AU621214B2

AU621214B2 - Emulsifiable pesticidal solid compositions

Info

Publication number: AU621214B2
Application number: AU52966/90A
Authority: AU
Inventors: Masao Ogawa; Shigenori Tsuda; Kozo Tsuji
Original assignee: Sumitomo Chemical Co Ltd
Current assignee: Sumitomo Chemical Co Ltd
Priority date: 1989-04-18
Filing date: 1990-04-05
Publication date: 1992-03-05
Anticipated expiration: 2010-04-05
Also published as: AU5296690A; JP2770400B2; NO901644D0; GB2230954B; NO901644L; GB2230954A; FR2645709A1; GB9008438D0; SE9001363L; JPH02279604A; FR2645709B1; SE9001363D0; ES2020136A6

Description

AUSTRALIA

61214 PATENTS ACT 1952 Form COMPLETE SPECIFICATION

(ORIGINAL)

FOR OFFICE USE Short Title: Int. Cl: Application Number: Lodged: Complete Specification-Lodged: Accepted: Lapsed: Published: Priority: .Related Art: TO BE COMPLETED BY APPLICANT Name of Applicant: SUMITOMO CHEMICAL COMPANY,

LIMITED

Address of Applicant: 5-33, KITAHAMA-4-CHOME

CHUO-KU

S. OSAKA

JAPAN

S Actual Inventor: Address for Service: GRIFFITH HACK CO., 601 St. Kilda Road, ,,Melbourne, Victoria 3004, Australia.

Complete Specification for the invention entitled: EMULSIFIABLE PESTICIDAL SOLID COMPOSITIONS.- The following statement is a full description of this invention including the best method of performing it known to me:j 1 The present invention relates to emulsifiable pesticidal solid compositions which can be readily emulsified, when diluted with water upon use.

Emulsifiable concentrates of pesticides are uniform solutions obtained by dissolving pesticides and surfactants in organic solvents. The emulsifiable concen- 0 J.

trates are general formulations which are easy in handling o °and can stably exhibit their effects.

However, since the emulsifiable concentrates o0 0 contain organic solvents in large quantities, problems of environmental pollution,,malodor, inflammability, etc., due to vaporization of the organic solvent, are involved.

o.oo In addition, these formulations have sometimes such oO"o problems as phytotoxity to crops due the solvents.

15 To solve these problems, various investigations *000 have been hitherto made to make emulsifiable concentrates into a powdery form. For example, there is reported a method which comprises absorbing an emulsifiable concen- '8 ^trates onto carriers such as starch, cellulose powders, urea, cork powders, inorganic silicates, type II anhydrous gypsum, etc. In conventional techniques, however, these i 1 I q ii ii i Ih- 1 encounter problems that an absorbability of emulsifiable concentrate onto the carriers is too small to prepare emulsifiable pesticidal solid composition which has good flowability, or emulsifiability is insufficient when diluted with water.

In order to obtain excellent emulsifiable pesticidal solid compositions, the present inventors have made various investigations and as a result, they have found a process for preparing emulsifiable pesticidal o c 10 solid compositions having good flowability which can 0000 a be readily emulsified, and have accomplished the present invention.

o That is, the present invention provides emulsio o' fiable pesticidal solid compositions obtained by heating and melting pesticides together with at least one water soluble polymer, which is in a solid form at ambient or 0 room temperature (ca. 25 0 C) and is selected from polyo o ethylene glycol, polyoxyethylene polyoxypropylene glycol, o, polyoxyethylene polyoxybutylene glycol and polyoxyethylene polyoxypropylene polyoxybutylene glycol, in the presence Sof or absence of surfactants, solvents and/or water soluble carriers to mix them and solidifying the resulting mixture.

In general, it is difficult to solidify pesticides in a liquid form at room temperature. It is also difficult 2 1 to solidify even pesticides which have melting points around room temperature. In addition, these pesticides involve a problem in storage stability even if they are prepared into a solid form. According to the present invention, however, excellent emulsifiable pesticidal solid compositions can be obtained even if the pesticides have a melting point of 70 0 C or below.

