3/27/2021
`
`WO2009031621 LIQUID AGROCHEMICAL COMPOSITION
`
`AARARALEEL
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`Covid-19 Update
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`1. WO2009031621 - LIQUID AGROCHEMICAL COMPOSITION
`
`Q Dn)wo
`PCT Bislio. Data FullText=Nati
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`PatentFamily
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`
`Title
`{EN} LIQUID AGROCHEMICAL COMPOSITION
`{FR} COMPOSITION AGROCHIMIQUE LIQUIDE
`
`2
`REE ACE
`(JA)
`
`Publication Number
`WO/2009/031621
`
`Publication Date
`12.03.2009
`
`international Application No.
`PCT/JP2008/055988
`
`international Filing Date
`04.09.2008
`
`ig inflarnmability.
`
`Abstract
`{EN}
`Disclosed is a liquid agrachemical composition which is reduced in skin irritation and pungent
`
`odor due to conventional arcmatic solvents. A water diluted solution of this Uiquid agrochemical
`
`composition has good emulsicn stability. Specifically disclosed is
`a
`liquid agrochernical
`
`
`composition containing an agrochemical active cornponent, a surfactant, an
`solvent having
`
`a water soluhility of not less than 2% by weight, and an ester sclvent having a water solubility of
`
`iess than
`2% by weight [excluding rnethyl caprytate and rethyl capratel. This liquid agrachemica
`
`
`
`
`
`
`composition is reduced in skin irritation and pungent odor, and a water diluted solution thereof
`
`has good emulsion
`stability. This liquid agrochemicail compositian may contain 5-50%6 by weight
`of water for reduc
`
`
`{FR}
`Uinvention porte sur une composition agrachimique liquide qui présente une irritation de la peau
`et une odeur pigquante réduites dues a des solvants aromatiques classiques. Une sclution dituée
`dans teau de cette composition agrochimique liquide a une bonne stabilité d’émulsion.
`{invention porte plus particuligrement sur une composition agrochimique liquide contenant un
`
`
`composantactif agrochirnique, unm agent tensio-actif, un solvant d'ester ayant
`une hydresoiubilité
`
`
`inférisure a 2 %par
`de plus de 2% en poids, et un solvant 4 base c’ester ayant une hydrasoiubilits
`poids icapryiate de rméthyis et caprate de méthyie nen inclus!. Cette compasition agrechimique
`8, et une solution diluée
`liquide présente un
`ation de la peau et une odeur piquante
`
`
`dans eau de celle-ci a une banne stabilé d’émulsion. Cette composition agrochimique liquide
`peut contenir de 5 a 60 %en poids d’eau pour réduire un caractére inflammable.
`
`Also published as
`JPwo2g09031621
`
`
`
`eps coceuetteeeees'
`: AGIN 25/04 :
`el
`Anti
`‘pplicants
`
`Et,
`RL ett NISSAN CHEMICAL
`aotneee FD. JP/IIP]
`=
`
`
`
`
`
`
`
`
`HRS THERRR sa? Sth 1 Tokyo
`
`7-1, Kanda-nishiki-cho 3-chome, Chiyoda-ku
`Tokyo 1010054, JP
`{AUExcepts]
`VER SF KOBAYASH!, Mamoru (JP}/JJP] (Usonly
`Heck BSS MORIMOTO, Katsushi [JPI/[UP] (UsOnly}
`FaME 787. FURUSAWA,Hiroyuki [JPI/{UP] [UsGnlyi
`
`inventors
`
`
`
`Ni SP KOBAYASHI, Mamoru
`ZEN EES MORIMOTO, Katsushi
`HE WAS FURUSAWA,Hiroyuki
`
`
`3
`E> HANABUSA, Tsunes
`
`
`T1010062
`
`
`
`
`
`
`2 et
`EPe TBReS 578
`
`
`SR AREA bo ST
`Tokyo | c/o Hanabusa Patent Office,
`Shin-Ochanamizu Urgan Trinity, 2,
`Kandasurugadai 3-chome, Chiyoda-ku Tokyo
`1010062, JP
`
`
`
`Priority Data
`2007-232590
`
`07.09.2007 JP
`
`Publication Language
`Japanese [JA]
`
`Filing Language
`Japanese [JA]
`
`https://patentscope.wipo.int/search/en/detail.jsf?docld=WO2009031621
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`3/27/2021
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`WO2009031621 LIQUID AGROCHEMICAL COMPOSITION
`
`|
`
`Designated stetes
`
`Latest bibliagraphic data an file with the international Bureau
`
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`
`2/2
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`

`

`3/27/2021
`
`WO2009031621 LIQUID AGROCHEMICAL COMPOSITION
`
`AARARALEEL
`
`Covid-19 Updat
`
`
`
`
`
` ARALEE
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`Settings
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`1. WO2009031621 --LIQUID AGROCHEMICAL COMPOSITION
`
`PCT Bislio. Data
`
`FullText
`
`National P nase
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`PatentFamily
`
`Notices
`
`Documents
`
`Specification
`
` n Agricultural chemical {iquid composition
`
`Technical field
`
`
`
`
`
`Disclosure of
`
`invention
`
`Problems to be solved by the invention
`
` O004
`
`Means to solve problems
`
`
`
`Effect of the invention
`
`
`
`
`
`
`
`
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`038 8650|OBSTi Odo BN44 OO4S OG48 GAS GO4G
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`
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`0054
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`Industrial applicability
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`Agricultural chemical
`
`liquid composition
`
`100013
`
`an ester solvent having a water solubl!/
`a surfactant,
`de active ingredient,
`F 2h by welght or
`is characterized by containing a sestic
`{t
`
`more,
`and an ester solvent having 8 water so
`(excluding methy! caprylate and aethy!
