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CA2155861A1 - Effervescent pesticide tablet with metal perborate - Google Patents

Effervescent pesticide tablet with metal perborate

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Publication number
CA2155861A1
CA2155861A1 CA 2155861 CA2155861A CA2155861A1 CA 2155861 A1 CA2155861 A1 CA 2155861A1 CA 2155861 CA2155861 CA 2155861 CA 2155861 A CA2155861 A CA 2155861A CA 2155861 A1 CA2155861 A1 CA 2155861A1
Authority
CA
Canada
Prior art keywords
group
alkyl
amino
methyl
alkoxy
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.)
Abandoned
Application number
CA 2155861
Other languages
French (fr)
Inventor
David Allan Jackisch
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2155861A1 publication Critical patent/CA2155861A1/en
Abandoned legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/34Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

An effervescent tablet formulation about 0.1 % to 75 % of a water-soluble pesticide and about 25 % to 99.9 % of an anhydrous metal perborate salt characterized by rapid breakup in cold water.

Description

, 215$861 TITLE
EFFERVESCENT PESTICIDE TABLET WITH METAL PERBORATE
WO 90/00007 discloses pesticidal tablets comprising an acid and a base which react upon contact with water to produce the ~ff~.vc3c~ reaction that 5 causes the pestici(l~ to rapidly lis~erse. The present tablets differ from those of WO 90/00007 in several iullpo~ aspects inrlu(ling the fact that it is the reaction of al-hydlous perborate salts with water that produces the ef~lvesccnl re~ction SUMMARY OF THE INVENTION
This invention conce~lls a tablet formulation colll~lisillg, by total weight of the formulation, about 0.1% to 75% of a water-soluble pesticide which is solid at room lelllp~turt, and 25% to 99.9% of an al~hydr~us metal ~cll,ol~le salt.
By "tablet formulation" is meant the tablet made from the composition described herein, as well as the colllposilion formulated in acconl~lcc with this disclosure but not in taUet form. By "anlly~ous metal perborate salt" is meant asodium, lithium, or pol~ salt having a water content less than about 2% by weight as det~rnin~ by coulometric meas~ .nent.
Plcfe.l~d ranges of the composition are 10% to 70%, and more p~fcll~d 30% to 60%, of the pesticide, and 30% to 90%, and more plcfell~d 40% to 70%, of the anhydrous metal perborate.
Conlc.llplated water-soluble, solid pesticides include those sele~lc;l from the following classes, in~lu(ling mi~tures tl.cn,of. herbicides, fimgici(1çs, b~çterici~le~, and insecticides. Plcfe~lcd pe~l ;cide~ are those having a melting point of at least about 75C and solubility in pH 7 water at 20C of at least about 2% by weight.
FY~mples of snit~ble water-soluble pesticides in~lucle: insecticides such as methomyl and o~amyl; f~ln~isides such as dodine salts, phosell,yl-Al, k~s~ mycin, and valid~y~ ; bactericides such as ~llcptoll.ycin and tribasic copper sulfate; and herbicides such as sulfonylurea salts, acifluorfen salts, ammonium ~nlf~ te, amitrole, bromo~cynil salts, cacodylic acid salts, clopyralidsalts, calcium salt of methylarsonic acid, dalapon salts, dazomet, dicamba salts, 30 difenzoquat methyl sulfate, diquat, 2-methyl-4,6-diilro~,.lol salts, disodium salt of methylarsonic acid, endothall, fenac, salt of fenuron and trichloroacetic acid, flulo~y~yl salts, fomesafen, fosamine ammonium, glyphosate salts, haloxyfop salts, h~flurate, im~7~-lnin salts, imazethapyr salts, io~ynil sodium salt, monoammonium salt of methylarsonic acid, (4-chloro-2-mell-ylphe.lo~y)acetic 35 acid salts, MCPP salts, mecoplup salts, mefl~ salts, metam sodium, monuron 2l5586`
WO 94/17660 ~ PCT/US94/00068 salt, monosodium salt of methylarsonic acid, naptalam, p~raq~l~t salts, picloramsalts, quinchlorac salts, sodium 2-chloro-6-[(4,6-dimetho~y-2-pyrimidinyl)thio]l,enzoale, trichloro&cclic acid salts, triclopyr salts, (2,4-dichlolo~he.lo~y)acetic acid salts, and 4-(2,4-dichloropheno~y)l~ulal~oic acid.
S Contemplated sul~n~lurca salts have the formula:
2 G;~ M