The pesticide as used herein not only refers to a single compound but also include a mixture of two or more compounds. In the case of mixture, the present o invention is directed to a mixture showing a melting S'point of not higher than 70 0

C.

co 0 °o 0 As polyethylene glycol used in the present o 00o invention, there is polyethylene glycol having an average molecular weight of 1,000 or more; it is particularly preferred to use polyethylene glycol having an average molecular weight of 4,000 to 20,000 from the viewpoint o o 0 of water solubility, etc.

As polyoxyethylene polyoxypropylene glycol, there is used polyoxyethylene polyoxypropylene glycol there is used polyoxyethylene polyoxypropylene glycol having an ethylene oxide weight of 80% or more in the molecule thereof and having an average molecular weight of 1,000 or more in the propylene oxide moiety.

As polyoxyethylene polyoxybutylene glycol and polyoxyethylene polyoxypropylene polyoxybutylene glycol, there are generally used those having an.ethylene oxide, weight of 80% or more in the molecule thereof and having an average molecular weight of 1,000 or more in the -3- _0 4 1 I-III rr 'i CL o 0 o0 o o o o 0 oo 0o o 0 0 0 o O 00 0o 1 butylene oxide moiety or in the propyleneoxide moiety.

What is specifically meant by the solid form at room temperature as used herein refers to the state in which the melting point is approximately 30 0 C or higher.

Specific examples of the water soluble polymer such as polyethylene glycol include polyethylene glycol having an average molecular weight of 1,000, 4,000, 6,000, 10,000 and 20,000 (hereinafter referred to PEG-1000, 10 PEG-4000, PEG-6000, PEG-10000 and PEG-20000, respectively); NEWPOL PE-68 (manufactured by Sanyo Chemical Industries Co., Ltd.; polyoxyethylene polyoxypropylene glycol having an ethylene oxide weight of 80% in the molecule thereof and having an average molecular weight of 1,750 in the 15 propylene oxide moiety), NEWPOL® PE-78 (manufactured by Sanyo Chemical Industries Co., Ltd.; polyoxyethylene polyoxypropylene glycol having an ethylene oxide weight of 80% in the molecule thereof and having an average molecular weight of 2,050 in the propylene oxide moiety), NEWPOL PE-88 (manufactured by Sanyo Chemical Industries Co., Ltd.; polyoxyethylene polyoxypropylene glycol having an ethylene oxide weight of 80% in the molecule thereof and having an average molecular weight of 2,250 in the propylene oxide moiety), NEWPOL PE-108 (manufactured by Sanyo Chemical Industries Co., Ltd.; polyoxyethylene polyoxypropylene glycol having an ethylene oxide weight of 80% in the molecule thereof and having an average molecular weight of 3,250 in the propylene oxide moiety), 4 1 and the like. These water soluble polymer may be used singly or as appropriate admixture thereof. The water soluble polymer may be used in an amount sufficient to take a solid form in the final preparation form. That is, the amount is generally in a range of 20 to 99 wt%, preferably in a range of 50 to 90 wt%, based on the total weight of the composition.

In the present invention, surfactants may also be used upon fusion of pesticides together with the S 10 water soluble polymers. Examples of such surfactants which can be used include glycerine fatty acid esters, sucrose fatty acid esters, sorbitan fatty acid esters, fatty acid Ssalts, alkyl sulfates, alkylbenzene sulfonic acid salts, ot o alkylammonium salts, quaternary ammonium salts, alkyl aryl ethers and polyoxyethylenated products thereof, ethylene oxide addition products of higher alcohol; polyoxyethylene polyoxypropylene glycol in a liquid or S° paste form at room temperature such as NEWPOL PE-64 °o (manufactured by sanyo Chemical Industries Co., Ltd.; polyoxyethylene polyoxypropylene glycol having an ethylene oxide weight of 40% in the molecule thereof and having an average molecular weight of 1,750 in the propylene oxide moiety), etc. These surfactants may be used singly or in a suitable combination. An amount of the surfactants added is generally in a range of 0.1 to wt%, preferably in a range of 1 to 10 wt%, based on the total weight of the composition. Surfactants which become liquid by heating and fusion are preferred .4U 1 but it is not always necessary to use such surfactants.