`co.
`ubliity of
`less than 2% by weight
`. The present
`n
`invention relates to a pesticide Liquid comoosition waich reduces skin irritation and irritating odor caused by a conventional aromatic
`n
`solvent and has good emu!sion stability of a water-di iuted solution
`
`https://patentscope.wipo.int/search/en/detail.jsf?docld=WO2009031621 &tab=FULLTEXT
`
`

`

`3/27/2021
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`W0O2009031621 LIQUID AGROCHEMICAL COMPOSITION
`
`Background technology
`
`£00023
`
`£00033
`
`n
`huent
`
`staal lity of the equea!
`The pesticide liguid composition is often diluted with wate
`B
`in the di tuent, causing‘shytotox city or a propiem that a good biclogica! effect cannot be
`ediant may precio:tate
`
`
`
`ne and the ‘ike are generally used. Many of these
`
`» = 3=£9cbt 3 ao:a <=o5a co) =Bb= oO
`
`As a method for reducing skin irritation of a pesticide !igquid composition, a method of bending a dibasic aaid ester ar the like as a
`solvent
`is known
`(see Patent Booument
`1).
`Further, as a method for
`reducing the eve irritation of the pesticide |lauld composition,
`a method
`or
`the like as a sofvent
`is known (see Patent Document 2). However,
`these documents do not deseribe tne
`uted solution of the sesticide Liquid composition
`Pion Laid-Goen No. 2008-232709
`
`ation No. 96/001047 Pamahiet
`
`international Publ
`
`i
`
`9:
`Patent Boounent 2:
`
`Disclosure of
`
`invention
`
`Problems to be solved by the invention
`
`£00043
`
`The
`
`present
`
`|
`
`to provide a pesticide |iguid compos tion having
`J
`invention is
`ives the above protlems,
`and an object of the oresernt
`water-di luted solution walle reducing skin irritation and Irritating odor
`
`i
`
`
`
`[en
`Means
`
`10005]
`
`£00083
`
`at
`
`(hereinafter,
`
`referred to
`
`is
`
`of
`a
`
`er solvants having a water solugil ity of 2 by weight or more, and
`The present
`inventors use pesticide active ingredie
`
`ig metny|
`it
`aster solvents having a water solubility of
`!ess than
`nas been found that the
`
`pesticide |iquid composition contained therein is exce| lent
`in
`the
`sion“stabi tity o
`Therefore,
`as a result
`inventors used one or more ester solvents8fayihe a water“solubility of 2% by weight or more selected from
`of diiigent research,
`the present
`
`
`ity of 2.
`dimethy! ad/pate, dimethy slutarate, andyneeny |
`it was fourd that
`the emulsion stability of the
`
`ester solvent of less thank by we ant.
`comoos ition,
`the compos
`
`
`
`
`invention relates to the pesticide !iquid composition according to the following [i] te [14]
`That
`is,
`the sresent
`as the composition of the present
`invention).
`{1} Agricultural chemicals
`2 Saractan an ester solvent having @ water solubliity of 24 by weight or
`s containing an active ingredient,
`and an ester solvent having a water solubility of
`|
`more.
`(excluding methy! saprylate and methy! caprate). Liquid
` 2% by weight
`compas$1
`rt of the ester
`to 50% by weight of the aesticidea active ingredient,
` {2} 0 1
`solveant having a water solubility of 2% by weight or more, and
`ry weight
`the
`wa
`The
`sesticide Naud compos | tion
`according to the above [1], which contains jess than 10 to 50% by weight of an ester
`solvent ‘orclud! ng mnethy! caprylate and methy! eaprate).
`{3} The pesticide iiquid composition according to any one of the above [1]
`to [2], wherein the ester solvent having a water solubility of 2%
`by weight or more |s one or more selected from lactic acid ester
`and fatty acid ester
`{4] The sesticide !iquid composition according to any one of the2above ff} to [2], wherein the ester solvent having a water solubility of 2%
`r
`more is a fatty acid diester.
`Dna
`nN
`jant having a water solubility of
`he item accerding to any one of the above [1]
`to [2], wherein the este
`2% oy weight or more is at
`
`e
`a
`|
`t
`selected from dimethyl! adipate, dimethy! glutarate and dimethy! succinate. Agricultura! cneaica!
`liquid composition
`:
`e
`68] The item according to any one of the above [1} to [5], wnerein the ester solvent having a water solubility of
`less than 2% oy weight
`“casticide |iquid compos! tion.
`an aromatic carnoxylic acid ester and a lactic acid ester
`least one selected from a fatty acid ester,
`
`igide tiguid composition according to any one of the above
`ft} to [5], wherein the ester solvent having a water solubility of
`eignt
`is a fatty acid diester.
`erein the ester solvent having a water solubility of less than
`ate, methyl cleate, and ethylhexy!
`lactate.
`The pesticide |
`cording to any one of the above [1]
`to [5], wherein the ester
`sobuty! adi pate.
