TABLET FORMULATIONS OF PESTICIDES

Abstract: A tablet formulation comprising (i) a pesticide characterized by low or no water solubility, and (ii) a complementary delivery system containing an organic acid, an inorganic base, a dispersant, a disintegrant, and a wetting agent.

Description: TITLE TABLET FORMULATIONS OF PESTICIDES BACKGROUND OF THE INVENTION This invention concerns specific pesticide formulations especially suited for commercial use in tablet form. Several types of tablet formulations are known in the art. See, for instance, G.B. 2,139,893; G.B. 2,184,946; U.S. 4,182,620 and Kokai 51088641. However, these publications do not disclose or suggest the specific combinations of active ingredient(s) and delivery system(s) of this invention. The formulations of this invention afford rapid disintegration and dispersion, even in cold water, of pesticidally active compounds that are water insoluble or of very low water solubility. SUMMARY OF THE INVENTION This invention concerns a tablet formulation consisting essentially of, by total weight of the formulated composition: (i) about 20% to 75% of a pesticide characterized by a melting point of at least about 100°C and solubility in neutral water at 20°C of no more than about 5% by weight, and (ii) about 25% to 80% of a delivery system characterized by a panel of components complementary ( Ό t ° pesticide of (i). Typically, the delivery system (ii) will contain the following componentF; in these amounts by weight of the total comp'.- iL.i on : (a) about 5% to 20% of a dibasic or tribasic organic carboxy.1.ic: acid or a mixture thereof; 007 (b) about 7% to 50% of an ammonium or alkali metal carbonate or bicarbonate or a mixture thereof; (c) about 0.5% to 20% of a dispersant; (d) about 0.1% to 5% of water-insoluble cross-linked polyvinylpyrrolidone; and (e) about 0.1% to 5% of an anionic or nonionic wetting agent. The delivery * system is characterized by the interrelationship of components (a) to (e) in the recited ranges to effect rapid disintegration of finely dispersed pesticide particles (i). By "tablet formulation" is meant the tablet made from the composition described herein, as well as the composition formulated in accordance with this disclosure but not in tablet form. Contemplated pesticides include those selected from the following classes, including mixtures thereof: herbicides, fungicides, bactericides, insecticides, nematocides, acaricides, and growth regulants. Preferred dibasic and tribasic organic carboxylic acids include citric, fumaric, phthalic, aleic, malic, oxalic, adipic, glutaric, 2-methyl glutaric, succinic and tartaric, or mixtures of any of them. Preferred carbonates and bicarbonates include the lithium, sodium, and potassium salts or mixtures of any of them. The term "dispersants" includes sodium salts of naphthalene formaldehyde condensates; sodium, potassium and calcium salts of naphthalene sulfonic acid condensates; lithium, sodium, potassium, calcium, and ammonium salts of lignosulfonates such as Polyfon H® and Lignosol TSF©; sodium, potassium and ammonium salts of polyacrylates and carboxylates, e.g., Tamol 731 SD; sodium salts of maleic anhydride-isobutylene copolymers; and water soluble nonionic polymers such as polyvinylpyrrolidone, polyethylene oxides and cellulose derivatives. Preferred dispersants include the sodium, potassium, ammonium and calcium salts of naphthalene sulfonic acid condensates, with the ammonium salts, specifically Lomar PWA, more preferred. Water-insoluble, cross-linked polyvinyl¬ pyrrolidone disintegrant refers to any of the generic crospovidone disintegrating agents. Specifically preferred is Polyplasdone® XL 10. The term "anionic wetting agent" includes alkylbenzene sulfonates, alkyl and dialkylnaphthalene sulfonates, alkyl and alcohol sulfates, sulfoalkyl- amides, carboxylates, alpha-olefin sulfonates and dialkyl sulfosuccinates . The term "nonionic wetting agent" includes acetylenic diols, ethylene oxide- propylene oxide copolymers, alkylphenol ethoxylates, fatty acid ethoxylates, alcohol ethoxylates, sorbitan fatty acid ester ethoxylates and castor oil ethoxy- lates. The preferred wetting agents are sodium dialkyl sulfosuccinates of which sodium diisobutyl sulfosuccinate (Monawet MB-100), sodium diamyl sulfo- succinate and sodium dicyclohexyl sul osuccinate are more preferred. DETAILS OF THE INVENTION Preferred pesticides are those listed in Table 1. 07 TABLE 1 HERBICIDES Cmpd. No. Common Name m.p.(°C) Chemical Name acifluorfen 142-160 5-[2-chloro-4-(trifluoro methyl)phenoxy] -2-nitro- benzoic acid asula 142-144 methyl [ (4-aminophenyl ) - sulf onyl ] carbamate atrazme 175-177 6-chloro-N-ethyl-N ' -( l- methylethyl ) -1, 3 , 5- triazine-2 , 4-diaπ.ine bensulfuron 185-188 2-[[[[(4,6-dimethoxy-2- methyl pyrimidinyl)amino]- carbon 1]amino]sulfony1J- me h l]benzoic acid, methyl ester bentazon 137-139 3-(l-methylethyl)-(1H)-2,1,3- benzothiadiazin-4(3H)-one, 2,2-dioxide bromacil 158-159 5-bromo-6-methyl-3-(l-methyl- propyl)-2,4(1H,3H)pyrimi~ dinedione bromoxynil 194-195 3, 5-dibromo-4-hydroxybenzo- nitrile Cmpd . No . Common Name • P- ( °C Chemical Name chloramben 200-201 3-amino-2 , 5-dichlorobenzoic acid 9 chlorimuron >100 2-[[[[(4-chloro-6-methoxy-2- ethyl pyri idinyl)aminoJcarbonyl]• aminoJsulfonyljbenzoic acid, ethyl ester 10 chloroxuron 151-152 N*-[4-(4-chlorophenoxy)- phenyl]N,N-dimethy1urea 11 chlorsulfuron 174-178 2-chloro-N-[[(4-methoxy-6- methyl-1,3,5-triazin-2~yl)- aminojcarbonyl]benzene- sulfona ide 12 chlortoluron 147-148 N'-(3-chloro-4-methylphenyl) N,N-dimethylurea 13 clomazone 151-152 2-[(2-chlorophenyl)methyl]- 4,4-dimethyl~3-isoxazoli- dinone 14 cyanazine 166-167 2-[(4-chloro-6-(ethylamino)- l,3,5-triazin-2-yl]amino]- 2-methylpropanenitri_le 15 dazomet 104-105 tetrahydro-3,5-diπ * ιethyl-2H-- l,3,5-thiadiazine-2-thione 07 Cmpd. No . Common Name m p . ( ° C ) Chemical Name 16 desmediphan 120 ethyl [3-[[(phenylamino)- carbonyl]oxy]ρhenyl]- carbamate 17 dicamba 114-116 