w~ l J is selected from the group R2~ ~ ~1CH3-- SJ~

S~ 5 '1~ ~ R7 J-4 ~ ~ J-6 `R6 R N R9)lN~N

~15586 1~.
Wo 94/17660 PCT/US94/00068 R~ R10 ~ R9 R5 6 R8 R8 ~ R8 J-10 J-ll J-12 ~7 I R6 R I

R is selected from the group H and CH3;
Rl is selected from the group F, Cl, Br, N02, Cl-C4 alkyl, Cl-C4 haloaLkyl, C3-C4 cycloaLyl, C2-C4 haloalkenyl, Cl-C4 alkoxy, Cl-C4 haloaLo~y, C2-C4 alko~yaLo~y, C02R12, C(o)NRl3Rl4, So2NRl5Rl6, S(o)nR17, C(O)Rl8, CH2CN and L;
R2 is selected from the group H, F, Cl, Br, CN, CH3, OCH3, SCH3, CF3 and OCF2H;
R3 is selected from the group Cl, NO2, CO2CH3, CO2CH2CH3, SO2N(CH3)2, SO2CH3, So2cH2cH3~ OCH3, and OCH2CH3 R4 is sele~ l~,d from the group Cl-C3 aLyl, Cl-C2 haloalkyl, Cl-C2 alko~cy, C2-C4 h~loAlk~nyl, F, Cl, Br, NO2, CO2R12, C(o)NR13R14, So2NR15R16, S(o)nR17, C(O)R18 and L;
R5 is selected from the group H, F, Cl, Br and CH3;
R6 is selected from the group Cl-C3 aLkyl, Cl-C2 alkoxy, C2-C4 haloalkenyl, F, Cl, Br, C02R12, C(o)NRl3R14, So2NRl5Rl6 S(o)nRl7, C(O)R18 and L;
R7 is selected from the group H, F, Cl, CH3 and CF3;

R8 is selected from the group H, Cl-C3 aLkyl and pyridyl;
R9 is selected from the group Cl-C3 alkyl, Cl-C2 alko~y, F, Cl, Br, N02, C02R12, So2NR15R16, S(o)nRl7~ OCF2H, C(O)R18, C2-C4 haloalkenyl and L;

WO 94/17660 ~,~55Qo PCTIU594/00068 R10 is selected from the group H, Cl, F, Br, Cl-C3 aL~yl and Cl-C2 alko~cy;
Rll is selected from the group H, Cl-C3 alkyl, Cl-C2 aLko~cy, C2-C4 haloalkenyl, F, Cl, Br, C02R12, C(o)NR13Rl4, So2NRl5Rl6 S(o)nR17, C(O)R18 and L;
R12 is selected from the group allyl and pr~dr~,yl and Cl-C3 optionally sub~ uled by at least one member indepPn~lPntly selected from halogen, Cl-C2 alko~cy and CN;
R13 is sclccled from the group H, Cl-C3 a,ll~yl and Cl-C2 alko~cy;
R14 is Cl-C2 aL~cyl;
R15 is selecled from the group H, Cl-C3 alkyl, Cl-C2 alko~y, allyl and cyclopropyl;
R16 is selected from the group H and Cl-C3 alkyl;
R17 is selected from the group Cl-C3 aL~yl, Cl-C3 haloalkyl, allyl and yl;
R18 is selected from the group Cl-C4 alkyl, Cl-C4 haloalkyl and C3-Cs cycloalkyl optionally sub~ ul~d by halogen;
nisO, 1 or2;
M is a cation;
L is Rj N N
N~N

