレスロイド系農薬が、殺菌剤では、メチルアル
セニツクビス(ドデシルスルフィド)(マルス)。In insecticides, 09O-dimethyl-3-methyl-4-nitrophenylphosphorothioate (fenitrothion);
0,0-Dimethyl-3-methyl-4-methylthiophenyl phosphorothioate (Fention), 0.0-diethyl-2-isopropyl-4-methyl-6-pyrimidinyl phosphorothioate (Diazinon), 0.0-dimethyl-3-[ α-(Ethoxycarbonyl)benzylcophosphorodithioate (Elsan), 0-seQ, butylphenylmethyl carbamate (BPMC), O-ethyl-5-propyl-2,4-dichlorophenylphosphorothiolothioate (Prothiophos), etc. In addition, 3-allyl-
2-Methylcyclopent-2-en-4-on-1-yl chrysansemate (allethrin), 5-(benzyl-
3-furylmethyl) chrysansemate (resmethrin)
, 5-propargyl-3-furylmethyl chrysansemate (phenothrin), 3-phenoxybenzyl chrysansemate (phenothrin), 3-phenoxybenzyl-
2,2-dimethyl-3-(β,β-dichloro) and nylcyclopropanecarboxylate (permethrin), α-
Cyano-3-phenoxybenzyl-cis, trans-3
Synthetic pyrethroid pesticides such as -(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropanecarboxylate (Cypermethrin) are used as fungicides, including methylarsenic bis(dodecyl sulfide) (Marus).
09O−ジイソプロピル−8−ベンジルホスホロチオレ
ート(IBP)、5−メトキシ−3−トリクロロメチル
−1,2,4−チアジアゾール(エクロメゾール)が、
又除草剤では、5−p−クロロベンジルジエチルチオカ
ーバメート(ベンチオカーブ)、5−(2−クロロベン
ジル)−N、N、−ジエチルチオカーバメート(オルソ
ベンカーブ)、α−クロロ−2°、6°−ジエチル−N
−(n−ブトキシメチル)アセトアニリド(ブタクロー
ル)、α−クロロ−2’、6’−ジエチル−N−(n−
プロポキシエチル)アセトアニリド(プレチラクロール
)、S−エチルヘキサハイドロ−IH−アゼピン−1−
カルボチオエート(モリネート)、S−エチル−N−シ
クロへキシル−N−エチルチオカーバメート(シクロエ
ート)等が挙げられるが、必ずしもこれら農薬の範囲内
に本発明の主旨を限定すべきではない。09O-diisopropyl-8-benzylphosphorothiolate (IBP), 5-methoxy-3-trichloromethyl-1,2,4-thiadiazole (ecromezole),
Herbicides include 5-p-chlorobenzyldiethylthiocarbamate (benthiocarb), 5-(2-chlorobenzyl)-N,N,-diethylthiocarbamate (orthobencarb), α-chloro-2°, 6° -diethyl-N
-(n-butoxymethyl)acetanilide (butachlor), α-chloro-2',6'-diethyl-N-(n-
propoxyethyl) acetanilide (pretilachlor), S-ethylhexahydro-IH-azepine-1-
Examples include carbothioate (molinate), S-ethyl-N-cyclohexyl-N-ethylthiocarbamate (cycloate), but the scope of the present invention should not necessarily be limited to these agricultural chemicals.