`es
`to [9]. which further
`{10} The pesticide liquid composition aceording te any one of the above [1]
`to [9], whieh further
`{tt} The pesticide liquid composition according te any one of the above [fi
`{121 The pesticide liquid composition according te the aoove {10} to [fi], which further contains
`aicohols,
`lactams and lactones
`{19} The pesticide liquid composit
`giycerin, S-membered ring lactam and
`{14] The pesticide liquid composit
`
`
`oi, ethylene glycal and N-methy | -
`
`{10} to [14]. whieh further contains one or more selected from glycol
`
`f10} to [i], whieh further contains one or more selected from prooylene
`
`15] The pesticide |iguid o
`ompos ition according to any one of the above [1]
`olyoxyethy!ene styry!pheny| ether and alkyibenzene su! fonate
`
`to £14]. wherein the surfaotant
`
`is one or more selected from
`
`Effect of the invention
`
`100073
`
`invention nas reduced skin irritation and Irritating odor, and has good emulsion stabi! ity of the water-
`The composition of the present
`8
`diluted solution.
`In addition,
`the comaosition of the present
`invention 's excellent
`in storage stab! lity at
`iow temperatures
`
`Best mode for carrying out
`
`the invention
`
`co>&SRee)on
`
`Cy
`'s preferable. Examoles thereof include fatty acid diesters such as dimethy! adisate, dimethy! succinate and
`The ester solvent used in the present
`invention having a water solubilit
`oF 2% by weight or more is not particularly timited, out a fatty
`acid ester or a lactic acia ester
`
`https://patentscope.wipo.int/search/en/detail.jsf?docld=WO2009031621 &tab=FULLTEXT
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`3/27/2021
`
`WO2009031621 LIQUID AGROCHEMICAL COMPOSITION
`
`dimethy! giutarate, and iactic acid esters such as ethyl
`
`jactate, methy!
`
`lactate and buty!
`
`!actate
`
`(00093
`
`foo1g}
`
`foo1ij
`
`ted as ‘ong as
`is not particularly
`invention
`!ess than 2% oy weight used in the present
`The ester solvent having a water solubility of
`
`it
`is other than methyl capryiate and methy! canrate. but fatty acid ester, aromatic carboxylic acid ester or
`tactic acid ester is preferable
`Examp'es thereof inciude fatty acid diesters such as diisobuty! adipate.
`fatty acid moncesters auch as methy! oleate, aromatic dicarboxylic
`acid dlesters such as diisotridecy! phthalate, and lactic acid esters such as ethylhexy!
`lactate
`
` t
`less
`of 2k by weight or more and the ester solvent having a water solubility of
`lity
`The contents of the ester solvent having a water soiubi
`r
`t
`ean be appropriately selected, but
`the water solubility is 26 sy weight with
`than 2% by weight
`in the composit!
`v
`6
`act to 100 carte by welght of the conposit ion of the oresent
`invention.
`% Or more of
`the ester solvent
`is oreferably in the range of 10.0
`nas
`F
`to 80.0 parts by weight.
`and the water solubility is oreferably in the range of 16.0 to 50.0 parts by weight o
`ter solvent of
`jess than
`2% by welgnt
`The “water solubi!ity”
`
`¢
`used in the present specification is a value at 25°
`m12= >= =e
`oO5aih
`CT +oO
`= 23 =
`=
`welgnt of water,
`By containing 5 to 50% o
`ter.
`Invention can furthar o
`The composition of the present
`5
`Se
`re
`composition of the oresent
`invention is !ess likely to cateh fire and can be wand ed 1more safely.
`In particular, when the water con
`
`a
`Further. when the
`Flash point and can oe handled more safely
`oy weigtt or more,
`the composition of the present
`invention dees not show
`invention js 30% by weight or
`ition of the present
`water content
`in the composition of the present
`less,
`the storage stab: lity of the cong
`Invention is good.
`
`the
`
`a
`invention containing the above water oan further contain a polyhydric
`The composition of the present
`£00123
`
`
`
`Iriecontainingapolyhydric alcoho!, tam orlacta iaetone, the composition of the present invention becomes a clear and uniform micraemuision form
`
`
`
`
`
`and the storage stab! !ity becomes very good. The tota! content of the polyhydrie
`alcol
`tactam or
`!6
`ally & to 30% by we: ght
`
`
`preferably5to 20% sy weight. more p O to 15% by weight, based on the invention.
`
`
`
`£0013)
`
`[6018]
`
`P0017]
`
`£0018}
`
`£00194
`
`|, diethylene glycol
`is preferably glyco! or glycerin, and examoles thereof include prosylere glycol. ethyiene glyco
`The polyaydrie alcoho!
`t
`trietnyiene glycol and giycerin. Exampies of the
`!
`lactam include &~srapiciactaa, y-butyre!actam, y-valero
`aotam, dimethyl imidazolidinone, N-
`1
`oo xao.
`a
`h
`eapre!aotam. Exampies of
`lactone include B-prosiolactone, y-butyrolactone, 7-
`aiky!-2-pyrrolidone, &-valerolactan
`om
`lactone, y-palmitelactone,
`y-stearolactone,
`y-casrolactone, y-caprolactone, y-!aur
`and O-valero. Examples thereof ine!ude
`&-casralactone. Further, as the lactam and the !actare, a Five-nendered ring lactan er a lactone is
`aikyisyrro!idone, dimethv!imidazolidine or y-butyrclactere is more preferabie. Examsies of the N-alkyloyrre!idone include N-methy!-2-
` lone, N-octy!-2-pyrro!idone and N-dodecy|-Z-pyrro!idone, and N-methy!-2-pyrrolidone is particularly preferad
`e
`a+
`used in the present
`ingredient
`toused in the present
`invention
`
` , and ainong them
`
`invention is not particularly limited, and the common names of the pesticide active
`
`«pyroxsu 5
`
`Hersicides:
`
`0
`atnoxysil furon, pyre! on’ tefury | ti rong,
`i
`\
`(erovoxycarbazzone-sood ium) oyrasulfotoie, syroxaasitore.