Rj is selected from the group H and Cl-C3 alkyl;
W is selected from the group O and S;
X is selected from the group H, Cl-C4 alkyl, Cl-C4 alko~y, Cl-C4 haloalko~cy, Cl-C4 haloalkyl, Cl-C4 haloalkylthio, Cl-C4 alkylthio, halogen, C2-C5 alko~cyalkyl, C2-Cs alko~cyalko~cy, amino, Cl-C3 alkylamino and di(Cl-C3 aL~cyl)amino;
Y is selected from the group H, Cl-C4 aLkyl, Cl-C4 alko~y, Cl-C4 haloaL~co~y, Cl-C4 aLkylthio, Cl-C4 haloalkylthio, C2-C5 alkoxyalkyl, C2-C5 aLko~yaLkoxy, amino, Cl-C3 aLkylamino, di(Cl-C3 alkyl)amino, C3-C4 alkenyloxy, C3-C4 aLkynyloxy, C2-C5 alkylthioaLkyl, C2-C5 aLkylsulfinylaLkyl, C2-Cs aLkylsulfonylalkyl, wO 94/17660 2 ~ S S 8 6 I PCT/US94/00068 Cl-C4 haloaLkyl, C2-C4 aLkynyl, C3-Cs cycloalkyl, azido and cyano;
and Z is selected from the group CH and N;
provided that i) when one or both of X and Y is Cl haloalko~cy, then Z is 5 CH; and ii) when X is halogen, then Z is CH and Y is OCH3, OCH2CH3, N(OCH3)CH3, NHCH3, N(CH3)2 or OCF2H.
Pl~rcll~ d active in~ ,d;~nl~, are salts of the following s-wÇonylw. as,.
chlorsulfuron; sulfometuron; chlorimuron ethyl; metsulfuron methyl; methyl 2-[[[[(4~6-d~lelhw~y-2-pyrimi~linyl)-amino]c~lJollyl]-amino]sulfonyl]-6-10 (trifluolulllelllyl)-3-pyri~ ec~'uuAylate; ethametsulfuron methyl; triasulfuron;
ethyl 5-[[[[(4~6-dimethoxy-2-pyrimitlinyl)amino]carbonyl]-amino]sulfonyl]
methyl-lH-pyrazole4-ca.l,u~late; N-[[(4,6-dimetho~cy-2-pyrimidinylamino]ca,~,ullyl]-3-(ethyls-wfonyl)-2-pyrirlin~s~1fonamide;
tl.;r~ ..lfuron; llib~ .lwull methyl; bens-wfuron methyl; nicosulfuron; methyl 2-15 [[[[[4~6-bis(difluorometho~y)-2-pyrimitlinyl]amino]ca~bu~ l]amino]sulfonyl]-benzoate; methyl 2-[[[[[4-dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]amino]-cd~ yl]amino]sulfonyl]-3-methyl'L~ 74;~; and N-[[(4,6-~1imetho~y-2-pyrimidinyl)amino]calbollyl]-l-methyl-4-(2-methyl-2H-tetra yl)-lH-yyl~ol~-s-sulforl~mi~
Plcrcll~d salts are the sodium, yOlAP~ , c~ inm~ m~g.~ ~;.. , ammonium and alkylammonium salts of a s-wÇûllylw-,a. Most yl~,f .l~d sulÇull.~lw~a salts are the sodium and calcium salts of hi~.lwun methyl, the pol~s;~.. salt of !I.;r~ --lfilron methyl, the ammonium salt of chlorsulfuron and the ~OIA~S;~ salt of metsulfuron methyl.
DETAILED DESCRIPTION OF THE INVENTION
The most common method for applying pestici(les is as aqueous solutions or dis~ ions which are sprayed onto the field or crop using ground or aerial spray rigs. A tablet cont~ining the pestic~ l COl.lpOlle.-l iS an crr~clive form for introducing the pesticide into the water in the spray tank. It is ~ub~ lly i llpossible to obtain rapid break-up of a tablet willluul the use of errc. v~scence.
Rapid break-up in water is desirable for the conve.~nce of the ~lu~cl~ who require quick lwll~uulld times for the lulep~lion of the spray solutions and dispersions.
Known cr~vcsc~ pesti~ tablets co.. ~ e a water-insoluble pesticide, 35 an organic acid and a co~lJon~lc or bic~l,ondle base. The acid and base react in 2l5s86~\l WO 94/17660 PCT/US94/00068 ~