It is sufficient that surfactants be dissolved in water when the preparation is diluted with water.

Where a melting point of pesticide is in a range of 0 to 70 0 C or where surfactants are in a paste or solid form at room temeprature, a small quantity of solvent may also be added to the composition, if necessary and desired, for purposes of reducing a viscosity upon preparation and preventing crystallization of the pesticides in the composition when stored at a low temperature. As the solvent, non-volatile solvents or low volatile solvents are used. Examples of such solvents used to regulate the visocisty of the composition and prevent crystallization of pesticides in the composition include vegetable oil, mineral oil, liquid paraffin, aromatic hydrocarbons, ketones, plyethylene glycol which have an average molecular weight of 200 to 600 and are liquid at room tmperature, polypropylene glycol and 0044 glycol ethers, etc. An amount of the solvents added is generally in a range of 10 to 1000 wt%, preferably in a range of 30 to 200 wt%, based on the pesticide.

Upon fusion of pesticides and the water soluble polymer in the present invention, water soluble carriers may also be added to the composition. Examples of the water soluble carrier which can be used include water soluble polymer such as hydroxypropyl cellulose, sodium CMC, etc.; urea, lactose, ammonium sulfate, sucrose, sodium chloride, Glauber's salt, etc. These water soluble -6- I.8 .4t 1 carriers may be appropriately added in such an amount that a concentration of the carriers in a spray mix prepared upon sprinkling is less than the solubility of these carriers in water.

In addition to pesticides, surfactants, solvents and water soluble carriers, the emulsifiable pesticidal solid compositions in accordance with the present invention may also appropriately contain stabilizers, synergists, coloring agents, etc.

o 10 However, mineral carriers should not be added, in view of the nature that the preparations are emulsifiable pesticidal solid compositions.

SThe emulsifiable pesticidal solid compositions in accordance with the present invention are used by diluting with water to a suitable dilution magnification.

Specific examples of the pesticides which can S- be used in the present invention are given below but the present invention is not deemed to be limited only to these examples.

Compound No. Compound a-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyrate (S)-a-Cyano-3-phenoxybenzyl (S)-2-(4-chlrophenyl)-3-methylbutyrate a-Cyano-3-phenoxybenzyl 2,2,3,3-tetramethylcyclopropanecarboxylate 7 1 3-Phenoxybenzyl 3- (2,2-dichiorovinyl) 2 ,2-dimethylcyclopropanecarboxylate 3-Phenoxybenzyl chrysanthemate c-Cyano-3-phenoxybenzyl 3- 2-dichiorovinyl) 2-dimethylcyc lopropanecarboxylate a-Cyano-3- (4-bromophenoxy)benzyl 3- 2-dichiorovinyl) 2-dimethylcyc lopropanecarboxylate c-Cyano-3- (4-fluorophenoxy)benzyl 3- 2-dichiorovinyl) 2-dimethyi cyc loprropanecarboxylate c-Cyano-3- (3-bromophenoxy)benzyl 3- 2-dichiorovinyl) 2-dimethylcyclopropanecarboxylate ca-Cyano-3- (4-chlorophenoxy) benzyl o 3- 2-dichiorovinyl) 2-dimethyl- 9 cyclopropanecarboxylate (11) ca-Cyano-,-phnfoxybenzyl cihrysantnemate (12) Q-Cyano-3- (4-bromophenoxy) benzyI 2- (4-chiorophenyl) -3-methylbutyrate (13) c-Cyano-3- (3-bromophenoxy)benzyl 2- (4-chlorophtmyl) -3 -methylbutyrate (14) ci-Cyano-3- (4-chlorophenoxy) beiizyi 2- (4-chlorophenyl) -3-methylbutyrate ai-Cyano-3- (4-fluorophenoxy) benzyl 2- (4-chiorophenyl) -3-methylbutyrate -8- (16) (17) (18) (19) o "0 0 000 00 0 0 (20) (21) (22) (23) a-Cyano-3 -phenoxybenzyl 2- (4-bromophenyl) -3-methylbutyrate ai-Cyano-3-phenoxybenzyl 2- (4-tertbutyiphenyl) -3-methylbutyrate oa-Cyano-3-phenoxybenzyl 2- (3 ,4methylenedioxyphenyl) -3-methylbutyrate a-Cyano- (4-f luoro-3-phenoxy) benzyl 3- 2-dichiorovinyl) 2-dimethylcyc lopropanecarboxy late a-Cyano- 3-phenoxybenzyl 2-chioro- 4- (trifluoromethyl) anilino-3-methylbutyrate a-Cyano-3-phenoxybenzyl 2- (4-difluor omethoxyphenyl) -3 -methylbutyrate Cyano- (5-phenoxy-2-pyridyl) methyl 3- 2-dichiorovinyl) 2-dimethylcyc lopropanecarboxy late a-Cyano-3-phenoxybenzyl 2 ,2-dimethyl- 3- 2-tetrabromoethyl) cyclopropane carboxylate ci-Cyano-3-phenoxybenzyl 2 ,2-dimethyl- 3- 2-dichloro-2 ,2-dibromoethyl) cyclopropanecarboxylate c-Cyano-3-phenoxybenzyl 1- (4-ethoxyphenyl) 2-dichlorocyclopropanecarboxylate 0 0 0 (24) 9- I] I I II