`monosilfuron, monosulfuron-methyl, pinoxaden Car
`a
`tembotrions,
`thiencarbazone-methy!,
`tesramezon, esprocarb (Esnrocarh)}, henth oonmolinate, dimeplaerate, oyribuchicarb, met
`
`butashior, pretilacnior.
`thenyichior,
`bromobutide etosenzanid), dymron, cumy!uron, bentazone, bentazone salt, 2,4-D, 2,4-D salt. 2,4-DEster,
`MCP, MCP salt, MCP ester, MCPB, MCPB sait, MCPB ester. phenothio!
`(MOPA~thioethy!), chiomeprop. naproanilide, oxadiazon. pyrazolate
`
`(oyrazolate} , Pyrazoxyfen, penzoferas, oxadiargy!|, dimethanetryn,
`siinetr yn,
`siperophes, anilophos,
`sutamifos, butamifes, bensulide
`dithiopyr), pyriminosac methy!, CNP, chiormethoxyni i. cyhallofopbuty , bifencx, cafenstrole, pentoxazone,
`indanofan, oxaziclomefone
`fentrazamide, butenachlor, ACN, benzobicyelon, benzobloye!on
`~ Cimmethy! in,
`simazine, dichiobeni!, diuron, chiorolPC (ohlororopham),
`atrazine, elachior,
`isouron, ehlorahta!in, cyanazine raresi), trifluratin, butemifes,
`sropyzamide, proretrys, pendimethalin, metolachlor
`linuron,
`lenacil
`), Propan:!, MCPA,
`‘oxyniloctanoate, asulam, quizalofop-eth
`erosaquizatop, quizalofop-tefury!,
`sethoxydim
`
`
`h
`sulide). TCTP (chlorthal-
`thifensulfuron-methy!
`, Fenoxeproo-ethy!,
`shenmedipnam, f
`pentazone, SAP (hen
`Prodiamine, benefin. methy! dyaron. furor-metiyl,
`rosnears, carbutilate, dithionyr, siduren,
`thiazaflures, nao
`dimathy|, tetorachlorothiophene, amiproahosme
`thy!, ametryn
`imazapi
`flazasuifu
`imazaguin,
`|! Cmazaquin)
`imazasyr,
`f
`ylammonium -tr ines ia)
`onium, giyphosate-i sopropy!a
`one, £
`um. bialaphos, glufosinate-ammenium, MOC
`
`. bromacit, hex
`tebuth
`
`sodium, gl yphosate-oot
`
`ung
`,
`azaconazois, azoxystropin, beralaxyl, bencdan|!
`icide: acibenzolar, amaropyfos,
`Benzamaery|, binapacry!, bipheny!
`
`
`bitertano!, bethoxazine, Bordeaux mixture, olasticidin-S, oromoconazole, bup!! imate @upirimate), buthiobate. calcium polysuifide, castafo!,
`
`captan, cooper oxyonioride (copper) Oxyen ior!
`earpropamid, carbendazim, carboxin, eninomethionat, chlonenthiazene, ehlorfenaze!, chloroneh,
`enlorothalonil, chlorethaloni! Chiozo!inate), eufraneb, eymoxan!|, syprocenazol, cyprodini!, cvorofuram, debacard, di
`
`dichiorobutrazo!, dichlorobutrazo! Bickiorhiofluanid, dicntoredine. dichioran, diethofencars, diclosymet. diferoconaze!
`ipyrith
`| Biniconazoie-M dinocap. diphenylamine.
`dipy
`tiene, dita! infos,
`diflumetoria, diflumetor ia, dimeth morayl dimethirimol, dimethi rime
`o8
`epoxyconazele (epoxiconazoie), etaconazole (etascnazole), ethirimel
`dithianon. dodemorph, dodine, drazoxolon,
`drazoxolon.
`(Edi fenphes)
`tethirino!), etndiazole (etr:diazoie))."Feitoxadone,
`fenarimo!,
`febuconazole,
`fenpropimerph, fentin
`f
`fFlutelani
`flusulfamide, flutolani!,
`lazole,
`fer imzone,
`fluazinam,
`fludioxoni!,
`4flueroimide, Fluquincenazols,
`
`
`
`fennexamid. guazatine, hexach|orobenzene
`folpet,
`fosety!-aluminium,
`fuberidazcie,
`furalaxyl,
`fenamidone,
`
`
`isrohenfos,
`ipredione,
`isoprodione Iprovalicark
`lil,
`imipenconazole,
`iminoctadine,
`ipconazele,
`ipronenfos,
`
`
`
`yl, metconazole, metirad, metaminostrobin
`mancopper, mancozeo, maneb, mepanipyria, mepron:|, meta
`kesugataye in
`
`otha!-isopropy!, nuarimo!
`q
`myclooutani|, nabam, nickel bis (dimethy|dithiocarbamate)
`(Dimethy!dithiocarbamate)), nitr
`nickel bis).