an aqueous ellvilu~ ent to produce carbon dio-Aide gas which aids in the break-up of the tablet and dispersion of the pesticide. However, the rate of the acid-base effervescent reaction slows .~ignific~ntly when the tablet co~ uliSeS a water-soluble pesticide. A soft "hydrogel" is believed to form around the tablet to S inhibit water from CO.~ g the tablet and f~ilit~ting the ~cl ;ol--Disintegration rates are ll,~cfolc too slow for pr~ctic~l appli~ ~tion.~. In cases where the pe~icide is a water-soluble metal salt, the acid in the tablet may react with the pestici(le to give the water-insoluble acid form.
No hydrogel formation or precipitate is obs~. ved in the reaction of the 10 tablets of the present invention with water. Effervesce~-ce begins i~ uusly and complete disi~ gl~lion occurs in less than 10 mimltes~ most often in less than 5 minnteS using even the cold water drawn from wells in the early spring. A clear aqueous solution forms with the pesticide homogeneously dissolved therein.
Inert ingredients up to about 74.9% of the total weight of the colllposilion lS can be employed. Such inert ingredients are colll~olle.l~, comrlemPnt~ry to the pestici-l , which are known in the tablet art to illlprovc tablet ~ le~ ralion rate, di~el~ibility, stability during storage, and the like. E-Aamples of optional colllponenl~ include a m~ng~npse~ copper or iron salt catalyst; a di~c~ ll, a disintegrant; an anionic or noniollic wetting agent; a flow aid, and a desiccant.
20 The amounts and types of such ill~;lcdienls will be readily detçrmin ah le by one skilled in the ~ lc~ e art given the disclosure herein.
The crr~. v~,scenl reaction is due to the ~Ihy~`~us metal perborate reacting with the water to liberate oxygen. Any such colllpoul~d which is collll,~tiUe with the pesticide and liberates o-Aygen upon hydration is ~u;lu~le for the tablets of the 25 present invention. The ~>rtrc.l~d colll,uoulld is ~lly~`ous sodium lu~ lbolale (also known as sodium l,~,uAylll~tabol. tc, NaB03).
Metal ~.l,or~lc is commonly available commercially as the monohydrate.
The monohydrate must be coll~ d to its a~hydl~ous state in order for the effervescent reaction to occur. The conv~ ion of the metal pell,olale 30 monohy~llale to its anhy~ us form can be accol..pli~hPd by oven-drying the granules at 135C for 24 hours in a vacuum oven with a llillugcll bleed to obtain a uiC of 1.33 A 103 Pascal. The sodium ~lluulale is spread in a layer less than 2 cm in thickness to facilitate drying. As a result of the drying, sodium pell,ol~le has been found to change color from white to yellow.

215586:~

The success of the drying procedure can be tested by bl~n-ling the dried sample to a homogenous mi~ture, and then dlu~i~g a small amount of the mi~ture into a beaker of water. If all the m~tçris~1 reacts (i.e., er~l~esces) on the surface of the water, and no residue (i.e., monohr&d~e) falls to the bottom of the 5 beaker, then the al~hrd~,us state was achieved.
If small amounts of the monollydl~le pe.l,o,dte are not col~ t~d to the anhydrous form during drying, a metal salt can be added in catalytic amounts to dccollll)ose the Illonohrd-~le to produce o~ygen and other products.
Monohr(l,~te which is not de~oy. d by a catalyst will not e~f sce when 10 cûnla~ d with water, but it does &ssolve within the time .~f ce~ y for disintegration of the tablet (i.e., less than 10 min~)tes). Pl~fe.l~d catalyst salts include m~n~nPse, copper or iron metal o~ides or carbonates. Most pl`tr~ d is iron (II) o~ide.
Di*,c,~.~ds can be added to aid the initial dis~.ion of the particles of the 15 active ingredient which are liberated during ~ eg~t;on of the tablet. Suitable di~. l~.~lts include sûdium, llOl~-.~.iulll and c~lcillm salts of l~al~h~ 1c.~r sulfonic acid form~ldfçhyde Co~ f..~.C~'~t~,S, lithinm, sodium, pol~ ...., c~lcillm, and ammonium salts of lignoslll rolldl~s such as Polyfon H0 and Lignosol TSF0;
sodium, pot~!s;.. and ammonium salts of polyacrylates and c~u'l,o~ylates, e.g., 20 Tamol 731 SD~9; sodium salts of maleic anhydride-isobulylene co~olyllle. ., and water soluble nonionic polyllle.~. such as polyvinyl~yllùli-ionP7 polyethylene o~ides and cçllnlose d~;~/ali~s. ~l~,f~ d di~ .alllS indude the sodium, S;-~--, ammonium and c~ lm salts of ~ lPnç sulfonic acid fonn~ Phyde c~ es, with the ammonium salts, ~ e~-;rir~lly Lomar PWA~9, 25 more pl~f~l~d.
Disintegrants façilit~te pe.l~ ~lion of the water into the interior of the tablet through a wiclcing or swelling action. Water-insoluble cross-linked polyvinylpolypyrrolidone is apleÇe.l~d~ ;..t~
A wetting agent can be used to control the size of the oxygen bubbles 30 fonned during the acid-base reaction The anionic w~lling agents include alkyll>el~el~c sulfonates, alkyl and dialkylnaphth~l~n~ sulfûnales, alkyl and alcohol sulfates, sulfoalkyl~mi-les, c~l,oAylates, alpha-olefin sulfonates and dialkyl sulfosuccillales. The no~ionic wetting agents include acetylenic diols, ethylene o~cide-propylene o~ide copolymers, alkylpl~ ol etho~ylates, 35 ~i~.ly-lpl~ ûl etho~ylates, fatty acid etho~cylates, alcohol etho~ylates, soll,i 215S86 1~