これら農薬の内、ブタクロールに関して本発明と類似の
技術が、特開昭58−162504号公報に述べられて
いるが、界面活性剤として下記一般式で示されるポリア
ルキレンゲリコールエーテル系非イオン性界面活性剤を
使用するもので、本発明とは、技術内容が異なるものと
解される。即ち、特開昭58−162504号公報は式
%式%)
(式中Rはアルキル、アリールまたはアルキルアリール
であり、nはほぼ1250に等しくそしてmはおよその
分子量3500となるためのほぼ2200に等しい)を
有するであろう。ここに用いられている「アルキル」な
る用語は炭素数1〜5個の直鎖状または分枝鎖状アルキ
ルを指す。「アリール」なる用語は炭素数6〜12個の
芳香族基、例えばフェニルまたはナフチルを指す。「ア
ルキルアリール」なる用語はアルキル置換フェニル基(
ここでアルキル基は直鎖状または分枝鎖状であってよく
そして1〜20個の炭素原子を有しうる)を指す。〕(
〔〕内は引用)を乳化剤として使用するものである。又
更に、特開昭57−80306号公報及び特開昭58−
162505号公報には、フェノキシアルカンカルボン
酸エステルの[11乳剤の製造方法として界面活性剤を
使用する技法が説明されている。この中で非イオン性界
面活性剤、特に脂肪酸ポリエチレングリコールエステル
、脂肪族アルコールのグリセリドの又は、アルキルフェ
ノールのポリエチレングリコールエーテル及びポリオキ
シエチレンポリオキシプロピレンブロック重合体を、不
飽和脂肪酸タウリド及び脂肪酸アルキルタウリドのアル
カリ金属塩及びポリオキシエチレンアルキルアリールエ
ーテルフォスフェート又はポリオキシエチレン脂肪アミ
ンと併用する技術が述べられており、本願発明とは異な
るものと解される。Among these agricultural chemicals, a technique similar to the present invention regarding butachlor is described in JP-A-58-162504; Since this method uses an activator, it is understood that the technical content is different from the present invention. That is, JP-A-58-162504 discloses the formula % (where R is alkyl, aryl or alkylaryl, n is approximately equal to 1250 and m is approximately 2200 for an approximate molecular weight of 3500). equal). As used herein, the term "alkyl" refers to straight or branched chain alkyl having 1 to 5 carbon atoms. The term "aryl" refers to an aromatic group containing 6 to 12 carbon atoms, such as phenyl or naphthyl. The term "alkylaryl" refers to an alkyl-substituted phenyl group (
An alkyl group here refers to a radical which may be straight-chain or branched and may have from 1 to 20 carbon atoms. 〕(
[The quotation in brackets] is used as an emulsifier. Furthermore, JP-A-57-80306 and JP-A-58-
No. 162505 describes a technique using a surfactant as a method for producing a [11 emulsion of phenoxyalkane carboxylic acid ester. Among these, nonionic surfactants, especially fatty acid polyethylene glycol esters, aliphatic alcohol glycerides, or alkylphenol polyethylene glycol ethers and polyoxyethylene polyoxypropylene block polymers, unsaturated fatty acid taurides and fatty acid alkyl taurides, A technique is described in which the alkali metal salt of the compound is used in combination with a polyoxyethylene alkylaryl ether phosphate or a polyoxyethylene fatty amine, and is understood to be different from the present invention.
ここに例示した疎水性農薬は日本国内における農薬製剤
の通常の保存条件を考慮して0〜5℃で液状又はペース
ト状であるが、0〜−5℃の如き低温で保存する必要が
ない場合には、該当する保存温度付近で液状又はペース
ト状であればよく、本発明の主旨を0〜−5℃付近で液
状又はペースト状である疎水性農薬に限定されるべきで
はない。The hydrophobic pesticides exemplified here are in liquid or paste form at 0 to 5 degrees Celsius, taking into account the normal storage conditions for pesticide formulations in Japan, but in cases where there is no need to store them at low temperatures such as 0 to -5 degrees Celsius. The agricultural chemicals may be liquid or paste-like at around the relevant storage temperature, and the gist of the present invention should not be limited to hydrophobic agricultural chemicals that are liquid or paste-like at around 0 to -5°C.
かくして、本発明に係る水中油型懸濁状農薬組成物の一
般的構成成分は次の如きである。Thus, the general components of the oil-in-water suspension agricultural chemical composition according to the present invention are as follows.