`oethifinone, ofurace, oxadixy!, oxycarsoxin, oxnoconazole fumarate, pefurzoate, nenconazole, peniccuron, ahthaiide, pineralin, pe!yoxins,
`probenazole, prochioraz. procyaidere,
`sropaca! Salt
`(oropamocarbhydroch!oride, propiconazele, propineb, pyrazoohes, pyrifenox, pyrimethani!,
`oyrogquilon, quinoxyfen, ouintozene, suifur },
`Spoiroxamine,
`tebuconazole.
`teonazene,
`tetraconazoie,
`thiabendazoie,
`thifluzamide,
`thiophanate-
`iInethy!,
`thoran,
`torgu
`,
`tolylfiuanid,
`triadimefon,
`triadimefon,
`triazimenol,
`triazoxide,
`tricyelazole.
`elashos~ Methy!
`(to
`triffumizele , validamyein, vinelozo:in. zines, ziram, oxine-copser
`tridemorph,
`tri flumizo le,
`
`fenfuram, fensicloril,
`
`fenoropidin,
`
`Bactericidal agents: streptomycin, oxyterracye!ine, oxelinic acid.
`
`Nematodes’ aldoxyoarb,
`
`fosthiazate,
`
`fosthietan, oxamyl,
`
`fenamiptios
`
`spiromesifen, sairodiclofen, pyridanen, amitraz, bromesropy!ate. chinametnionat,
`Acaricides: acrylonitrile compounds such as cyfulmetofen,
`Chlorobezi!ate, clofentezine. syhexatine, dicofo!, dienocttor.
`etoxazole,
`fenazaguin,
`fenoutatin oxide,
`fenprosa Trin (fenpropathrin),
`fenproximate (fenproximate}, salfenprox (halfenprox), hexythiazox (nexythiazox), milbemeotin (milbemectin), propargite, pyrimiditen
`(oyrimidifen),
`tebufenpyrad,
`
`https://patentscope.wipo.int/search/en/detail.jsf?docld=WO2009031621 &tab=FULLTEXT
`
`
`
`3/8
`
`

`

`3/27/2021
`
`100204
`
`co>Set
`
`an
`
`£0022}
`
`£00233
`
`100243
`
`WO2009031621 LIQUID AGROCHEMICAL COMPOSITION
`
`
`abamectin,
`Insecticides:
`acetamipirid, azinphos-methy|. bendiocars, benfuracar
`
`Butocarbox!m, carbary!, carbofuran, carbosulfan, cartap, enlorfenapyr, ehlorayrifos ohlorten
`
`deltametarin.
`ehromafenozide. chlorpyrifos-methy!, eyflutnrin, beta-cyfiuthrin, cypermethrin,
`cyromazine , Gyhaloth rin,
`lambda-cyha
`diafanthiuron, diazinon, diactoden, diflubenzuren, dimethy!vinahos, Diofenoles, disulfoton, dimethoate, EPN, esfenvalerate, ethiofencarh,
`fipron
`iproni |
`ethiprele), Etofenprox, etrimfos,
`fenitrothion,
`fenitrothion,
`fenobucarb,
`fenoxysarb,
`fenoropathrin.
`fenvalerate,
`iF
`
`tau-fluvalinate,
`Flueythrinate,
`flufenoxuron,
`flufenprox,
`fonesnos.
`formetanate,
`formothien,
`furathicearh ,
`Halofenozide, hexaflumuren,
`nydramethy non,
`inidaclesrid,
`isofenphes,
`indoxasarh,
`isosrocarh,
`isoxathion,
`rufenuron ), Malathion, metsidenyde,
`wetamidosnos, methidath:on,
`pnas,
`xyfenozide, monosrote
`methacrifos, metaloarb, methomyl, methoorene, methoxychlor, methoxyshenodide (methidathion), methacrifos. metho:
`
`muscalure, nitenpyram, omethoate, oxydeneton-metihy!, oxylamyl, parathion, parathion-methy!. permethrin, pherntheioate, phoxim, onorate,
`
`phosaione, phosmet,
`shosehamidon ),
`orofenofes,
`Pirimiearb, oyr
`pymetrozine, pyraclofas,
`ovraproxyfen,
`ro
` ThAaGN
`te
`sulprofos silafiuofen,
`soinosad,
`sulfoteop,
`teflubenzuron,
`teflutnorin,
`teofenozide,
`teroufos,
`tetrach!oryinphos,
`Thiofanox,
`thiometon,
`tolfenpyrad,
`tralomethrin,
`trichiorfon,
`triazuren,
`triflumuron, vamidothion and the |ike.
`
`4hese pesticide active ingredients can he
`
`used alone or
`in combination of two or more,
`and the ratio when nixed
`can be freely select
`content of the sesticide active terete i the compos! tion of the present
`invention can se aasropriately selected, but
`is preferably in the
`range of 0.1 to
`6&0 oarts by weight with
`ressect to 100 parts by weight of the comoosition of the present
`invention.
`
`Examples of the surfactant used in the composition of the present
`
`inventicn inciude the following (A). @. ©). @) and ®.
`
`(A) Nonionic surfactant:
`type surfactant: For examole. oalyoxyethyleane alky! ( gs to © ig ) ether, ethylene oxide adduct of alky!naphthol.
`(A-1) Potyethylene glyco!