fatty acid ester ethoxylates and castor oil ethoxylates. The pre~.-cd wetting agents are sodium dialkyl sulfosuccinates of which sodium diisobutyl sulfosuccinate (Molld-.~t¢ MB-100), sodium diamyl sulfosuccin~te and sodium dicyclohexyl sulfosuccinate are more ~e~
S Flow aids can be added to facilitate Ll~lsr~r of th~ dry ingredients from the feed hopper to the tablet die. Suitable flow aids include silica and ~ tom~ceous earth.
A dessic~nt is another optional cc,lllpon~,nl of the formulation of the i~venlioll. As in~ te~l in Example 2 below, a tablet in a sealed conl~in~--without a ~lessi~nt remains er~.~scelll after storage. However, if a dessicant is desirable, it can be r~trm~l to the tablet, or Llcol,uolated into the tablet matri~c.
Tntçm~l desiccants can be those which "rhrmin~lly bind" water in that they undergo chemical re ~ction~ with water to form a new colll~uulld. An example of this type of material is CaO which reacts with water to form Ca(OH)2. Other m~trri~ senl;~;ve of those which react in this manner are mAg.. e~;.. oxide and boric anhydride.
The int~rn~l desir-c~nt can also be of the type which "physically adsorb"
water and are sdected from the group cQ~ ;ng of highly-dis,u~l~ed silicilic acids such as silica gel; ~lnminllm oxide; clays such as montmorillonite; and amorphous and crystalline ~lnminosilir~tes such as molecular sieves and zeolites.
20 Combin~tion~ of these desicc~nt~ with those that form hy~oAides and hydlahs can be used. Kirk-Othmer's Encyclopedia of Chemical Technology (3rd ed., Vol. 8, p 115) desclibes desiccants suitable for use in the tablet formulation of this invention as Type 1 and Type 4 ~l~si~c~nt~ Either type can be employed, singly or in combination, as long as the desiccant does not e~cpand when it picks-25 up water. Such expansion causes the tablet to crack or crumble on long termstorage.
~ ntrrn~l desiccants suitable for the tablet formulation of this invention also include m~teri~l~ that chrmir~lly bind water, not in the sense of a rh~mir~l l~ a~lion that forms a hyd~ ide, but in the sense of a ch~mi~l reaction that 30 produces a hydrate. Repl~s~ ;ve of useful tlesicc~nt~ that form hydrates are CaSO4, NaOAc, MgSO4, Na2SO4, CaC12. and ZnSO4. Repl~selllalive of the hydrate-forming reaction is that undergone by CaC12 to form CaC12-6H20. One or more desiccants from each group, the hydroxide-forming and the hydrate-forming, can be employed, alone or in combination, cl~ p- n.1i.~g on the particular 35 plol,c.Lies sought by the formnl~tQr.