3,6-dichloro-2-methoxybenzoic acid 18 dichlobenil 139-145 2,6-dichlorobenzonitrile 19 dichlorprop 117-118 (+)-2-(2,4-dichlorophenoxy)- propanoic acid 20 diphenamid 134-135 N,N-dimethyl-α-ρhenylbenzene- aceta ide 21 dipropetryn 104-106 6-(ethylthio)-N,N'-bis(l- meth lethyl)-1,3,5- triazine-2,4-diamine 22 diuron 158-159 N • -(3,4-dichloroρhenyl)-N,N- dimethylurea 23 thiameturon >100 3-[[[[(4-methoxy-6-methyl- 1,3,5-triazin-2-yl)amino]- carbonyl]amino)sulfonyl]- 2-thiophenecarboxylic acid, methyl ester Cmpd . No . Common Name m. p . ( °C) Chemical Name 24 >100 2-[[[ [N-(4-methoxy-6-methyl- 1,3,5-triazine-2-yl)-N- methylamino]carbonyl]- amino]sulfonyljbenzoic acid, methyl ester 25 fenac 156 2,3,6-trichlorobenzeneacetic acid 26 fenuron 133-134 N,N-dimethyl-N * -phenylurea 27 fluometuron 163-164 N,N-dimethyl-N'-[3-(trifluoro- ethyl)ρhenyl]urea 28 fluridone 151-154 l-methyl-3-phenyl-5-[3-(tri- fluoromethyl)phenyl]- 4(1H)-pyridinone 29 fomesafen 220-221 5-[2-chloro-4-(trifluoro- methyl)phenoxy]-N-(methyl- sulfonyl)-2-nitrobenzamide 30 glyphosate 200 N-(phosphonomethyl)glycine 31 hexazinone 115-117 3-cyclohexyl-6-(dimethyl- amino)-1-me hyl-1,3,5- triazine-2, 4 { 1H, H) -dione 07 Cmpd. No . Common Name ■ p . f °C) Chemical Name 32 i azamethabenz >100 6-(4-isopropyl-4-methyl- 5-oxo-2-imidazolin-2-yl)- -toluic acid, methyl ester and 6-(4-iεoproρyl-4-methyl- 5-oxo-2-imidazolin-2-yl)- E-toluic acid, methyl ester 33 imazaquin 219-222 2-[4,5-dihydro-4-methyl-4- (1-methylethyl)-5-oxo-lH- imidazol-2-yl]-3-quinoline- carboxylic acid 34 * imazethapyr 172-175 (+)-2-[4,5-dihydro-4-methyl-4- (l-methylethyl)-5-oxo-lH- imidazol-2-yl]-5-ethyl- 3-pyridinecarboxylic acid 35 ioxynil 209 4-hydroxy-3,5-diiodobenzo- nitrile 36 isoproturon 155-156 N-(4-isopropylphenyl)-N',N * - dimethylurea 37 xsouron 119-120 N * -[5-(l,l-dimethylethyl) -3- isoxazolyl]-N,N-dimethylurea 38 isoxaben 176-179 N-(3-(1-ethyl-l-methylpropyl)- 5-isoxazolyl]-2,6-dimethoxy- benzamide Cmpd. No Common Name •p. (°C) Chemical Name 39 karbutilate 176-178 3-[ {(dime hylamino)carbonyl]- aminoJρhenyl-(1,1-dimethyl- ethyl)carbamate 40 lenacil 316-317 3-cyclohexyl-6,7-dihydro-lH- cyclopentapyrimidine-2,4- (3H,5H)dione 41 MCPA 100-115 (4-chloro-2-methylphenoxy)- acetic acid 42 MCPB 100 4-(4-chloro-2-methylphenoxy)■ butanoic acid 43 efluidide 183-185 N-[2,4-dimethyl-5-[[(tri- fluoromethyl)sulfonyl]- amino]phenyl]aceta ide 44 methabenz- 119-120 l,3-dimethyl-3-(2-benzothia- thiazuron zolyDurea 45 methazole 123-124 2-(3,4-dichlorophenyl)-4- methyl-1, 2,4-oxadiazol- idine-3 , 5-dione 46 metribuzin 125-126 4-cunino-6-(l, ] -dimethylethyl ) ■ 3-(methylthio)-l,2,4- triazin-5(4H)-one 07 10 Cmpd. No . Common Name m . p . ( °C ) Chemical Name 47 metεulfuron 163-166 2-[[[[(4-methoxy-6-methyl- methyl 1,3,5-triazin-2-yl)amino]- carbonyl]amino]sulfonyl]- benzoic acid, methyl ester 48 monuron 174-175 N'-(4-chlorophenyl)-N,N- dimethylurea 49 naptalam 185 2-[(1-naphthalenylamino)■ carbonyl]benzoic acid 50 neburon 102-103 l-butyl-3-(3,4-dichloro- phenyl)-1-methylurea 51 nitralin 151-152 4-(methylsulfonyl)-2,6- dinitro-N,N-dipropyl- aniline 52 norflurazon 174-180 4-chloro-5-(methylamino)-2- [3-(trifluoromethyl)phenyl]• 3(2H)-pyridazinone 53 oryzalin 141-142 4-(dxpropylamino)-3,5-dinitro- benzenesulfonamide 54 per luidone 142-144 l,l,l-trifluoro-N-[2-methyl- 4-(phenylsulfonyl)phenyl]- methanesulfonamide 55 phenmedipham 143-144 3-[(methoxycarbonyl)amino]- phenyl (3-methylphenyl)- carbamate 11 Chemical Name 4-amino-3,5,6-trichloro-2- pyridinecarbσxylic acid N,N * -bis(l-methylethyl)-6- (methylthio)-l,3,5-triazine- 2,4-diamine 58 pronamide 155-156 3,5-dichloro-N-(1,1-dimethyl- 2-propynyl)benzamide 59 propazine 212-214 6-chloro-N,N'-bis(l-methyl- ethyl)-l,3,5-triazine- 2,4-diamine 60 pyrazon 205-206 5-amino-4-chloro-2-phenyl- 3(2H)pyridazinone 61 εiduron 133-138 N-(2-methylcyclohexyl)-N'- phenylurea 62 sxmazxne 225-227 6-chloro-N, ' -diethyl-1,3,5- triazine-2,4-diamine 63 sulfometuron 182-189 2-[[[[(4,6-dimethyl-2- methyl pyrimidinyl)amino]carbonyl]• amino]sulfonyl]benzoic acid, methyl ester 64 tebuthiuron 161-164 N-[5-(l,l-dimethylethyl}- 1, 3,4-thiad.iazol-2-yl j - N,K ' -dimethj-lurea 07 12 Cmpd. No. Common Name m . p . ( °C) Chemical Name 65 terbacil 175-177 5-chloro-3- (l,l-dimethyl- ethyl) -6-methyl-2 , 4( 1H, 3H) ■ pyrimidinedione 66 terbuthyl- 177-179 2-(Jte-£t-butylamino)-4-chloro- azine 6-(ethyl-amino)--g-triazine 67 terbutryn 104-105 N-(l,l-dimethylethyl)-N * - ethyl-6-(methylthio)-1,3,5- triazine-2,4-diamine 68 triclopyr 148-150 [(3,5,6-trichloro-2-pyri- dinyl)oxy]acetic acid 69 2,4-D 140 (2,4-dichlorophenoxy)acetic acid 70 2,4-DB 119-120 4-(2,4-dichlorophenoxy)- butanoic acid 71 triasulfuron >100 (3-(6-methoxy-4-methyl-l,3,5- triazin-2-yl)-l-[2-(2- chloroethoxy)phenylsulfonyl] urea 72 primisulfuron >100 [2-/3-(4,6-bis(difluorσ- methoxypyrimidin-2-yl- ureidosulfonyDbenzoxc acid methylester] Cmpd. No. Common Name .p. CO Chemical Name 73 >100 [2-/3-(4,6-bis(difluoro- methoxy)-pyrimidin-2-yl)- ureidosulfonyD-benzoic acid ethylester] 74 NC-311 170-172 [5-pyra*zolesulfonamide, N-[{4- methoxy-6-methyl- pyrimidine-2-yl ) -amino- carbonyl]-4-methoxy- carbony 1-1 -methyl-] 75 160-162 N-[[(4,6-dimethoxy-2- pyrimidinyl ) amino ] carbonyl ] - 3-(ethylRulfonyl)-2- pyridinesulfonamide 76 152-159 2-[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]■ amino]sulfonyl]-N, - dimethyl-3-pyridine- carboxamide 77 204-206 Methyl 2-[[[[ (4-ethoxy-6- (methylamino)-l, 3,5-triazin- 2-yl]amino]carbonyl]aιπino]- εulfonyl ]benzoate FUNGICIDES 78 carbendazim 302-307 methyl 2-benzimidazole- carbamate 7 14 Cmpd. No. Common Name m.p. (°C) Chemical Name 79 thiuram 146 tetra e hy1thiuram disulfide 80 dodine 136 n-dodecylguanidine acetate 81 chloroneb 133-135 l,4-dichloro-2,5-dimethoxy- benzene 82 cymoxanil 160-161 2-cyano-N-ethylcarbamoyl- 2-methoxyiminoacetamide 83 captan 178 N-trichloromethylthiotetra- hydrophthalamide 84 folpet 177 N-trichloromethylthio- phthalimide 85 thiophanate- 195 dimethyl 4 , 4 ' -( o-phenylene) * methyl bis ( 3-thioallophanate ) 86 thiabendazole 304-305 2-(thiazol-4-yl)benzimida- zole 87 chlorothalonil 240-241 tetrachloroisophthalo- nitrile 88 dichloran 195 2,6-dichloro-4-nitro niline 89 captafcl 160-361 ciε-N-[l,l,2,2-tetrachloro- ethyl)thio]cyclohex-4- ene-1,2- dicarbioximide 15 Cmpd. No. Common Name m.p. (°C) Chemical Name 90 iprodione 133-136 3-(3,5-dichlorophenyl)-N- (1-methylethyl)-2,4- dioxo-1-imidazolidine carboxamide 91 vinclozolin 108 3-(3,5-dichloroρhenyl)-5- ethenyl-5-methyl-2,4- oxazolidinedione 92 kasugamycin 202-204 kasugamycin (DEC) 93 triadimenol 121-127 beta-(4-chlorophenoxy)-α- (1,1-dimethylethyl)-1-H- 1,2,4-triazol-l-ethanol 94 flutriafol 130 +-α-(2-fluoroρhenyl-α-(4- fluorophenyl)-lH-l,2,4- triazole-l-ethanol 95 flusilazol 52-53 l-[[bis(4-fluorophenyl)- HC1 201-203 methylsilyl)methyl]-lH- 1,2,4-triazole 96 hexaconazole 111 (+/-)-α-butyl-α-(2,4-di chlorophenyl )-lH-l, 2,4* triazole-1-ethano] 97 fenarimol 117-119 α-(2-chloroρhenyl)-α(4- chlorophenyl)-5-pyri- dinemethanol 07 16 Cmpd. No. Common Name .p. (°C) Chemical Name BACTERICIDES 98 oxytetracycline 181-182 oxytetracycline dihydrate dihydrate (DEC) ACARICIDES 99 hexathiazox 108-109 trans-5-(4-chlorophenyl)-N- cyclohexyl-4-methyl-2-oxo-3- thiazolidinecarboxamide 100 oxythioquinox 169-170 6-methyl-1.3-dithiolo- [2,3-B]quinonolin-2-one 101 dienochlor 122-123 bis(pentachloro-2,4-cyclo- pentadien-1-yl) 102 cyhexatin 245 tricyclohexyltin hydroxide INSECTICIDES 103 carbofuran 150-152 methylcarbamic acid, ester with 2,3-dihydι-o-2,2-di- methvl-7-bεnzoCuranol 104 carbaryl 142 methylcarbamic acid, ester with a-naphthol 17 Cmpd. No. Common Name m.p. (°C) Chemical Name 105 thiodicarb 173-174 dimethyl N,N * -[thiobis- (N-methylimmo)carbonyl- oxy]]-bisfethanimido- thioate] 106 deltamethrin 98-101 α-cyano-3-phenoxybenzyl-cis- 3-(2,2-dibromovinyl)-2,2- di ethylcyclopropane carboxylate 0007 18 The most common method for applying water insoluble pesticides is as fine aqueous dispersions which are sprayed onto the field or crop using ground or aerial spray rigs. The tablets of this invention combine a high level of physical integrity with rapid break-up in cold, hard water using minimal or no agitation while providing fine dispersions of active ingredient. Since the spray nozzles are typically protected against clogging by 50 mesh screens * (U.S. mesh size) , the dispersions must be fine enough to pass through this size screen without plugging it. This ability is characteristic of pesticide dispersions (i) delivered by the delivery system (ii) of this invention. High physical integrity of the tablets is desirable so that the tablets themselves can withstand the tabletting operation and survive handling, packaging and shipping without breaking. An axial breaking strength of greater than about 2.0 kiloponds is generally necessary for a tablet to survive such treatment. Rapid break-up in cold, hard water (greater than about 300 ppm as calcium carbonate) is desirable for the convenience of the growers who require quick turnaround times for the preparation of the dispersions. Generally the tablets of the invention disperse completely in less than 10 minutes, most in less than 5 minutes using even the very cold water drawn from wells in the early spring. The tablets of the invention with these characteristics are obtained by the combination of the active agent with five inert ingredients: acid, base, dispersant, disintegrant and wetting agent. 0007 19 It is substantially impossible to obtain rapid break-up of a tablet of substantially water-insoluble active ingredient in aqueous media without the use of effervescence. The reaction of the organic acid and carbonate or bicarbonate base affords carbon dioxide gas which aids in this respect. A dispersant is required so that the particles of the active ingredient formed during the disintegration of the tablet remain separated in the cold, hard water. The disintegrant allows the penetration of the water into the interior of the tablet through a wicking or swelling action. Common starch or cellulose-based disintegrants are unsuitable in agricultural applications as they typically form gels on the 50 mesh spray nozzle screens. Hence, the use of a water insoluble cross-linked polyvinylpyrrolidone. A wetting agent is required to control the size of the carbon dioxide bubbles formed during the reaction of the acid and base. The wetting agent reduces the surface tension between the bubbles and the solid tablet resulting in the formation of smaller bubbles which readily detach from the tablet surface. As a consequence, the tablet remains submerged in the water for a longer period of time, thus improving contact of the entire tablet surface with water. If a tablet floats immediately after being dropped in the water its top rapidly dries out and the reaction slows down there. This increases the time required for complete dispersion of active ingredient. When a tablet sinks, water wets the entire exterior of the tablet. Then, when the tablet floats to the surface (as a result of the buoyancy of the attached carbon dioxide bubbles when the tablet P 0007 20 has partially dispersed and become lighter) the top remains wet so that effervescent reaction continues. Dispersion times for active ingredients formulated as described herein are very much more rapid than in formulations that produce tablets designed for flotation. To ensure that the tablet will sink initially, inert ingredients are employed that produce a tablet with a density greater than that of water (specific gravity greater than 1.00). Inert ingredients up to 55% of the total weight of the composition can be employed. Inert fillers such as sugar or clay can be added as long as they do not affect the chemical stability of the active ingredient(s) . Materials such as glidants, anti-adherents, and lubricants can also be employed to facilitate production in the tablet press. The amounts and types of such ingredients will be