I

*0 0 1 (26) a-Cyano-3-phenoxybenzyl 2,2-dimethyl- 3- (2-chloro-3-trifluoromethylvilyl) cyc lopropanecarboxylate (27) 2- (4-Ethoxyphenyl) -2-rnethylpropyl 3-phenoxybenzyl ether (28) 3-Phenoxybenzyl 4-ethoxyphenyl) 3,3, 3-trifluoropropyl ether (29) O,O-Dimethyl-O- (3-methyl-4-nitrophenyl) phosphorothioate (30) O,O-Dimethyl-_S-[1,2-di(ethoxycarboflyl)ethyl] phosphorothioate (31) O,O-Dimethyl-O- (4-cyanophenyl) phosphorothioate (32) O,O-Dimethyl-S- (a-ethoxycarbonylbenzyl) phosphorodithioate (33) O,O-Diethyl-O- (2-isopropyl-4-methyl- 0 6-pyrimidinyl) phosphorothioate (34) O,O-Dimethyl-O- [3-methyl-4- (methylthio) phenyli phosphorothioate (35) O-Ethyl-O- (2,4-dichiorophenyl) -Sn-propylphosphorodilthioate (36) 0- (4-Bromo-2,5-dichJ.orophenyl-0,Odiethylphosphoro Lhioate (37) 2-Methoxy-4H--1,3,2-benzodioxaphospholine-2-sulfide (38) 0,O-Diethyl-0- (2,3-dihydro-3-oxo- 2-phenyl-6-pyridazyl) phosphorothioate 10 1 (39) 0,0* imethyl-O- (2,4,5-trichlorophenyl) phosphorothioate O,O-Diethyl-O- (3,5,6-trichloro-2pyridyl) phosphorothioate (41) O,O-Dimethyl-O-(3,5,6-trichloro-2pyridyl) phosphorothioate (42) O-(4-Bromo-2,5-dichlorophenyl)-O,Odimethylphosphorothioate (43) 0- (4-Cyanophenyl) -0-ethyl-0-phenylphosphorothioate (44) 0,0-Dimethyl-S- (N-methylcarbamoylmethyl) phosphorodithioate 2-sec-Butyiphenyl N-methylcarbamate (46) 3-Methyiphenyl N-methylcarbanate (47) 3,4-Dimethyiphenyl N-methylcarbamate (48) 2-Isopropoxyphenyl N-methylcarbamate (49) 5-Ethoxy-3--trichlorornethyl-1,2,4thiadiazole 0,0-Diisopropyl-S-benzyl phosphorothiolate (51) 0-Ethyl-S,S-diphenyl dithiophosphate (52) Polyoxin Blasticidin S (54) 3,r4-Dichioropropionanilid~e Isoprogyl N- (3-chlorophenyl) carbamate (56) Ethyl-di-n. propyl thiocarbamate (57) 3-methoxycarbonylamiiiophenyl N- (3-methylphenyl) carbamate 11 1 (58) 2-Chloro-(2,6-diethyl-N-methoxymethyl)acetanilide (59) a,a,a-Trifluoro-2,6-dinitro-N,Ndipropyl-p-toluidine (60) S-(4-Chlorophenyl)methyl-N,Ndiethylthiol carbamate (61) S-Ethylhexahydryl-lH-azepine-lcarbothioate (62) N-Butoxymethyl-2-chloro-(2,6-diethylacetanilide (63) O-Ethyl-O-(5-methyl-2-nitrophenyl)sec-butylphosphoramidothioate (64) N-(Chloroacetyl)-N-(2,6-diethyl- SphenyL)glycine ethyl ester These pesticides are contained generally in a range of 1 to 80 wt%, preferably in a range of 10 to o wt%, based on the total weight of the composition.