In addition, inert fillers such as sugar or clay can be added as long as they do not affect the ch~m~ stability of the active ingreLe.lt(s). ~teri~l~ such as glid~nts, anti-adl~ nls, and lubricants can also be employed to facilitate production in the tablet press. For e~cample, lllbri~nt~ such as m~
S ~le~le or boric acid can be used. Such lnkri~rnt~ and anti-a Il~ nls can be brushed onto the die surface or ulcol~oralcd into the formnl~tion The tablets are typically pl~altd in the following manner. The solid water-soluble pestici~lç is passed through a 30 mesh screen to remove oversized particles. Granular &~hr<~ous sodium p.,lb(Jl~tC ~ d as described above is 10 blended with the pesti~ide and, if desired, the inert ~ng~-1;P~ i. The blend can be milled, e.g., in an air or h - nmçrmill, or compacted into tablet form wilhoul milling. Blends which are not milled and thereby co,l,plise larger particle sizes are desirable for rapid tablet break-up.
The tablets can be pl~al~d using con~ ;0n~l tablet-making equipment.
15 Their diameter can vary from about 1 cm or less, to 7.5 cm, dep~nr1ing on thetablet weight desired. Flat-faced, beveled-edge p---.-~hf s, with or wilhoul a breakline, produce alll~Clivc tablets.
Tablets are formed in a hydraulic press with a capacilr of 18,000 kg of force. ~l~.Si~ul~.S b~ .~n about 3.43~107 to 6.86~107 Pascals produce tablet 20 which remain intact during storage and h~n-lling and break-up rapidly. Break-up times are l~terminçd by dr~-ng a tablet, typically 7.5 g into 1000 mL of water.The "end point" of final dissolution is dçtçrmin~d by the cess~lio~ of the CL~ ' CS~ ;1 ;o~ ~ .
The tablets described in the following FY~Tnrles were 3.5 cm in diameter, 25 and were made with a hand-o~e.~.ted hydraulic press at a pr~ of 525 kg/cm2.

The following ingredients were milled for 1 minute in a CRC~ analytical labol~lolr mill.
F.amrle 1 2 3 4 Ingredient Wei~ht (g) tlil~. llulull methyl, sodium salt 4.00 4.00 4.00 4.00 al~}.rdlous sodium ~ellJûlale 4.00 4.00 3.52 4.00 des~ic~nt molecular sievesç~tçrn~l 0.48 CaS04 - - -e~ternal W O 94/17660 215 S 8 6 ~ lo PCTrJS94/00068 The milled ingredients, referred to hert,~ r as the pr~mi~çs, were blended well and aged for 3 weeks at 45C in sealed glass jars. In P.~mrles 1 and 4, the molecular sieves and CaS04 were packaged s~dl~lely and added to the glass jars æ çl~tPrn~l dessi~ . The jar co..~ ;ng the premix of P.Y~mple 2 5 conl~led no dessicant, and the premi~ of F.~mple 3 had the molecular sieves incGl~olaled into the formulation. The premi~es were then cooled, and 7.5 g of each premi~ was tabletted. The tablets were added to water and dissolution timeswere measured. The reslllting ~ueous mi~tures were passed through a stack of 50, 100, and 200 mesh screens. Particulate residue was dPtPrminPd by visual 10 i~l~e~ lion of the screens.

F~mrle Dissolution time (min.) Residue Amount 5.25 None 2 4.32 None 3 4.90 Light 4 4.88 None The color suggested the residue was the molecular sieves.

The following ingl~die~ were blended willloul a milling step.

Ingredient Weight (g) tril~c,luron methyl, sodium salt 4.00 a,~dluus sodium pc.l.oldte 4.00 A tablet was made from 7.5 grams of the premi~. The tablet wæ added to 25 water and the dissolution time was --e&~ul~ d. The rçs llting aqueous mi~ture was passed through a stack of 50, 100, and 200 mesh screens. No residue was found upon visual i,l~e~;lion of the screens.

E~ample Dissolution time (min.) Residue Amount 3.80 None 2l5586l The following ingredients were blended, milled and made into a tablet as described in Examples 1-4.
~ Example 6 7 Ingredient Weight (g) Lbc.luloll methyl, sodium salt 4.00 4.00 d~lhyCl~CIuS sodiumpe.l~ol~le 3.98 3.98 catalyst cupric c~l~l.dl~ 0.02 cupric oxide - 0.02 Tablets were made from 7.5 grams of the premixes. The tablets were added to water and the dissolution times were me~,d. The resulting aqueous mi~tures were passed through a stack of 50, 100, and 200 mesh screens.
Particulate residue was det~rmined by visual i,l~eclion of the screens.

p~mple Dissolution time (min.) Residue Amount 6 4.25 None 7 4.92 None lOne thin u ldissol~cd flake was obse.~ed, and it passed through the screens.