readily determinable by one skilled in the tabletting art * given the disclosure herein. The formulation ingredients (all solids) should be dry before being blended, milled and compacted. Drying at 45° to 60°C for 16 hours in a vacuum oven is sufficient to reduce the water content of the premix to below about 0.5%. This is important so that residual moisture does not initiate the effervescence reaction during storage. The ingredients are typically ground and mixed in a mill, e.g., an air or hammermill. The ground premix is brushed through a 50 or 100 mesh (U.S.A. Standard Sieve Series) screen. The average particle size of the ground premix should be in the range of 5 to 15 microns. If it is much smaller, the tablet will be strong, but will not break up very fast. If the " premix is much larger. the dispersion will not be fine enough to pass a wet screen test used to indicate whether the dispersion will clog the spray nozzle and protective screen discussed previously. The tablets can be prepared using conventional tablet-making equipment. Their diameter can vary from about 1/2 inch or less, to 3 inches, depending on the tablet weight desired. Flat-faced, beveled-edge punches, with or without a breakline, produce attractive tablets. To keep the tablet from sticking to the die or punch faces, a lubricant such as magnesium stearate or boric acid can be used. Such lubricants and anti-adherants can be brushed onto the die surface or incorporated into the formulation. Tablets have been formed in a hydraulic press with a capacity of 40,000 pounds of force. Pressures between about 5,000 and 10,000 psi will produce strong tablets that break up rapidly. Break-up times are determined by dropping a tablet, typically 7 to 14 g, into about 800 to 1000 m of water. The "end point" of final dispersion is easy to determine because the tablet floats to the surface as it loses weight shortly before it finally disperses. The resultant dispersion is then poured through a nest of 50/100/200 mesh wet screens. A qualitative judgment is then made about the amount of material that is retained on each screen. A good tablet will leave just a "trace" on the 200 mesh screen, and the larger screens will be free of residue. The strength of the tablet can be measured by a tester such as the Erweka Model TBH 28. The tablet is stood on end and the machine tip moves to the tablet along an axial path. The force to break the 007 22 tablet in two is normally recorded in kiloponds (kp) . Other units such as newtons (N) or Strong-cobbs (Sc) can also be used. Good tablets normally have strengths in the range of 2 to 10 kp. The invention is illustrated by the following Examples. Example 1 The following ingredients were milled for 1 min in a Tekmar A 10 analytical laboratory mill. The premix was then passed through a 50 mesh screen and blended well. A 7 g tablet, 1 3/8 in (3.49 cm) diameter, was made with a hand-operated precision hydraulic press. Concentration Ingredients Weight Percent trans-5-(4-chlorophenyl)-N- 50 cyclohexyl-4-methyl-2- oxothiazolidine-3-carbox- a ide (insecticide) Citric Acid 12 Sodium Bicarbonate 25 omar PWA 10 Polyplasdone XL-10 2 Monawet MB-100 1 0 23 The tablet broke up completely in 25°C, hard water (420 ppm as CaC0 3 ) in 4 min, 11 sec. There was only a trace of residue on the 50 mesh wet screen and a trace on the 100 and 200 mesh screens. Example I A tablet was prepared from the following ingredients in the same manner as described in Example 1. Ingredients MBC (fungicide) Citric Acid Sodium Bicarbonate Lomar PWA Polyplasdone X -10 Monawet MB-100 Boric Acid Magnesium Stearate The tablet dispersed completely in 25°C tap water in 3 min, 23 sec. There was no residue on the 50 mesh wet screen and only a trace on the 100 and 200 mesh screens. Its density was 1.25 g/cc. Example 3 The following ingredients were blended and hammermilled one time through a 0.032 in round-hole screen. A 7 g tablet, 1 3/8 in diameter, was prepared on a hand-operated hydraulic press. 007 24 Concentration Ingredients Weight Percent 3[[[[(4-methoxy-6-methyl- 52.1 1,3,5-triazin-2-yl)amino]- carbonyl]amino]sulfonyl]- 2-thiophene carboxylic acid, methyl ester Citric Acid 10.0 Sodium Bicarbonate 25.6 Lomar PWA 5.0 Polyplasdone X -10 1.0 Monawet MP-100 1.0 Boric Acid 5.0 Magnesium Stearate 0.3 The tablet dispersed complete in 25°C tap water in 2 min, 24 sec. There was no residue on the 50 mesh wet screen and only a trace on the 100 and 200 mesh screens. It remained submerged for 16 sec. Examples 4 to 11 The following formulations were each milled for 1 min in a Tekmar A-10 analytical laboratory mill. A 7 g tablet, 1 3/8 in (3.49 cm) diameter, was made from each premix with a hand-operated hydraulic press. The formulation used is shown below: 25 Ingredients Active Ingredient Citric Acid Sodium Bicarbonate Lomar PWA 10 Polyplasdone XL-10 Monawet MP-100 Boric Acid Magnesium Stearate 15 The density, strength, submerged and break up times are shown in Table 2 for eight active ingredients given by Compound number in Table 1. The times are shown as minrsec. 20 25 J.1 007 26 Example 12 The following ingredients were milled for 1 min and a 7 g tablet, 1 3/8 in (3.49 cm) diameter, was prepared as described in Example 1. Concentration Ingredient-? Weight percent methyl 2-[[[[(4-methoxy-6- 50 me hyl-l,3,5-triazin-2-yl)- aminojcarbonyl]amino]- sulfonyl]benzoate Citric Acid 11 Sodium Bicarbonate 32 Lomar PWA 5 Polyplasdone XL-10 1 Monawet MB-100 1 The tablet dispersed completely in 0°C hard water (420 ppm as CaC0 3 ) in 3 min, 15 sec. The resultant dispersion passed through a wet 200 mesh screen with only a trace of residue. Example 13 A tablet from the following formulation was prepared as in Example 12. Concentration Ingredients Weight percent methyl 2-[ [ [ [ (4-methoxy-6- 50 meth 1-1,3, 5-triazin-2-yl)- amino]carbonyl]amino] - sulfonyl]benzoate 00 27 Phthalic Acid 14 Sodium Bicarbonate 22 Lomar PWA 10 Polyplasdone XL-10 2 Monawet MB-100 2 The tablet