The emulsifiable pesticidal solid compositions in accordance with the present invention can be prepared, for example, as follows.

The emulsifiable solid compositions can be prepared by heating the water soluble polymer in a solid form at room temeprature, polyethylene glycol or polyethylene polyoxypropylene glcyol, in a container at a temperature of 50 0 C or higher, generally at 80 to 0 C; adding pesticides and if necessary and desired, surfactants, solvents and/or water soluble carriers 12 rlL oI 1 to the water soluble polymer while stirring to uniformly mix them; spreading the thus obtained melt mixture onto a vat, a glass plate, or the like and cooling to solidify; pulverizing and then sieving. In a larger scale of preparation, the emulsifiable solid compositions can be obtained by spraying and solidifying the melt mixture described above in a chamber equipped with a cooling apparatus.

0 [Examples] 10 Hereafter the present invention is described in more detail by referring to the preparation examples and test examples but is not deemed to be limited only thereto.

In the following preparation examples, parts are all by weight, unless otherwise indicated.

I

Preparation Example 1 Ninety parts of PEG-6000 were added to 10 parts of Compound Nos. (31), (46) (47) (48) (49) and (63) respectively.

Each mixture was heated to 80 0 C to fuse and thoroughly mix them with each other. The melt mixture was spread onto a glass plate and cooled and solidified. Then, the solid was ground and sieved to 1000 to 297 vm to give an emulsifiable pesticidal solid composition in a granular form.

LU -13sT 1 Preparation Example 2 Ninety parts of NEWPOL PE-68 (supra) were added to 10 parts of Compound Nos. and respectively. Each mixture was heated tQ 80'C to fuse and thoroughly mix them with each other.

The melt mixture was spread onto a glass plate and cooled and solidified. Then, the solid was ground and sieved to 1000 to 297 pm to give an emulsifiable pesticidal solid composition in a granular form.

o; en o g 10 Preparation Example 3 .rt Forty parts of NEWPOL PE-68 (supra) and parts of PEG-6000 were added to 10 parts of Compound oNos. and respectively. Each mixture was heated to 800C to fuse and thoroughly mix them with each other. The melt mixture was spread onto a glass plate and cooled and solidified. Then, the solid was ground and sieved to 1000 to 297 Im to give an emulsifiable pesticidal solid composition in a granular form.

Preparation Example 4 Five parts of SORPOL® 355LSA (surfactants, manufactured by Toho Chemical Co., Ltd.) and PEG-6000 were added to 10, 20, 30 and 40 parts of Compound No.