`olyoxyethylene (fiona or mone or Bi) Alkyl
`(Ge to Gyo) pnenyl ether, polyoxyethylene Gono or di) alkyl © 9 to © yo) pnenyl ether formalin
`
`sondensate polyoxyethy ‘ene (none, dior tri} phenyl opheny! ether, Polyoxvetnylene (mono, di or tri) Pereyphenyl ether, polyoxypropy! er
`(mone, di or tri) 6
`oxyethylene (nono,
`di or tri) styryiphenyl ether. polyoxypropylene fon, di or
`tr!) Tri)
`
`Styry!pheny! ether
`of tri) polymer of stvryloneny!
`ether,
`aiky! © g to C ig } polyoxyethy!ene vol yoxyprapylene
`block polymer ather,“lb
`loa!yoxyethylene polyoxypropylene block oolymer ether, colvoxyethylene biepheny! ether,
`nol yoxyetiy lene res
`ene fatty acid (© 9 to © 1g} aonoester, polyoxyethylene fatty acid (Gg ta G is)
`} Diester
`aolyoxyethylene sorsitan fatty aci
`12) estar, glycero! fatty acid ester ethylene oxida adduct,
`i
`
`hardened castor oi! ethy!ene oxide“adduct, alky!
`(Gg to Gig ) amine ethylene Exampies thereof inolude oxide add
`
`1g) amidoetnylene oxide adducts.
`(A-2) Potyhydric aicohal-tyse surfaetant:
`for exampie, giyeero| fatty acid ester, polyglycerin fatty acid ester, sentaerythrito!: fatty acid
`ester,
`sorpito! fatty acid (Cy to 6 x3 ) ester, sorbitan fatty acid ( g to © 4y).) Esters.
`sucrose fatty acid esters, solyhydric alcohol ne
`athers, fatty acid eikanolamides and the | ike.
`(A-3) Acetylene-based surfactant: Examples thereof include acetylene giyeo!, acetylene alcoho!,
`an ethy!ene oxide adduct of acetylene
`a
`giyee!,
`and an ethylene oxide adduct of acetylene alconal.
`(A-4) Other surfactants: For example, alky! glycosides and the | ike can be mentioned
`
`{B) Anionic surfactant:
`
`annydride, maleic
`solymethacrylio acid,
`(B-1) Carboxylic acid type surfactant: For example. polyasry!is acid.
`ymaieic acid, polymaleic
`cid or maleic anhydride and olefin (for example}. Copolymers with isobutylene and diisobutylene, ete.), copolymers of acrylic acid and
`itacenio acid,
`copciysers of methacrylic aoid and itaconic aeld, coaolymers of maleic acid or maleic anhydride and styrene, acrylic acid and
`e
`
`neta Copolymers of acrylic acid, copolymers of acrylic acid and metny|
`of ny ie acid, cosolymers of acrylic
`copolymers of acrylic acid and maleic acid or maleic anhydride, Nemethy!-fatty acid Examples thereof include c
`
`Cig) sarcosinate,
`resinic acid and fatty acid
`g tof ig},
`and saits
`theseaoaic acids.
`
`g tot,
`(© g to O yg } sulfate ester,
`Be)Sulfate ester tyse surfactant: For example, alkyl
`lyoxyethylene alky! (
`© G ¢ to3 2) Phenyl ether“gulfate, nal yoxyethy lene
`@
`ane
`(none or di} alky!
`(mono or di} alkyl
`(nero
`
`ane (Mone, di or tri)
`lymar sulfate, polyoxyethylene (mono, di
`i} phanylpheny! ether sulfate. pol yoxyethy|
`
`ryipheny! ether sulfate, polyoxveti
`sulfate, polyoxyethyiene (mono, di or tri)
`hylene (mono, di or tri) eeeether
`mer cutee.polyoxyethylene Exampies thereof inciude sulfate asters of aolyoxyproaylane block povyners,
`sulfated Fatt
`fated oils,
`
`ard sai
`its of ti
`s and sulfated o:efins,
`sulfated esters such as su!fated
`
`
`(B~3) Sulfonic Acid Tyse Surfactant: For examole, oaramarine (6 g to 0 32 } sulfonic acid,
`
`:
`{
`(& g to © ig} benzene sulfonio acid formalin. Condensate,
`formalin conde
`
`(og “ G ig) phanyl ather sulfonic acid, polyoxyethylene alkyl
`(©
`} Sulfosuesinic acid, polyoxyethy!ene Giono or di) alkyl
`dialky! © 9” © is
`¢ ” © ig } etner sulfesuccinic acid half ester, naphthalene sulfenia acid,
`( Mona ar
`di) alky!
`(© ;
`to 0 ¢ ) napithalene sulfonic acid,
`formalin condensate of naphthalene sulfonic acid,
`(meno er di) alky!
`(© y
`to Og)
`formalin condensate of naphthalene sulfonic acid, ¢leosort
`oi! sulfonic acid Formalin condensate. aiky!
`(© g to © 42) diphenyl! ether disuifonic acid, Egepon T
`(trade name),
`polystyrene sulfonic acid
`
`
`
`'g acid, and salts of those sulfonic ‘acids. San ue mentloned,
`and sulfonic acids such as copolymers of styrene sulfonic acid and nethacry|
`
`(B-4) Phosphate ester tyoe surfactant: For examle, alky!
`(Cg te © y,
`) phosohoric acid ester, oolyoxyethylene alky|
`(G g,~ © ‘8 ) Ether
`Paosphate, Folyoxyethylene (Mono or Di) Alky!