broke up completely in 25°C tap water in 2 min, 35 sec. Its strength was 5.70 kiloponds and it left only a trace of material on a wet 200 mesh screen. Example 14 A tablet was prepared from the following formulation using the same procedure as in Example 12 Concentration Ingredients Weight percent methyl 2-[ [ [ [(4-methoxy-6- 50 methy1-1,3,5-triazin-2-yl)- amino]carbonyl] amino]- sulfonyl]benzoate Succinic Acid 12 Sodium Carbonate 24 Lomar PWA 10 Polyplasdone XL-10 2 Monawet MB-100 2 The 7 g tablet broke up in 25°C tap water in 1 min, 26 sec. It left no residue on a wet 200 mesh screen. Example 15 The following ingredients were blended and hammermilled twice through a 0.032 in round hole screen. A 7.2 g tablet, 1 3/8 in (3.49 cm) diameter was prepared in a hand-operated Preco hydraulic press Concentration Ingredients Weight percent ethyl 2-[[[[(4-chloro-6- 51.0 methoxy-2-pyrimidinyl)amino]- carbonyl]amino]sulfonyl]- benzoate Fumaric Acid 7.0 Sodium Bicarbonate 12.5 Polyfon H 7.5 Polyplasdone XL-10 2.0 Monawet MB-100 1.75 Sipernat 50-S (precipitated 1.25 silica) Diluex FG (attapulgite clay) 12.0 Avicel PH 101 (microcrys- 5.0 talline cellulose) The tablet broke up in 50 sec in room temperature water when stirred gently with a spatula. It gave no residue on a wet 60 mesh screen and only a trace on a 200 mesh screen. Examples 16 to 33 By the genera] procedure of Example 1, tablet formulations can be made whereby the active ingredient pesticide is as described hereafter and the complementary delivery system components are within the following ranges: (a) about 5% to 20% of a dibasic or tribasic organic carboxylic acid or a mixture thereof; (b) about 7% to 50% of an ammonium or alkali metal carbonate or bicarbonate or a mixture thereof; (c) about 0.5% to 20% of a dispersant; (d) about 0.1% to 5% of water insoluble cross-linked polyvinylpyrrolidone; and (e) about 0.1% to 5% of an anionic or nonionic wetting agent. Example 16 The pesticide, described in more detail in U.S Patent 4,127,405, is a compound of the formula: wherein is R 3 and Rg are independently hydrogen, fluorine, chlorine, bromine, iodine, alkyl of 1-4 carbon atoms, alkoxy of 1-4 carbon atoms, nitro, trifluoromethyl, cyano, CH S(0) n - or CH 3 CH 2 S(0) n -; R 4 is hydrogen, fluorine, chlorine, bromine or methyl; R5 is hydrogen, fluorine, chlorine, bromine, methyl or methoxy; R 7 is hydrogen, fluorine, chlorine, bromine, alkyl of 1-2 carbon atoms or alkoxy of 1-2 carbon atoms; Rg is hydrogen, methyl, chlorine or bromine; Rg and R**L Q are independently hydrogen, methyl, chlorine or bromine; W and Q are independently oxygen or sulfur; n is 0, 1 or 2; X is hydrogen, chlorine, bromine, methyl, ethyl, alkoxy of 1-3 carbon atoms, trifluoromethyl, CH 3 S- or CH 3 OCH 2 -; and Z is methyl or methoxy, or their agriculturally suitable salts. 007 32 Example 17 The pesticide, described in more detail in U.S. Patent 4,394,506, is a compound of the formula: N-(heterocyclicaminocarbonyl)arylsulfonamides in which the aryl radical is substituted in the 2-position by a carboxy radical, ester, thioester, or amide thereof; e.g., N-[(4 r 6-dimethylpyrimidin-2yl)aminocarbonyl]- methoxycarbonyl]benzenesulfonamide or N-[(4,6- dimethσxy-1,3,5-triazin-2-yl)aminocarbonyl]-2- methoxycarbonylbenzenesulfonamide. Examp. The pesticide, described in more detail in U.S Patent 4,481,029, is a compound of the formula: wherein W is O or S; A' is H, Cl, Br, C χ -C 4 alkyl, OCH 3 , N0 2 or CF 3 ; O T A i •s -C • '-Q-RI or -C ■ '-RII where Q is O, S or -N-; R„ OR III / T is O or =N where ,111 is H, C 1 -C| alkyl or 3-C4 alkenyl; when Q is ϋ or S then R 1 is Cj ^ -Cg alkyl C 3 -C 6 alkenyl; C 3 -Cg alkynyl; C 2 -C 6 alkyl substituted with 1-3 Cl, F or Br, or one of CN or OCH 3 ; C 3 -Cg alkenyl substituted with 1-3 Cl; C 3 -Cg alkynyl substituted with Cl; C 5 -C 6 cycloalkyl; cyclohexenyl; cyclohexyl substituted with 1-3 CH 3 ; C -C 7 cycloalkylalkyl or where R 7 and Rg are independently H, Cl, CH or OCH 3 n is 0 or 1; and R g is H or CH 3 ; 35 where Z is N, CH or C-F; X=H, Cl, -CH 3 , -OCH 3 or -0CH 2 CH 3 ; Y=H, Cl, Cχ~C 4 substituted alkyl; with the proviso that when X and Y are both H, then R 1 and R 11 are less than 5 carbons; X 1 =H, Cl, OCH 3 , OCH 2 CH 3 or CH 3 ; Y 1 =H, OCH 3 or CH 3 ; and X jj *=0 or CH 2 and further provided that when A contains greater than 5 carbon atoms, then Y contains ≤4 carbon atoms, and their agriculturally suitable salts; all other substituents being as defined in U.S. 4,481,029. 007 36 Example 19 The pesticide, described in more detail in U.S. Patent 4,435,205, is a compound of the formula: where W is 0 or S; Q is O or NR 5 ; R χ is C 1 -C 4 alkyl, C j ,-^ alkyl substituted with 1-3 atoms of F, Cl or Br, CH 2 CH 2 OCH 3 , CH 2 CH 2 CH 2 OCH 3 or -QC R 2 is H, F, Cl, Br, OCH 3 , N0 2 , CF 3 or 1 -C 2 alkyl; R 3 is H, F, Cl, Br or CH 3 ; R 4 is H, CH 3 or OCH 3 ; R 5 is C^^ alkyl; Rg and R 7 are independently H, F, Cl, Br, CH 3 , CF 3 , N0 2 or OCH 3 ; A is X is NH 2 , N(CH 3 ) 2 , NHCH 3 , C 1 -C 4 alkyl, C^^ alkyl substituted with 1-3 atoms of F, Cl or Br, CH 2 OCH 3 , CH 2 OCH 2 CH 3 , C χ -C 4 alkoxy, c l ~c 2 alkylthio, C 3 -C 4 alkenyloxy, C 3 -C 4 alkynyloxy, OCH 2 CH 2 OCH 3 or C 2 -C 4 alkoxy substituted with 1-3 atoms of F, Cl or Br; n is 1 or 2 ; Y is H, CH 3 , OCH 3 or Cl; X λ is O or CH 2 ; Y λ is H, CH 3 , OCH 3 or Cl; X 2 and Y are independen ly CH 3 or OCH 3 ; and Z is CH, N, CCH 3 . CBr, CCl, CF, Cl , CC p H ς , -2 π 5 CCH 7 CH-,C1 or CCH-,CH=CH-, . 