(31) to make up 100 parts, respectively. Each mixture was heated to 80'C to fuse and thoroughly mix them with each other. The melt mixture was spread onto a glass plate and cooled and solidified. Then, the solid was i S- 14- 1 ground and sieved to 1000 to 297 pm to give an emulsifiable pesticidal solid composition in a granular form.

Preparation Example Twenty parts of HISOL SAS-296 (solvent, manufactured by Nippon Petrochemicals Co., Ltd.), 10 parts of SORPOL 3598 (surfactant, manufactured by Toho Chemical Co., Ltd.) and 60 parts of PEG-6000 were added to 10 parts of Compound Nos. and (29), 00 o 0 respectively. Each mixture was heated to 80 0 C to fuse and o~o S 10 thoroughly mix them with each other. The melt mixture o0° was spread onto a glass plate and cooled and solidified.

0 0 Then, the solid was ground and sieved to 1000 to 297 pm to give an emulsifiable pesticidal solid composition in a granular form.

o o0 0 0 oo Preparation Example 6 600 .oo. Sixty parts of PEG-1000, PEG-4000, PEG-20000, NEWPOL® PE-68 (supra), NEWPOL® PE-78 (supra), NEWPOL® S°0 PE-88 (supra) or NEWPOL® PE-108 (supra) were added to parts of Compound No. 20 parts of HISOL SAS-296 (supra) and 10 parts of SORPOL 3598 (supra). Each mixture was heated to 80 0 C to fuse and thoroughly mix them with each other. The melt mixture was spread onto a glass plate and cooled and solidified. Then, the solid was ground and sieved to 1000 to 297 pm to give an emulsifiable pesticidal solid composition in a granular form.

15 i 1 i 1 Preparation Example 7 Ninety parts of PEG-20000 were added to 10 parts of Compound No. The mixture was heated to 80 0

C

to fuse and .horoughly mix them with each other.

After the melt mixture was cooled to about 50 0 C, the mixture was sprayed in a chamber cooled to -5 0 C and solidified to give an emulsifaible pesticidal solid composition in a granular form.

o 0300 0oso' Preparation Example 8 0° 10 Eighty parts of PEG-6000 were added to 20 parts of Compound No. and the mixture was heated to 80 0 C to fuse and thoroughly mix them with each other. The melt mixture was spread onto a glass plate and cooled and 0o solidified. Then. the solid was ground and sieved to 1000 0000 o 15 to 297 pm to give an emulsifiable pesticidal solid compoto a sition in a granular form.

00ooo00 0000 Preparation Example 9 o Sixty parts of PEG-6000 were added to 10 parts of Compound No. 10 parts of HISOL SAS-296 (supra) and 5 parts of SORPOL 3598 (supra) and the mixture was heated to 80°C to fuse and thoroughly mix them with each other.

After 15 parts of lactose, urea or Glauber's salt were added to the melt mixture to disperse, the dispersion was spread onto a glass plate and cooled and solidified.

Then, the solid was ground and sieved to 1000 to 297 pm to give an emulsifiable pesticidal solid composition in 16 1 a granular form.

Comparative Example 1 Ninety parts of PEG-6000 powders were added to 10 parts of Compound Nos. (33) and (34), respectively. Each mixture was attempted to thoroughly mix in a mortar with a pestle. However, the resulting mixture was extremely sticky so that any fluidizable S0o product was not obtained.

o 0oo0 o o Comparative Example 2 0 0 So 10 Sixty parts of PEG-20000 powders were added 00 to 10 parts of Compound No. 20 parts of HISOL SAS-296 (supra) and 10 parts of SORPOL® 3598 (supra). The mixture Co was attempted to thoroughly mix in a mortar with a o pestle. However, the resulting mixture was extremely sticky so that any rluidizable product was not obtained.

0000 0000oooo Comparative Example 3 .o After 15 parts of lactose, urea or Glauber's salt were added to 10 parts of Compound No. parts of HISOL SAS-296 (supra), 5 parts of SORPOL 3598 (supra) and 60 parts of PEG-6000 powders, the mixture was attempted to thoroughly mix in a mortar with a pestle. However, the resulting mixture was extremely sticky so that any fluidizable product was not obtained.