`(Gg ~ G yz) Prey Ether Ph
`‘
`¥
`nylene (Mono,
`fF or
`Alky! ‘
`“6 42)
`
` er Polynier Phosphate, Po! yoxvethy! ere lone, Di or Tri} yishe
` benzy! pnery|
`
`, Polyoxyethylene
`ers of polyoxyatny|
`ene (mono,
`Ether Phosshate, Poivoxyethylene (ono, Di or Tri} Stvryisneny! Ether Phosphoric acid esters, phosphoric acid est
`phosohat idylcho! ine,
` ean be mentioned.
`or tri) styrylphenyl ether polymers, shosphor © acid esters of polyoxyethy!ene polyoxypropylene block aalymers.
`idylethano! imine and condensed ohoss
`ac
`ete.), ate. Phosohate esters and sal
`ts of these phosphoric acid
`
`Examples of the saits in (B-1)
`magnesium, ete.),
`ammoniua, and various ail
`
`
`
`
`(for exanipie, atikylamines, cyelos, ete).
`
`to (B-4) anove sodium, potassium, ete.).
`
`alkaline earth
`Alkylamine, alkanolamine,
`
`
`
`10025]
`
`(€) Cationic surfactants
`
`famines,Exampies thereof inciude alky!
`aiky! quaternary aimon
`|
`
`alky! quaternary ammonium salts, ethylene oxide adducts of alkylamines and
`
`athy|
`
`ane oxide adducts of
`
`(D) Amphoter ic surfactant:
`Examples thereof include betaine-type surfactants and amino acid-tyse surfaotants
`
`{E) Other surfactants:
`Examples tnerecf
`include silleone-based surfactants and fiuorine-based surfactants.
`
`£0028)
`
`y selected. The content of the
`in combination of two or more, and the ratio when mixed can be freely
`These surfactants can be used alone or
`the range of 0.6
`surfactant
`in the composition of the present
`invention can be approsriately selected, put
`is preferasly in
`i to 20 parts by
`weigitt with respect
`ta 100 parts by weight of the comaasition of the present
`invention.
`
`https://patentscope.wipo.int/search/en/detail.jsf?docld=WO2009031621 &tab=FULLTEXT
`
`*
`
`4/8
`
`€
`

`

`3/27/2021
`
`WO2009031621 LIQUID AGROCHEMICAL COMPOSITION
`
`100293
`
`£0036)
`
`£0031}
`
`pelyoxyethyiene Gnono, di or tri} styryloneny! etner or alky! © 9 to 0 42)
`
`
`Among these surfa
`um is more preferred,
`and the ©ob nat
`aclyexyethylene tristyry! phenyl! ethers or dodecyibenzene <
`tristyryloneny! ether and calcium dodecyibenzene sulfonate is sarticular!y preferred
`
`are preferred, and
`of aol yoxyethy! ene
`
`a
`iG
`The above-mentioned surfactant can als
`composition of the oresent
`invention. OF these, nonionic surfactants are preferabie, and oolyoxyethy!ene alky! ethers are more preferad
`addition,
`examples of other adjuvants include vegetable o:!s and mineral oi
`t
`t
`
`composition in advance and used, or may be mixed with the @/ luted solution of the pesticide |iguid composition and used
`
`
`
`For example. aromatic
`the composition of the present
`{n addition to the ester solvent,
`y contain the
`
`naphthalene, machine oils
`nydrocarbons such as xylene, alkyl ( g or G49 etc.) benzene, pneny!xys
`ne and aiky!
`ng such as kerosine and
`norma! paraffins,
`isoparaffins and fats
`such as naphthene. Group hyérocareo
`of aromatic
`ethylene glyco
`a! lphatic sydro
`ons,
`alcohols such as ethanol,
`oropanol, cyelohexanel.
`no! and sen
`
`
`giyca!, diesenyleneBiyco!, hexylene
`glycal, polyethylene glyco! and Polynydric alcohols such as soyaropyiene glycol, propy!
`
`
`oropylene giyec! monoethy! ethers, oroaylene glyco!
`cellosolves, pheny! ce! losolves, aropylene glyco! monomethy| ethe
`buty!
`
`ethers, acetophenones, cyclohexanones
`ethers, propylene givco! monosuty! ethers and ethers such as propylene giyco! monopheny
`
`(i
`w c
`
`s and alls such
`uch as y-butyrolactone , aeid amides such as N-alky
`t
`Gy, Gg or Cy, ete.) pyrrolidone,
`
`dimathylsulfexidae. And so on
`rapeseed ci!, coconut o/!, cottonseed o:! and
`
`
`10032]
`
`invention can be produced by the fo! lowing method.
`The comacsition of the present
`For examale,
`the composition of the sresent
`invention can be obtained oy dissolving a pesticide active ingredient and a surfactant
`eaoP@ x
`a
`solvent and @ non-polar ester solvent
`
`QcS
`
`ina
`
`Examp te
`
`£00333
`
`£00343
`
`10038]
`
`J& =
`
`(0039)
`
`£0040)
`
`the present
`invention wil! be described in more detail with reference to examples, Sut
`the present
`Next,
`limited thereto
`lnvention is not
`
`In the following, “oart” means a
`t
`ov weight.
`In addition,
`“Compound A”
`is 4- [&- @,b-4: shlorepheny i)
`-&-tr ifiuoromethyi-4, 5-
`
`38
`metiny|-N- [N-Bde-trifluoroethy!) carbanoylmethy!] benzamide.