・液状又はペースト状疎水性農薬:4o〜70%(重量
%以下同じ)
・前記(1)項の一般式(1)で示される非イオン性界
面活性剤=1〜15%
・前記(2)項のHLBが10〜18である非イオン性
界面活性剤:0〜5%
・前記(3)項の氷結防止剤二〇〜5%・その他の添加
剤(密度平衡剤、ノニオン性界面活性剤、アニオン性界
面活性剤、消泡剤、pH調整剤等):少量(必要に応じ
て)
・水:残分
上記構成からなる水中油型懸濁状農薬組成物の製造に当
っては、通常の高速乳化機、例えばホモミキサー、ホモ
ブレンダー、ホモゲナイザー、コロイドミル及びタービ
ン型乳化機やガラリン型孔化機等で十分である0通常こ
れら乳化機の作動条件は、当該の組成物の全成分を仕込
み、4000〜2000Orpm (好ましくは500
0〜15゜00rpm)の速度で、5〜10分間高速攪
拌すればよく、特別の手法は必要ない。・Liquid or paste hydrophobic pesticide: 40 to 70% (weight% and below are the same) ・Nonionic surfactant represented by general formula (1) in item (1) above = 1 to 15% ・(2) above Nonionic surfactant whose HLB is 10 to 18: 0 to 5% ・20 to 5% of the anti-icing agent in item (3) above ・Other additives (density balancer, nonionic surfactant) , anionic surfactant, antifoaming agent, pH adjuster, etc.): Small amount (as necessary) Water: Residue When producing an oil-in-water type suspension agricultural chemical composition having the above composition, usually High-speed emulsifiers such as homomixers, homoblenders, homogenizers, colloid mills, and turbine-type emulsifiers and gallin-type porosifiers are sufficient.Usually, the operating conditions of these emulsifiers are such that all components of the composition in question are Preparation, 4000-2000 rpm (preferably 500
It is sufficient to perform high-speed stirring for 5 to 10 minutes at a speed of 0 to 15°00 rpm, and no special method is required.
このような方法により製造される本発明に係る水中油型
懸濁状農薬組成物は、一般にその粒子径は1ミクロン以
下であり、−5〜40℃の長期にわたる保存においても
クリーム層やオイル層の分離をみることなく(少量の水
層分離が生ずる場合があるが、簡単な攪拌によって均一
な懸濁状となる)安定であり、又粘性は大約800cp
sJQ下程度の物性を示す。本組成物は、そのまま少量
散布に使用できるばかりでなく、水に容易に任意の濃度
に希釈されて、安定な乳化状態を示すので、従来の乳剤
同様に散布することができる。The oil-in-water type suspension agricultural chemical composition according to the present invention produced by such a method generally has a particle size of 1 micron or less, and does not have a cream layer or an oil layer even when stored for a long period of time at -5 to 40°C. It is stable without any separation (a small amount of aqueous layer separation may occur, but it becomes a homogeneous suspension with simple stirring), and the viscosity is about 800 cp.
Shows physical properties below sJQ. This composition can not only be used as it is for spraying in small amounts, but also easily diluted with water to any desired concentration and exhibits a stable emulsified state, so it can be sprayed in the same manner as conventional emulsions.
以下、実施例を用いて、本発明の技術内容を説明する。Hereinafter, the technical contents of the present invention will be explained using examples.