07 38 Example 20 The pesticide, described in more detail in U.S. Patent 4 , 420 , 325 , is a compound of the formula: wherein R χ is F, Cl, Br, CF 3 , C^Cg alkoxy, C 1 -C 3 alkyl, N0 2 , C0 2 R , S0 2 R 5 , S0 2 NRgR 7 , S0 2 N(OCH 3 )CH 3 , S0 2 0CH 2 CF 3 , OS0 2 R 5 or CH 2 L; L is S0 2 NR 6 R 7 , OCH 3 , OC 2 H 5 , C0 2 CH 3 or C0 2 C 2 H 5 ; R 2 is H, Cl, Br, F, CF 3 or OCH 3 ; R 4 is C-L-C3 alkyl, CH 2 CH=CH 2 , CH 2 CH 2 C1, or CH 2 CH 2 OCH 3 ; R 5 is C 1 -C 3 alkyl or CF 3 ; Rg and R 7 are independently C*JL-C 3 alkyl; R 8 is H or CH 3 ; Rg is H or C--L-C3 alkyl; R 3 is W is 0 or S; X is CH 3 , 0CH 3 or Cl; Y is CH 3 , C 2 H 5 , 0CH 3 , OC 2 H 5 , CH 2 0CH ; NH- NHCH 3 or N(CH 3 ) 2 ; Z is CH or N; X λ is H, Cl, CH 3 , OCH 3 or OC 2 H 5 ; X 2 is CH 3 , C 2 H 5 , OCH 3 or OC 2 H 5 ; X 3 is CH 3 or OCH-^ ; and Y χ is CH 3 or OCH- . ,; and their agricultu ally suitable salts ; Example 21 The pesticide, described in more detail in U.S. Patent 4,514,211, is a compound of the formula: wherein Q is O, S, SO or S0 2 ; Q ± is O, S or S0 2 ; W L is SO-NHCNA; R 12 R j L is H or C T L-C 4 alkyl; R 2 is H or alkyl; R 3 is H or CH 3 ; R 4 is H, Cl, CH 3 , CF 3 , OCH 3 , Br, F, SCH 3 or OCF 2 H; R 5 is H, CH 3 , OCH 3 , Cl, Br, N0 2 , C0 2 R ? , S0 2 Rg, OS0 2 Rg, SO 2 NR 10 R 1]L , F, CF 3 , SCH 3 , OCF 2 H or S0 2 N(OCH 3 )CH 3 ; R 6 is H, Cl, Br or C χ -C 4 alkyl; R 7 is C-L-C3 alkyl, CH 2 CH=CH 2 , CH 2 CH 2 OCH 3 or CH 2 CH 2 C1; Rg is C χ -C 3 alkyl; R g is C -C 3 alkyl or CF 3 ; R 10 and R^ are independently C j -C 2 alkyl; R 12 is H or CH 3 ; W is O or S; A is 42 X is H, CH 3 , OCH 3 , Cl, F, OCF 2 H or SCF 2 H; Y is CH 3 , OCH 3 , OC 2 H 5 , CH 2 OCH 3 , NH 2 , NHCH 3 , N(CH 3 ) 2 , CH(OCH 3 ) 2 , CH(OCH 2 CH 3 ) 2 , C 2 H 5 , CF 3 , CH 2 =CHCH 2 0, CH≡CCH 2 0, CF 3 CH 2 0, 0CH 2 CH 2 C1, 0CH 2 CH 2 Br, OCH 2 CH 2 F, CN, CH 2 0CH 2 CH 3 , OCH 2 CH 2 OCH 3 or GCF 2 T wherein G is 0 or S and T is H, CHC1F, CHBrF, CF 2 H or CHFCF 3 ; Z is CH, N, CCH 3 , CC 2 H 5 , CCl or CBr; X χ is CH 3 , OCH 3 , OC 2 H or OCF 2 H; X 2 is CH 3 , C 2 H-, or CH 2 CF 3 ; is C 2 H 5 CH- OCH- OC 2 H 5 SCH- or S 2 H 5 and : 3 is CH 3 or OCH 3 ; Example 22 The pesticide, described in more detail in U.S Patent 4,547,215, is a compound of the formula: wherein R is C 2 H 5 or CH(CH 3 ) 2 ; and their agriculturally suitable salts Example 23 The pesticide, described in more detail in U.S, Patent 4,548,638, is a compound of the formula: wherein R is C0 2 CH 3 , C0 2 CH 2 CH 3 , C0 2 CH 2 CH 2 CH 3 , C0 2 CH 2 CH=CH 2 , C0 2 CH(CH 3 ), C0 2 CH 2 CH 2 C1, S0 2 N(CH 3 ) 2 or 0S0 2 CH 3 . 007 45 Example 24 The pesticide, described in more detail in U.S Patent 4,479,821, is a compound of the formula: wherein A is a C^Cg alkyl radical which is substituted by C j -C 4 alkoxy, C 1 -C 4 alkylthio, C -C^ alkylsulfinyl or C 1 -C alkylsulfonyl; X is oxygen, sulfur, a sulfinyl or sulfonyl bridge; Z is oxygen or sulfur; m is 1 or 2; R 2 is hydrogen, halogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl, C -C 4 haloalkyl, or a radical -Y-R 5 , -COOR , -N0 2 or -CO-NR 7 R 8 ; R 3 and R 4 , each independently of the other, are hydrogen, C-^-C.^ alkyl, -^-C^ alkoxy, l~ c 4 alkylthio, C 1 -C 4 haloalkyl, halogen or alkoxyalkyl of at most 4 carbon atoms; R 5 and Rg, each independently of the other, are C j -C^ alkyl, C 2 -C 5 alkenyl or C 2 -Cg alkynyl ; R 7 and Rg, each independently of the other, are hydrogen, λ -C 5 alkyl, C 2 -C 5 alkenyl or C 2 -Cg alkynyl; and Y is oxygen, sulfur, a sulfinyl or sulfonyl bridge, and salts of these compounds. Example 25 The pesticide, described in more detail in U.S , Patent 4,566,898, is a compound of the formula: Example 26 The pesticide, described in more detail in U.S , Patent 4,435,206, is a compound of the formula: wherein R is Rl s H, Cl, Br, F, C]L -C 4 alkyl, Cl -C 4 alkoxy, C * ^ alkylthio, N0 2 , CF 3 , COOR 5 or S0 2 NRgR 7 ; R 2 is H, Cl, Br or CH 3 ; R 3 and R 4 are independently H or CH ; R - e ς is C - ± * 2_-C * -g*-. r a j j l- ' kxy j l- i, ailnkeeπnvyli, _ ΓCHH 2 .ΓCMH 2 r0- •C—H•-_, . CH _-__..CH_-_..OCH-- * .-CH-.-,> , CH--*..CH _n C CH • o-*.OCH-, or CH £ -..CH /---.C1 ; Rg and R 7 are independently CH •-3, oor CH 3 CH 2 ; W is oxygen or sulfur; X is CH 3 , -0CH 3 or -OCH 2 CH 3 ; Y is H, Cl, CH 3 , CF 3 , -NHCH 3 , -N(CH 3 ) 2 -, -CH 2 0Rg, -CH 2 CH 2 0R 8 , -0CH 2 CF 3 or VR 6 ; Z is CH or N; V is oxygen or sulfur; Rg is CH 3 , CH 3 CH 2 -, CH 2 C0 2 R 8 , -CH 2 CH 2 0R 6 , C(CH 3 )HC0 2 R 8 or CH 2 CH 2 C0 2 R 8 ; Xι is H, Cl, -OCH 3 , -0CH 2 CH 3 or CH 3 ; and agricultural salts thereof. Example 27 The pesticide, described in more detail in U.S. Patent 4 , 514 , 212 , is a compound of the formula: and the salts thereof with amines, alkali metal or alkaline earth metal bases or with quaternary ammonium bases wherein: Q is fluorine, fluoromethyl, chloromethyl, richloromethyl , 1,2-dichloroethyl, 1,2-dibromoethyl, 1,2-dichloroproρyl, 1,2-dibromopropyl, 1,2-dibromoisobutyl, 1,2-dichloro-l-methyl-ethyl or 1,2-dibromo-I-methylethyl; X is oxygen, sulfur, a sulfinyl or sulfonyl bridge; Z is oxygen or sulfur; R 2 is hydrogen, halogen, C-^Cς alkyl, C 2 -C 5 alkenyl, C^-C 4 haloalkyl, or a radical -Y-R 5 , -COORg, -N0 2 or -CO-NR 7 -R 8 ; R 3 and R 4 , each independently of the other, are hydrogen, C j -C,^ alkyl, C j -C 4 alkoxy, C 1 -C 4 alkylthio, C j -^ haloalkyl, halogen or alkoxyalkyl of at most 4 carbon atoms; R 5 and Rg, each independently of the other, are C j -C 5 alkyl, C 2 -C 5 alkenyl or C 2 -Cg alkynyl; R 7 and Rg, each independently of the other, are hydrogen, ^^5 alkyl, C 2 -C 5 alkenyl or C -Cg alkynyl; and Y is oxygen, sulfur, a sulfinyl or sulfonyl bridge. Example 28 The pesticide, described in more detail in U.S. Patent 4,478,635, is a compound of the formula: wherein X is a radical of the formula: Y is C-L-C-3 alkyl, C 1 -C 3 haloalkyl, C χ -C 3 alkoxy, c l~ c 3 haloalkoxy, C 2 -C 3 alkoxyalkyl, C-L-C-J alkylthio, halogen or -NR i6Pι 7 ; Z is oxygen or sulfur; R-L is hydrogen, halogen, cyano, nitro, C 1 -C 4 haloalkyl, C λ - 4 alkyl, C* ] _-C 4 alkoxy, -CO-Rg, -NR 7 R 8 , -s(0) m -C 1 -C 4 alkyl or -S0 2 Rg ; R 2 is hydrogen, fluorine, chlorine, bromine, nitro, trifluoromethyl, -NR 20 R 21 , methyl, ethyl, methoxy, ethoxy or -S(0) m -C 1 -C 4 alkyl; R 3 is hydrogen, fluorine, chlorine, bromine, amino, nitro or methoxy; Rg is hydrogen, C^-C.