`“Gomsound BY is
`(Z) -4- [B- G, 5-dichloronieny |)
`yi]
`-N-
`(methoxy iminogethy|)
`-2-methyloenzamide,
`“Comoound GC’
`is 2, 2-dimethy!- (EZ) ~{
`)
`propionic acid etheny! ester
`-i- (2-1-aethy|-4-tritiueromethy ithiazole-S-y|}}
`YS
`
`
`
`{Example 1]
`Sopropnaar BSU, manufactured by Rhodia) 14.0 oarts
`Somaound A 28 parts,
`yolyexyethylene tristyry! pheny! et!
`Ctra
`
`
`
`sulfonate calelum (trade rane: Rhodaea! 70B-y manufactured by Rhodia)
`) 6.0 varts, diisobutyl adipate (trade name: Vinicizer
`qanutactured
`
`
`rts,
`| glutarate, dimethyl! succinat
`by Kao) 10.0 par
`dimathy| adnate, aimetny
`e mixture (trade name: DBE,
`ived by INVISTA)
`87.5 parts Was
`mixed to abtain 100 varts of a pesticide haul compasit!
`
`Example 2]
`ni
`ftrade name: Sosropnor BSU,
`solyexyethyle
`Comaound A 2.6 parts,
`nufsetured by Rhodia) 14.0 parts, dodecyl benzene
`
`8
`ulfonate caleium (trade name: Rhodaca! 70B-C, nanufaactured by Rhodia)
`) 6.0 oarts, 10.0 parts of propylene giyco!, 20.0 parts of diisobuty!|
`
`r 40, manufactured oy Ke), aaixture of dimethy! adipate, dimethy! glutarate,
`and dimethy! succinate (trade
`a
`
`adipate (trade name: Vinvysiz
`fi
`
`ane: DBE, 27.5 parts (manufactured by TNVISTA
`were mixed. Then, 20.0 sarts of water was mixed to cotain 100 oarts of a pesticide |iauid
`composition
`
` s of compound B, 14.0 parts of polyoxyethylene tristyrylpneny! ether
`
`(trade name: Soprophor BSU, manufactured by Riodia}, calelum
`8
`, Glisosuty! adipate Crade name: Vinicizer 40
`} 6.0 part
`dodeay!lbenzenesulfonate (trade name: Rhodace! 7OB-C, manufactured by Rnodia).
`parts, dimetny! adipate, dimethy! glutarate, dimethy! succinate mixture (trade name: DBE, manufac
`factured ay ENVISTA)
`anfecniresoo Kao) 10.0
`za
`a> =~ on
`mixed to of
`tain 100 parts of a pesticide | iquid comosition
`fExainsle 4]
`rc
`(trade name: Soprophor BSU, manufactured by Rhodia),
`2.5 parts of compound B, 20.0 parts of polyoxyethylene tristyryloneny! ether
`R
`) 6.0 parts, N-methy|-2-pyrrolidone 8.0 parts, propylene glycol
`dodesyibenzenesulforate (trade name: Rhodacai 7OB-C, manufactured by Rhodia).
`a
`40.0 parts, diisobuty! adipate (trade name: Vinielzer 40. manufactured by Kao) 20.0 parts, dimethyl adipate, dimethy! giutarate ,
`21.t
`parts of a pesticide Ligul
`of a mixture of dimethy|
`DEE, manufactured by INVISTA) was mixed. Then, 15.0 sarts of water was mixed to ontain 100
`
`2oe << 2> + a
`y
`¥
`(trade name: Sopropher BSU, manufactured by Rhoadia}, calcium
`2.5 parts of compound B, 20.0 parts of pol yoxy
`eerie ether
`prosylene glycol
`) 6.0 parts, N-methyl-2-pyrrolidone 6.0 parts
`OB-C, manufact
`y Rhodia).
`
`
`dodecy |henzzenegst!fo ate (trade name: Racdacal
`7
`db
`izer 40, manufacvotured by Kao) 20.}O parts, dimethyl adipate, dimetny! giutarate . 26.5 parts
`rt
`n
`
`manufactured by INVISTA) was aixed. Then, 10.0 parts of water was mixed to obtain 100
`
`
`
`iExainple 6]
`(trade name: Soprophor BSY. manufactured
`2.5 parts of Compound C, 14.0 parts of polyoxyethylene tristyryloneny! ether
`
`} 6 0 parts, Nemethy|l-2-pyrrolidone 5.0 part
`dodecylbenzenesulfonate (trade name: Riodacal 708-6, manufactured by Rhodia).
`dimethyl! adipate, dimethy! gly
`{0.0 carts, dilsobuty! adipate (trade nage: Vinicizer 40. manufactured by Kao) 20.0 parts,
`of a mixture of dimethy! succinate (trade name: BRE manufactured by INVISTA) was mixed. “Then, 20.0 sarts of water was mix
`narts of a pesticide Liquid composition
`
`{Example 7]
`
`BSU, manufactured by Rhodia
`,
`nopyraphen (generic name) 2.5 parts,
`polyoxyethy!ene tristyryloheny: ether
`(trade name: sesrene
`0.0 parts, diis
`0
`te)
`parts, calcium dodecy|benzenesulfonate (trade name: Rhodacal 7OB-C)
`, Rhodia) 6.0 parts, propyler
`+t
`t
`a mixture of dimethy! adinate.
`tay
`6
`(trade name: Vinysizer 40, manufactured by Kao) 20.0 oar
`dimethy! succinate (trade nate)
`te.
`
`
`OBE, manufactured oy INVISTA) 27.5 parts wer