実施例
(i)乳化剤組成
(イ)乳化剤1
一般式(1)のRがプロピレン、nが11、mが32で
ある界面活性剤:40%、(重量%以下同じ)、一般式
(1)のRがヘキシレン、nが26、mが19である界
面粘性剤二60%の混合物(ロ)乳化剤2
一般式(1)のRがプロピレン、nが11.mが32で
ある界面活性剤ニア0%、一般式(1) Rがプロピレ
ン、nが25、mが32である界面活性剤=30%、の
混合物
(ハ)乳化剤3
一般式(1)のRがブチレン、nが11、mが32であ
る界面活性剤=40%、
一般式(I)のRがプロピレン、nが80.mが15で
ある界面活性剤:40%、
ポリオキシエチレン(10モル)ノニルフェニルエーテ
ル20%、の混合物
(ニ)乳化剤4
一般式(1)のRがプロピレン、nが15、mが45で
ある界面活性剤:45%、一般式(1)のRがヘキシレ
ン、nが26、mが19である界面活性剤=45%、ポ
リオキシエチレン(15モル)ドデシルフェニルエーテ
ル=10%、の混合物(ホ)乳化剤5
一般式(1)のRがプロピレン、nが111mが32で
ある界面活性剤:20%、一般式(1)のRがプロピレ
ン、nが30、mが15である界面活性剤二60%、及
びポリオキシエチレン(10モル)ノニルフェニルエー
テル=20%、の混合物
(へ)乳化剤6
一般式(f)のRがプロピレン、nが11、mが32で
ある界面活性剤=35%、一般式(1)のRがプロピレ
ン、nが26、mが19である界面活性剤:40%、ポ
リオキシエチレン(30モル)スチリルフェニルエーテ
ル=25%、の混合物(if )懸濁状組成物の実施例
(イ)実施例1
ベンチオカーブ:83gr、乳化剤1ニアgr。Example (i) Emulsifier composition (a) Emulsifier 1 Surfactant of general formula (1) in which R is propylene, n is 11, and m is 32: 40% (same below weight%), general formula (1) Mixture of 60% interfacial viscosity agent (2) in which R is hexylene, n is 26, and m is 19 (b) Emulsifier 2 In general formula (1), R is propylene, n is 11. A mixture of 0% surfactant where m is 32, general formula (1) R is propylene, surfactant where n is 25 and m is 32 = 30% (c) Emulsifier 3 of general formula (1) A surfactant in which R is butylene, n is 11, and m is 32 = 40%, R in the general formula (I) is propylene, and n is 80. Mixture of surfactant where m is 15: 40%, polyoxyethylene (10 mol) nonylphenyl ether 20% (d) Emulsifier 4 In general formula (1), R is propylene, n is 15, m is 45, A mixture of a certain surfactant: 45%, a surfactant of general formula (1) in which R is hexylene, n is 26, and m is 19, and polyoxyethylene (15 mol) dodecylphenyl ether = 10%. (e) Emulsifier 5 Surfactant in which R in general formula (1) is propylene, n is 111, m is 32: 20%, surfactant in which R in general formula (1) is propylene, n is 30, and m is 15 Emulsifier 6 A surfactant in which R is propylene, n is 11, and m is 32 in the general formula (f) = Suspension of a mixture (if) of 35%, a surfactant of general formula (1) in which R is propylene, n is 26, and m is 19: 40%, polyoxyethylene (30 mol) styryl phenyl ether = 25% Example of composition (a) Example 1 Benthiocarb: 83 gr, emulsifier 1 nia gr.
エチレングリコール:4gr及び水道水56grをホモ
ゲナイザ−(日本精機製ユニバーサル型)の乳化容器(
200mm)中に仕込み、室温で、回転数的10.OO
Orpm5分間の攪拌で乳化させ、ベンチオカーブ55
%を含有する懸濁状組成物を得た。(以下の実施例にお
いて同一のホモゲナイザーを用い、同一条件で、懸濁状
組成物を得た)
(ロ)実施例2
IBP:85gr、乳化剤2 : 7gr、プロピレン
グリコール:3gr及び水道水55grを仕込み、IB
P57%を含有する懸濁状組成物を得た。Ethylene glycol: 4gr and tap water 56gr in an emulsifying container of a homogenizer (universal type manufactured by Nippon Seiki) (
200 mm) and at room temperature, the number of rotations was 10. OO
Emulsify by stirring for 5 minutes and add Benthiocarb 55.
A suspension composition was obtained containing %. (Suspension compositions were obtained using the same homogenizer and under the same conditions in the following Examples) (B) Example 2 IBP: 85 gr, emulsifier 2: 7 gr, propylene glycol: 3 gr, and tap water 55 gr. , I.B.
A suspension composition containing 57% P was obtained.
(ハ)実施例3
フェニトロチオン:83gr、乳化剤3:8gr、エチ
レングリコール:4gr及び水道水55grを仕込み、
フェニトロチオン55%を含有する懸濁状組成物を得た
。(c) Example 3 Fenitrothion: 83 gr, emulsifier 3: 8 gr, ethylene glycol: 4 gr, and tap water 55 gr,
A suspension composition containing 55% of fenitrothion was obtained.