^ alkyl, C -C 3 alkenyloxy, C 3 -C 5 alkynyloxy, C -C 4 haloalkyl, C -C 5 alkylthio, phenoxy, benzyloxy, -N R ιo ll or C- j^ -C^ alkoxy which is unsubstituted or substituted by 1 to 3 halogen atoms or C-^-C- j alkoxy; R 7 is hydrogen, methoxy, ethoxy, C^-C 4 alkyl or -CO-R 12 ; Rg is hydrogen or -CO-R 12 ; Rg is an -0-R j3 or -NR-^R*^ group; R*L is C j -C 4 alkyl which is unsubstituted or substituted by 1 to 3 halogen atoms, or is phenyl or benzyl; R 12 is hydrogen, C^^ alkyl or C j -C 4 alkoxy; and m is 0, l or 2; and R 4 has the same meaning as R 2 ; R5 has the same meaning as R 1 ; R ø' R ll' R 14 anc * i R 20 each have the same meaning as R 7 ; and Rχ 2 , R 15' R 1 6 ' R 17 an( ** R 21 eac - 1 have the same meaning as R 8 . Example 29 The pesticide, described in more detail in U.S. Patent 4,634,465, is a compound of the formula: wherein Z is oxygen or sulfur; E is nitrogen or =C-; R**L is hydrogen, halogen, nitro, C* j _-C 4 alkyl, c l _c 4 haloalkyl, C^^ alkoxy, C χ -C haloalkoxy, C^- -C^ alkoxycarbonyl, Cγ-C 4 alkylthio, C 1 -C 4 alkylsulfinyl, Cl-C 4 alkylsulfonyl or C 2 -C 5 alkoxyalkoxy; R 2 is hydrogen, C-^-C,^ alkyl or C 1 -C 3 alkoxy; R 3 and R 4 , each independently of the other, are hydrogen, C χ -C 4 alkyl, C -C^ alkoxy, ^- - ^ haloalkoxy, C 1 -C 4 haloalkylthio, C 1 -C 4 alkylthio, halogen, C 2 -C 5 alkoxyalkyl, C 2 -C 5 alkoxyalkocy or -NR^Rg, wherein R 5 and R are hydrogen or C^- -C^ alkyl; and A is an unsubstituted or substituted bridge of 3 or 4 atoms which contains 1 or 2 oxygen, sulfur or nitrogen atoms and, together with the linking carbon atom, forms a non-aromatic 5- or 6-membered heterocyclic 55 ring system, with the proviso that two oxygen atoms are separated by at least one carbon atom and that oxygen and sulfur atoms are only linked to each other if the sulfur atom takes the form of the -SO- or -S0 2 - group. 10 15 20 25 30 35 Example 30 The pesticide, described in more detail in EPA-202,830, is: 2-[ [N-(4-methoxy-6-methyl-l,3, 5-triazin- 2-yl)-N-methylaminocarbonyl]aminosulfonyl]- benzoic acid, methyl ester. Example 31 The pesticide, described in more detail in EPA-237,292, is a compound of the formula: wherein J is R 2 J-1 J-2 J-3 J-4 58 R is H or CH 3 ; R j is H or C^C- } alkyl; R 2 is C-^-C- j alkyl or C**L-C 2 alkoxy; or R and R 2 may be taken together to form -(CH 2 ) n -, wherein n is 2, 3 or 4; R 3 is H, Cl, F, Br, CH 3 , CF3, OCH3 or OCF 2 H; and X is CH 3 , CH 2 F, CH 2 CH 3 , OCH 3 , OCH 2 CH 3 , Cl, OCF 2 H or CH 2 OCH 3 . 59 Exaπu The pesticide, described in more detail in EPA-87,780, is a compound of the formula: wherein A represents a hydrogen atom, a C*L-C 8 alkyl group or a phenyl group which may be sub¬ stituted with C j -Cg alkyl groups, halogen atoms or nitro groups; B and C represent independently hydrogen atoms, halogen atoms, nitro groups, -Cg alkyl groups, arylalkyl groups, C^-Cg alkoxy groups, haloalkyl groups, -C0 2 R [where R is a hydrogen atom, a C*L-C 8 alkyl group, an allyl group or a propargyl group) , -CONR 1 R 2 (where R^ is a hydrogen atoms, a j -C 8 alkyl group or a phenyl group, R 2 is a hydrogen atom or a C^-Cg alkyl group, or R j and R 2 taken together may represent -(CH 2 ) m - (m is 4 , 5 or 6), -CH 2 CH 2 OCH 2 CH 2 - or -CH 2 CH 2 N(CH 3 )CH 2 CH 2 -] , -S(0) n R 3 (where R 3 is a C j -C 8 alkyl group, a phenyl group or an arylalkyl group and n is 0, 1 or 2), -S0 2 N 4 R 5 [where R 4 is a C**-_-C 8 alkyl group, R 5 is a hydrogen atom or a C j -C 8 alkyl group, or R 4 60 and R 5 taken together may represent -(CH 2 ) p - (p is 4, 5 or 6), -CH 2 CH 2 0CH 2 CH 2 - or 5 -CH 2 CH 2 N(CH 3 )CH 2 CH 2 -] or a phenyl group which may be substituted with C-^-Cg alkyl groups, halogen atoms or nitro groups; D represents a hydrogen atom or a C^-Cg alkyl group; X and Y represent independently hydrogen atoms, 10 halogen atoms, C j -Cg alkyl groups, C -Cg alkoxy groups, C^ ' -C alkoxyalkyl groups, -CF 3 groups, C^-Cg haloalkoxy groups, alkylamino groups, dialkylamino groups, R 15 -OCHC0 2 R ? (where R and R_ each represent hydrogen atoms or C-^-Cg alkyl groups) or either X or Y may form a five-membered ring containing an oxygen atom together with X; and X represents a nitrogen atom or C-Rg (where Rg represents a hydrogen atom, a haloalkyl group or may form a five-membered ring containing an oxygen atom together with X or Y) . 25 30 Example 33 The pesticide, described in more detail in U.S. Patent 4,710,221, is a compound of the formula: wherein R is H or CH 3 ; R l is c l~ c 3 al^yi' 3~ 4 alkoxyalkyl, C -C 4 haloalkyl, C 3 -C 4 alkenyl or C 3 -C 4 alkynyl; R 2 is C 2 -C 6 alkoxy, C 3 -Cg cycloalkoxy, C 4 -Cg cycloalkylalkoxy, C j^ -C haloalkoxy, C 2 -Cg alkenyloxy, C 2 -Cg haloalkenyloxy, C 3 -Cg alkynyloxy, C 3 -Cg haloalkynyloxy, C 2 -C 4 alkoxyalkoxy, C 2 -C 4 haloalkoxyalkoxy, C 2 -C 4 alkylthioalkoxy, C 2 -C 4 haloalkylthioalkoxy, C 2 -C 4 alkylsulfinylalkoxy, C 2 -C 4 halo- alkylsulfinylalkoxy, C 2 -C 4 alkylsulfonyl- alkoxy, C 2 -C 4 haloalkylsulfonylalkoxy, C 2 -C 4 cyanoalkoxy, 0CH 2 C(0)CH 3 , OCH 2 CH 2 C(0)CH 3 , c 2 _ 4 aminoalkoxy, C-^-C alkylthio, C 3 -Cg cycloalkylthio, C 4 -Cg cycloalkylalkylthio, C j _-C 8 haloalkylthio, C 2 -C 8 alkenylthio, C -C 6 haloalkenylthio, C 3 -C 6 alkynylthio, C 3 -Cg haloalkynylthio, C 2 -C 4 alkoxy- alkylthio, C 2 -C 4 haloalkoxyalkylthio, C 2 -C alkylthioalkylthio, C 2 -C 4 haloalkylthio- 62 alkylthio, C 2 -C 4 cyanoalkylthio, SCH 2 C(0)CH 3 , SCH 2 CH 2 C(0)CH 3 , C 2 -C 4 5 aminoalkylthio, SCgH 5 , SCH 2 CgH 5 , C j -C alkylsulfinyl, C 3 -C 6 cycloalkylsulfinyl, C 4 -C 6 cycloalkylalkylsulfinyl, C* j _-Cg haloalkylsulfinyl, C 2 -Cg alkenylsulfinyl, C 2 -Cg haloalkenylsulfinyl, C 3 -Cg 10 alkynylsulfinyl, C 3 -Cg haloalkynylsulfinyl, C -C 4 alkoxyalkylsulfinyl, C 2 -C 4 haloalkoxyalkylsulfinyl, C 2 -C 4 cyanoalkyl- sulfinyl, S(0)CH 2 C(0)CH 3 , S(0)CH 2 CH 2 C(0)CH 3 , C 2 -C 4 aminoalkylsulfinyl, C 2 -C 8 alkyl- 15 sulfonyl, C 3 -Cg cycloalkylsulfonyl, C -Cg cycloalkylalkylsulfonyl, C 1 -C 8 halo- alkylsulfonyl, C 2 -Cg alkenylsulfonyl, C 2 -Cg haloalkenylsulfonyl, C 3 -Cg