Claims (8)

What is claimed is:
1. A tablet formulation comprising, by total weight, about (1) 0.1% to 75% of a water-soluble pesticide that has a melting point of at least 75° and n solubility in PH 7 water at 20°C of at least about 2% by weight, and (2) 25% to 99.9% of an anhydrous metal perborate salt selected from the group sodium, lithium, and potassium per borate having a water content less than about 2% by weight.
2. A tablet formulation according to Claim 1 comprising 10 to 70% of a pesticide and 30 to 90% of a perborate salt.
3. A tablet formulation according to Claim 2 comprising 20 to 60% of a pesticide and 40 to 70% of a perborate salt.
4. A tablet formulation according to Claim 1 wherein the pesticide is selected from at least one member of the group herbicides, fungicides, bactericides, and insecticides.
5. A tablet formulation according to Claim4 wherein the pesticide is a sulfonylurea salt having the formula wherein J is selected from the group , , , , , , or ;

R is selected from the group H and CH3;
R1 is selected from the group F, Cl, Br, NO2, C1-C4 alkyl, C1-C4 haloalkyl, C3-C4 cycloalkyl, C2-C4 haloalkenyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C2-C4 alkoxyalkoxy, CO2R12, C(O)NR13R14, SO2NR15R16, S(O)nR17, C(O)R18, CH2CN and L;
R2 is selected from the group H, F, Cl, Br, CN, CH3, OCH3, SCH3, CF3 and OCF2H;
R3 is selected from the group Cl, NO2, CO2CH3, CO2CH2CH3, SO2N(CH3)2, SO2CH3, SO2CH2CH3, OCH3, and OCH2CH3 R4 is selected from the group C1-C3 alkyl, C1-C2 haloalkyl, C1-C2 alkoxy, C2-C4 haloalkenyl, F, C1, Br, NO2, CO2R12, C(O)NR13R14, SO2NR15R16, S(O)nR17, C(O)R18 and L;
R5 is selected from the group H, F, Cl, Br and CH3;