(ニ)実施例4
BPMC:83gr、乳化剤3 : 8gr、メチルセ
ロソルブ: 8gr及び水道水53grを仕込み、B
PMC55%を含有する懸濁状組成物を得た。(d) Example 4 BPMC: 83gr, emulsifier 3: 8gr, methyl cellosolve: 8gr, and tap water 53gr were prepared, B
A suspension composition containing 55% PMC was obtained.
(ホ)実施例5
フェンチオン: 90gr、乳化剤4ニアgr、エチレ
ングリコール:3gr及び水道水50grを仕込み、フ
ェンチオン60%を含有する懸濁状組成物を得た。(e) Example 5 Fenthion: 90gr, emulsifier 4gr, ethylene glycol: 3gr, and tap water 50gr were charged to obtain a suspension composition containing 60% fenthione.
(へ)実施例6
フエニトロチオン:60gr、BPMC:36gr、乳
化剤5 : 8gr、エチレングリコール:2gr及び
水道水44grを仕込み、フェニトロチオン40%、B
PMC24%を含有する懸濁状組成物を得た。(F) Example 6 Fenitrothion: 60gr, BPMC: 36gr, Emulsifier 5: 8gr, ethylene glycol: 2gr, and tap water 44gr, fenitrothion: 40%, B
A suspension composition containing 24% PMC was obtained.
(ト)実施例7
プレチラクロール:95gr、乳化剤4:6gr、エチ
レングリコール: 3gr及び水道水48grを仕込み
、プレチラクロール63%を含有する懸濁状組成物を得
た。(G) Example 7 Pretilachlor: 95 gr, emulsifier: 4:6 gr, ethylene glycol: 3 gr, and tap water: 48 gr were charged to obtain a suspension composition containing 63% of pretilachlor.
(チ)実施例8
エルサン:83gr、乳化剤6・6gr、プロピレング
リコール:4gr及び水道水57grを仕込み、エルサ
ン55%を含有する懸濁状組成物を得た。(H) Example 8 Elsan: 83 gr, emulsifier 6.6 gr, propylene glycol: 4 gr, and tap water 57 gr were charged to obtain a suspension composition containing 55% Elsan.
(iii)試験方法
(イ)粘度測定法
水中油型懸濁状組成物的2grを用いて、E型粘度計(
東京計器(株)製VISCONICED型)により、1
0rpm、25℃の粘度を測定した。(iii) Test method (a) Viscosity measurement method Using a 2gr oil-in-water suspension composition, an E-type viscometer (
1 by VISCONICED type manufactured by Tokyo Keiki Co., Ltd.
The viscosity was measured at 0 rpm and 25°C.
(ロ)粒子径測定法
水中油型懸濁状組成物5マイクロリツターを100mf
lの生理的食塩水(0,90W/V%NaC1溶液)に
希釈し、コールタ−カウンター(日化機(株)製モデル
ZB型)を用い、20℃での粒子径分布を測定し、平均
粒子径を算出した。(b) Particle size measurement method: 100mf of 5 microliters of oil-in-water suspension composition
The average The particle size was calculated.
ハ)長期保存試験
水中油型懸濁状組成物1oomQをネジ栓付き円筒型白
色保存ビン(底部直径3.6cmX高さ10cm、10
0目盛付き)に入れて密栓をしだ後−5℃、室温(20
〜25℃)及び40℃に30日間及び60日間保存し油
層、クリーム層、水層分離の有無を観察した。c) Long-term storage test 1oomQ of the oil-in-water suspension composition was placed in a cylindrical white storage bottle with a screw stopper (bottom diameter 3.6cm x height 10cm,
After putting it in a container (with a 0 scale) and sealing it, store it at -5℃ and room temperature (20℃).
~25°C) and 40°C for 30 and 60 days, and the presence or absence of separation of the oil layer, cream layer, and water layer was observed.
試験結果を、表−1に示したが本発明により保存安定性
の優れた水中油型懸濁状農薬組成物を得ることができる
。The test results are shown in Table 1. According to the present invention, an oil-in-water type suspension agricultural chemical composition having excellent storage stability can be obtained.