alkynylsulfonyl, C 3 -C 6 haloalkynylsulfonyl, C 2 -C 4 alkoxy- 20 alkylsulfonyl, C -C 4 haloalkoxy- alkylsulfonyl, C 2 -C 4 cyanoalkylsulfonyl, S0 2 CH 2 C(0)CH 3 , S0 2 CH 2 CH 2 C(0)CH 3 , C 2 -C 4 amino- alkylsulfonyl, CH 2 F, CHF 2 , CH 2 C1, CHC1 2 , CH 2 Br, CHBr 2 , C 2 -C 8 alkyl substituted with 25 1-3 atoms of F, Cl or Br, C 2 -Cg alkenyl, C 2 -C 6 haloalkenyl, C≡CH, C 2 -C 6 haloalkynyl, 0C(0)C 1 -C 4 alkyl, CH 2 C(0)NR a R b , NHCH 3 , R b R c or CJL-C 4 alkyl substituted with C j -^ alkoxy, C 3 -C 4 cycloalkoxy, cyclopropyl- 30 methoxy, ^-^ haloalkoxy, C 2 -C 4 alkenyloxy, C 2 -C 4 haloalkenyloxy, C 3 -C 4 alkynyloxy, C 3 -C 4 haloalkynyϋuxy, C 2 -C 4 alkoxy- alkoxy, C 2 -C 4 aminoalkoxy, Cι-C 4 alkylcarbonyloxy, C-^-C^ haloalkyl- 35 carbonyloxy, C 1 -C 4 carbamoyloxy, Cτ-C 4 alkoxycarbonyloxy, OH, OP(O) (OC j -C-, alkyl) 2 , C 1 -C 4 alkylsulfonyloxy, CTL-C 2 halo- alkylsulfonyloxy, OSi(CH 3 ) , OSi(CH 3 ) 2 C(CH 3 ) 3 , alkylthio, C 3 -C 4 cycloalkylthio, cyclopropylmethylthio, C^-^ haloalkylthio, C 2 -C 4 alkenylthio, C 2 -C 4 haloalkenylthio, C 3 -C 4 alkynylthio, C 3 -C 4 haloalkynylthio, C 2 -C 4 alkoxyalkylthio, c 2~ c 4 aminoalkylthio, SH, SP(0)(OC 1 -C 2 alkyl) 2 , C j -C ή alkylsulfinyl, C 3 -C 4 cycloalkylsulfonyl, cyclopropylmethylsul- finyl, Cχ-C 4 haloalkylsulfinyl, C 2 -C 4 alkenylsulfinyl, C -C 4 haloalkenylsulfinyl, c 3 _c 4 alkynylsulfinyl, C 3 -C 4 haloalkynyl- sulfinyl, C 2 -C 4 alkoxyalkylsulfinyl , C 2 -C 4 a inoalkylsulfinyl, C^-C^ alkylsulfonyl, C 3 -C 4 cycloalkylsulfonyl, cyclo- propylmethylsulfonyl, C j -C 4 haloalkyl- sulfonyl, C 2 -C 4 alkenylsulfonyl, C 2 -C 4 haloalkenylsulfonyl, C 3 -C 4 alkynylsulfonyl , C 3 -C 4 haloalkynylsulfonyl, C 2 -C 4 alkoxyalkyl¬ sulfonyl or C 2 -C 4 aminoalkylsulfonyl; R a and R b are independently H or C 1 -C 3 alkyl; R c is C 2 -C 4 alkyl, cyclopropylmethyl, C -C 4 cyanoalkyl, CH 2 C(0)CH 3 , CH 2 CH 2 C(0)CH 3 , C-^C. j haloalkyl, C 3 -C 4 alkenyl, C 3 -C 4 haloalkenyl, C 3 -C 4 alkynyl, C 3 -C 4 haloalkynyl, C j -C 4 alkyl substituted with C^-C.^ alkoxy, C j -C 4 alkylthio, -C 4 alkylsulfinyl , C -C 4 alkylsulfonyl, OH, NH 2 , NHCH 3 or N(CH 3 ) 2 ; X is CH 3 , OCH 3 , OC 2 H 5 , Cl or Br; Y is C 1 -C 2 alkyl, C* j _-C 2 alkoxy, OCH 2 CH 2 F, OCH 2 CHF 2 , OCH 2 CF 3 , NHCH 3 or N(CH 3 ) 2 ; and Z is CH or N; and their agriculturally suitable salts.

Claims: CLAIMS What is claimed is: 1. A tablet formulation consisting essentially of, by total weight of the formulated composition: (i) about 20% to 75% of a pesticide having a melting point of at least about 100°C and a water solubility at 20°C of no more than about 5% by weight, and (ii) about 25% to 80% of a delivery system characterized by a panel of components complementary to the pesticide of (i) that consists essentially of the following components: (a) about 5% to 20% of a dibasic or tribasic organic carboxylic acid or a mixture thereof; (b) about 7% to 50% of an ammonium or alkali metal carbonate or bicarbonate or a mixture thereof; (c) about 0.5% to 20% of a dispersant, (d) about 0.1% to 5% of water-insoluble cross-linked polyvinylpyrrolidone, and (e) about 0.1% to 5% of an anionic or nonionic wetting agent; the formulation characterized in that dispersion of the pesticide in water is fine enough to pass a 50 mesh screen without clogging it. 2. A tablet formulation according to Claim 1 wherein the pesticide is a herbicide. 3. A tablet formulation according to Claim 1 wherein the pesticide is a fungicide. 4. A tablet formulation according to Claim 1 wherein the pesticide is an insecticide. 5. A tablet formulation according to Claim 1 wherein the pesticide is a nematocide. 6. A tablet formulation according to Claim 1 wherein the pesticide is an acaricide. 7. A tablet formulation according to Claim 1 wherein the pesticide is a bactericide. 8. A tablet formulation according to Claim 1 wherein the pesticide is a growth regulant. 9. A tablet formulation according to Claim 2 wherein the herbicide is 3-cyclohexyl-6-dimethylamino- l-methyl-l,3,5-triazine-2,4(lH, 3H)-dione. 10. A tablet formulation according to Claim 2 wherein the herbicide is (2,4-dichlorophenoxy) acetic acid. 11. A tablet formulation according to Claim 2 wherein the herbicide is a sulfσnamide. 12. A tablet formulation according to Claim 11 wherein the sulfona ide is 3-[ [ [ [ (4-methoxy-6- methy1-1,3 , -triazin-2- . ) amino]carbonyl] amino]- sulfonyl] -2-thioρhene carboxylic acid, methyl ester. 13. A tablet formulation according to Claim 11 wherein the sulfonamide is methyl 2-[[[[(4- methoxy-6-methyl-l ,3,5-triazin-2-yl)-amino]carbonyl]- a ino] sulfon l] benzoa e . 14. A tablet formulation according to Claim 11 wherein the sulfonamide is ethyl 2-[[[[(4-chloro-6- methoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]- benzoate. 15. A tablet formulation according to Claim 12 comprising about 52% of said sulfonamide, about 10% of citric acid, about 26% of sodium bicarbonate, about 5% of a condensate of naphthalene sulfonic acid salt and ammonium salt, about 1% of cross-linked polyvinylpyrrolidone, about 1% of sodium dialkyl sulfosuccinates, and about 5% of boric acid. 16. A tablet formulation according to Claim 15 comprising 52.1% of said sulfonamide, 25.6% of sodium bicarbonate and about 0.3% of magnesium stearate. 17. A tablet formulation according to Claim 3 wherein the fungicide is MBC. 18. A tablet formulation according to Claim 4 wherein the insecticide is trans-5-(4-chlorophenyl)-N- cyclohexyl-4-methyl-2-oxothiazolidine-3-carboxamide. 19. A tablet formulation according to Claim 6 wherein the acaricide is (4RS, 5RS)-5-(4-chloro- phenyl)-N-cyclohexyl-4-methyl-2-oxo-l,3-thiazolidine- 3-carbo am e. 20. A tablet formulation according to any one of Claims 1 to 19 in the form of a tablet.

Inventors: MOORE EARL PHILLIP, MOORE, EARL, PHILLIP
Applicants: DU PONT, E.I. DU PONT DE NEMOURS AND COMPANY
Application year: 1989
Main classification: A01N25
IPC codes: A01N25, A01N39, A01N43, A01N47, A01P3, A01P13