R6 is selected from the group C1-C3 alkyl, C1-C2 alkoxy, C2-C4 haloalkenyl, F, Cl, Br, CO2R12, C(O)NR13R14, SO2NR15R16, S(O)nR17, C(O)R18 and L;
R7 is selected from the group H, F, Cl, CH3 and CF3;
R8 is selected from the group H, C1-C3 alkyl and pyridyl;
R9 is selected from the group C1-C3 alkyl, C1-C2 alkoxy, F, Cl, Br, NO2, CO2R12, SO2NR15R16, S(O)nR17, OCF2H, C(O)R18, C2-C4 haloalkenyl and L;
R10 is selected from the group H, Cl, F, Br, C1-C3 alkyl and C1-C2 alkoxy;
R11 is selected from the group H, C1-C3 alkyl, C1-C2 alkoxy, C2-C4 haloalkenyl, F, Cl, Br, CO2R12, C(O)NR13R14, SO2NR15R16, S(O)nR17, C(O)R18 and L;
R12 is selected from the group allyl and propargyl and C1-C3 optionally substituted by at least one member independently selected from halogen, C1-C2 alkoxy and CN;
R13 is selected from the group H, C1-C3 alkyl and C1-C2 alkoxy;
R14 is C1-C2 alkyl;
R15 is selected from the group H, C1-C3 alkyl, C1-C2 alkoxy, allyl and cyclopropyl;
R16 is selected from the group H and C1-C3 alkyl;
R17 is selected from the group C1-C3 alkyl, C1-C3 haloalkyl, allyl and propargyl;
R18 is selected from the group C1-C4 alkyl, C1-C4 haloalkyl and C3-C5 cycloalkyl optionally substituted by halogen;
n is 0, 1 or 2;
M is a cation;
L is Rj is selected from the group H and C1-C3 alkyl;
W is selected from the group O and S;
X is selected from the group H, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 haloalkyl, C1-C4 haloalkylthio, C1-C4 alkylthio, halogen, C2-C5 alkoxyalkyl, C2-C5 alkoxyalkoxy, amino, C1-C3 alkylamino and di(C1-C3 alkyl)amino;
Y is selected from the group H, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 haloalkylthio, C2-C5 alkoxyalkyl, C2-C5 alkoxyalkoxy, amino, C1-C3 alkylamino, di(C1-C3 alkyl)amino, C3-C4 alkenyloxy, C3-C4 alkynyloxy, C2-C5 alkylthioalkyl, C2-C5 alkylsulfinylalkyl, C2-C5 alkylsulfonylalkyl, C1-C4 haloalkyl, C2-C4 alkynyl, C3-C5 cycloalkyl, azido and cyano;
and Z is selected from the group CH and N;
provided that i) when one or both of X and Y is C1 haloalkoxy, then Z is CH; and ii) when X is halogen, then Z is CH and Y is OCH3, OCH2CH3, N(OCH3)CH3, NHCH3, N(CH3)2 or OCF2H.
6. A tablet formulation according to Claim 5 wherein the metal cation of the sulfonylurea salt is selected from the group sodium, potassium, calcium, magnesium, ammonium and alkylammonium.
7. A tablet formulation according to Claim 6 wherein the sulfonylurea is selected from the group: chlorsulfuron; sulfometuron; chlorimuron ethyl;
metsulfuron methyl; methyl 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)-amino]carbonyl]-amino]sulfonyl]-6-(trifluoromethyl)-3-pyridinecarboxylate;
ethametsulfuron methyl; triasulfuron; ethyl 5-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-amino]sulfonyl]-1-methyl-1H-pyrazole-4-carboxylate; N-[[(4,6-dimethoxy-2-pyrimidinylamino]carbonyl]-3-(ethylsulfonyl)-2-pyridinesulfonamide; thifensulfuron; tribemuron methyl;
bensulfuron methyl; nicosulfuron; methyl 2-[[[[[4,6-bis(difluoromethoxy)-2-pyrimidinyl]amino]carbonyl]amino]sulfonyl]-benzoate;methyl 2-[[[[[4-dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]amino]-carbonyl]amino]sulfonyl]-3-methylbenzoate; and N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]calbonyl]-1-methyl-4-(2-methyl-2H-tetrazol-5-yl)-1H-pyrazole-5-sulfonamide.
8. A tablet formulation according to Claim 1 in the form of a tablet.
CA 2155861 1993-02-10 1994-01-06 Effervescent pesticide tablet with metal perborate Abandoned CA2155861A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US1575893A 1993-02-10 1993-02-10
US08/015,758 1993-02-10

Publications (1)

Publication Number Publication Date
CA2155861A1 true CA2155861A1 (en) 1994-08-18

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CA 2155861 Abandoned CA2155861A1 (en) 1993-02-10 1994-01-06 Effervescent pesticide tablet with metal perborate

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EP (1) EP0683627A1 (en)
JP (1) JPH08506578A (en)
AU (1) AU5963694A (en)
CA (1) CA2155861A1 (en)
WO (1) WO1994017660A1 (en)

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Publication number Priority date Publication date Assignee Title
GB2337055A (en) * 1998-05-08 1999-11-10 Procter & Gamble Effervescent particle
JP2001247411A (en) * 2000-03-09 2001-09-11 Tomono Agrica Co Ltd Pest control agent
JP6061627B2 (en) * 2012-02-20 2017-01-18 大日本除蟲菊株式会社 Fly larvae control agent and fly larvae control method using the same

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1244815B (en) * 1962-11-17 1967-07-20 Albert Ag Chem Werke Method for improving the rate of dissolution of crushed grains consisting of plant nutrients in soil fluid
US3421842A (en) * 1965-09-30 1969-01-14 Fmc Corp Process for producing effervescent perborate compounds
GB1424084A (en) * 1973-06-11 1976-02-04 Holloway Ltd E R Bactericidal compositions
JPS6034482B2 (en) * 1977-08-03 1985-08-09 日本パ−オキサイド株式会社 Oxygen gas generation method
GB2095694B (en) * 1981-03-31 1984-08-01 Hollaway E R Ltd Tooth cleaning compositions
ZA828968B (en) * 1981-12-08 1983-11-30 Warner Lambert Co Denture cleanser
AU626551B2 (en) * 1988-06-28 1992-08-06 E.I. Du Pont De Nemours And Company Tablet formulations of pesticides

Also Published As

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JPH08506578A (en) 1996-07-16
AU5963694A (en) 1994-08-29
EP0683627A1 (en) 1995-11-29
WO1994017660A1 (en) 1994-08-18

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