Claims (3)
%(重量%以下同じ)、一般式( I )で示される界面
活性剤1〜15%、及び残分水よりなることを特徴とす
る水中油型懸濁状農薬組成物。 A−R−A・・・・・(1) (式中、Rは炭素数2〜6からなるジオール残基を表し
、Aは次式で示されるものであり、 ▲数式、化学式、表等があります▼ mは17〜50の整数、nは2〜35の整数、を示す。 )(1) Hydrophobic pesticide in liquid or paste form 40-70
% (same below as weight %), 1 to 15% of a surfactant represented by general formula (I), and the remainder water. A-R-A...(1) (In the formula, R represents a diol residue consisting of 2 to 6 carbon atoms, and A is represented by the following formula, ▲ Numerical formula, chemical formula, table, etc. ▼ m is an integer from 17 to 50, n is an integer from 2 to 35.)
ニル(又はオクチル又はデシル)フェニルエーテル、ポ
リオキシエチレンスチリル(又はベンジル)フェニル(
又はクレジル又はフェニルフェニル)エーテルを、0.
1〜5%の範囲で含有することを特徴とする特許請求の
範囲第1項記載の水中油型懸濁状農薬組成物。(2) Polyoxyethylene nonyl (or octyl or decyl) phenyl ether, polyoxyethylene styryl (or benzyl) phenyl (
or cresyl or phenylphenyl) ether at 0.
The oil-in-water type suspension agricultural chemical composition according to claim 1, characterized in that the composition is contained in a range of 1 to 5%.
ール、ジエチレングリコール、プロピレングリコール、
ジプロピレングリコール、ジグリセリン、メチルセロソ
ルブ、メチルカービトール、セロソルブ、カービトール
等を5%以下含有することを特徴とする特許請求の範囲
第1項記載の水中油型懸濁状農薬組成物。(3) As an anti-icing agent, glycerin, ethylene glycol, diethylene glycol, propylene glycol,
The oil-in-water suspension agricultural chemical composition according to claim 1, which contains 5% or less of dipropylene glycol, diglycerin, methyl cellosolve, methyl carbitol, cellosolve, carbitol, etc.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8605086A JPS62242601A (en) | 1986-04-16 | 1986-04-16 | Oil-in-water type agrochemical suspension composition excellent in storage stability |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8605086A JPS62242601A (en) | 1986-04-16 | 1986-04-16 | Oil-in-water type agrochemical suspension composition excellent in storage stability |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS62242601A true JPS62242601A (en) | 1987-10-23 |
Family
ID=13875854
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8605086A Pending JPS62242601A (en) | 1986-04-16 | 1986-04-16 | Oil-in-water type agrochemical suspension composition excellent in storage stability |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS62242601A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0633057A1 (en) * | 1993-07-07 | 1995-01-11 | RHONE-POULENC GERONAZZO S.p.A. | Flowable concentrate formulations of polyalkoxylated, phosphated styrylphenol derivatives, in particular for use in agrochemistry |
JP2014240424A (en) * | 2008-03-25 | 2014-12-25 | ダウ アグロサイエンシィズ エルエルシー | Stabilized oil-in-water emulsions including agriculturally active ingredients |
-
1986
- 1986-04-16 JP JP8605086A patent/JPS62242601A/en active Pending
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0633057A1 (en) * | 1993-07-07 | 1995-01-11 | RHONE-POULENC GERONAZZO S.p.A. | Flowable concentrate formulations of polyalkoxylated, phosphated styrylphenol derivatives, in particular for use in agrochemistry |
FR2707181A1 (en) * | 1993-07-07 | 1995-01-13 | Rhone Poulenc Geronazzo Spa | Fluid concentrated formulations of phosphated polyalkoxylated tristyrylphenol derivatives that can be used especially in agrochemistry. |
JP2014240424A (en) * | 2008-03-25 | 2014-12-25 | ダウ アグロサイエンシィズ エルエルシー | Stabilized oil-in-water emulsions including agriculturally active ingredients |
US9402391B2 (en) | 2008-03-25 | 2016-08-02 | Dow Agrosciences Llc | Stabilized oil-in-water emulsions including agriculturally active ingredients |
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