S17 ^i .f 1

I

1 Test Example 1 Hundred milligrams of each of the emulsifiable pesticidal solid compositions in a granular form produced in Preparation Examples i, 2 and 3 were charged in 250 ml glass stoppered cylinders, each of which contained 100 ml of 30 hard water (53.4 ppm hard water as CaO) Inversion of the cylinder was repeated 30 times at a rate of once per 2 seconds to emulsify. The granules i were fully dissolved in all of the compositions. Then, 'oi 10 each cylinder was kept for 15 minutes in a thermostat at o 20 0 C to examine stability of the emulsion. In any case, isolated oil cream was hardly observed.

Test Example 2 One gram of each of the emulsifiable pesticidal S 15 solid compositions in a granular form produced in Preparation Examples 4, 5 and 6 was charged in 250 ml glass stoppered cylinders, each of which contained 100 ml of 30 hard water. Inversion of the cylinder was repeated times at a rate of once per 2 seconds to emulsify.

The granules were fully dissolved in all of the composi- i tions. Then, each cylinder was kept for 2 hours in a thermostat at 20 0 C to examine stability of the emulsion.

In any case, isolated oil cream was hardly observed.

Test Example 3 One gram of each of the emulsifiable pesticidal solid composition in a granular form produced in j 18

_II_

w 1 Preparation Example 9 was charged in 250 ml glass stoppered cylinders, each of which contained 100 ml of hard water. Inversion of the cylinder was repeated times at a rate of once per 2 seconds to emulsify.

The granules were fully dissolved in all of the compositions. Then, each cylinder was kept for' 2 hours in a thermostat at 20 0 C to examine stability of the emulsion.

In any case, isolated oil cream was hardly observed.

o 13 Oo, Reference Example o 10 Acute toxicity test was performed to determine

LD

50 valae by orally administering the emulsifiable t ouo o pesticidal solid composition in accordance with the present invention, produced in Preparation Example 8, to ICR strain male and female mice of 6 week old.

ooo 0 15 With respect to an emulsifiable concentrate having a conventional formulation [The emulsifiable °concentrate was prepared by mixing 20 parts of Compound No. 10 parts of SORPOL® 3005X (surfactants, manui 0! factured by Toho Chemical Co., Ltd.) and 70 parts of xylene], LD 50 value was also determined in a similar manner.

The results are shown in the table below.

value (mg/kg) i Male Mouse Female Mouse Preparation Example 8 1330 944 Conventional emulsifiable concentrate 514 510 l 19 j :0 1 The emulsifiable pesticidal solid compositions in accordance with the present invention are excellent preparations showing good flowability and having properties enabling to easy handling. In addition, the emulsifiable solid compositions can readily be emulsified

F

when diluted with water.

0 0l o 0 f 20 o i 0 0 0 C 'JOI 8 0

I.

f o

Claims

1. A process for preparing an emulsifiable pesticidal solid composition which comprises heating and melting a pesticide having a melting point of not higher than 70 0 C, and at least one water soluble polymer which is in a solid form at room temperature and is selected from 0 C 0 ocoo ,the group consisting of polyethylene glycol, polyoxyethylene 0 0 o polyoxypropylene glycol, polyoxyethylene polyoxybutylene glycol and polyoxyethylene polyoxypropylene polyoxy- butylene glycol, in the presence of or absence of a surfactant, a solvent and/or a water soluble carrier, 000o and solidifying the resulting mixture. o ooo

2. A process for preparing an emulsifiable pesticidal solid composition as claimed in claim 1, o 0 wherein a content of said water soluble polymer is in a range of 50 to 90 wt% based on the total weight of the o on" composition.

3. An emulsifiable pesticidal solid composition produced by a process according to claim 1. DATED THIS 5TH DAY OF APRIL 1990 SUMITOMO CHEMICAL COMPANY, LIMITED By its Patent Attorneys: GRIFFITH HACK CO. Fellows Institute of Patent Attorneys of Australia 21