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(11) Patent Number: KE 446   
               
(45) Date of grant:    17/06/20 11   
               
(51) Int.Cl.S: A 01N 43/56, A OIP 5/00, 7/02, 7/04, 9/00

(21)Application Number: KElP! 2010/001130

(22) Filing Date: 11103/2009

(30) Priority data: 2008-063782  13/03/2008  JP and 2008- 305084  28111/2008  JP

(86) PCT data PCT/JP09/055214 11103/2009 wo 2009/113712 17/09/2009

(54) Title: PESTICIDAL COMPOSITIONS

(57) Abstract:
 
(73) Owner:ISHIHARA SANGYO KAISHA, LTD of  3-15, Edobori 1-chome, Nishi-ku, Osaka-shi, Osaka 5500002, Japan

(72) Inventor: HAMAMOTO, Taku of c/o Ishihara Sangyo Kaisha, Ltd. Chuo Kenkyusho 3-1, Nishi-shibukawa, 2-chome, Kusatsu-shi, Shiga 5250025, Japan; MORITA, Masayuki of c/o Ishihara Sangyo Kaisha, Ltd. 3-15, Edobori 1-chome, Nishi-ku, Osaka-shi, Osaka 5500002, Japan; A W AZU, Takao of c/o Ishihara Sangyo Kaisha, Ltd. Chuo Kenkyusho 3-1, Nishi-shibukawa, 2-chome, Kusatsu-shi, Shiga 5250025, Japan and NAKAGAWA, Akira of c/o Ishihara Sangyo Kaisha, Ltd. Chuo Kenkyusho 3-1, Nishi-shibukawa, 2-chome, Kusatsu-shi, Shiga 5250025, Japan

(74) Agent/address for correspondence: Waruinge & Waruinge Advocates, P. 0. BOX 72384-00200, Nairobi, Kenya
 
To provide a formulation composition which improves the controlling effect of an anthranilamide compound against pests. A pesticide composition which is a concentrated composition containing an anthranilamide compound as a pesticidal active ingredient, a dispersant and a hydrophilic organic solvent, characterized in that when the composition is diluted with water, the anthranilamide compound precipitates as solid particles in water.

DESCRIPTION

PESTICIDAL  COMPOSITIONS

5    TECHNICAL  FIELD

The present invention relates to a pesticidal composition comprising an anthranilamide compound of which the pesticidal activity is improved.

10    BACKGROUND  ART

It has been known that anthranilamide type insecticides are useful for controlling pests such as Lepidoptera, and Patent Document 1 discloses as its formulations, various formulations such as an emulsifier,

15    a wettable powder, a dust or granules. Further, Patent Document 2 discloses as a formulation which improves the effect of the compound for controlling pests, an oily suspension containing a hydrophobic solvent.

Patent  Document  l:    W02005/077934
20    Patent  Document  2:    W02007/08l553


DISCLOSURE  OF  THE  INVENTION

PROBLEMS  TO  BE  SOLVED  BY  THE  INVENTION

Many  pesticides  including  anthranilamide  type

25    compounds have characteristic spectrums and effects respectively, but have some problems that the effects are sometimes inadequate to certain pests, that their

residual activities are sometimes poor and the effects are not satisfactorily maintained for a certain period of time, and that adequate pesticidal effects cannot be practically achieved. Therefore, it has been desired to

5    improve  the  controlling  effects  by  a  formulation  method.


MEANS  OF  SOLVING  THE  PROBLEMS

The present inventors have conducted various studies to solve the above problems, and as a result found that

10    the controlling effects against pests are remarkably improved by dissolving an anthranilamide compound with a dispersant in a hydrophilic organic solvent and diluted with water, followed by applying it . Thus, the present

invention  has  been  accomplished.    The  composition  of  the

15    present invention is a concentrated composition wherein an anthranilamide compound and a dispersant are dissolved in a hydrophilic organic solvent, and when the composition is diluted with water, the anthranilamide compound uniformly precipitates as fine solid particles

20    in water, whereby a suspended spray liquid can be easily prepared.


That  is,   the  present  invention  relates  to  a

pesticide  composition  which  is  a  concentrated  composition

containing  an  anthranilamide  compound  as  a  pesticidal

25    active ingredient, a dispersant and a hydrophilic organic solvent, characterized in that when the composition is diluted with water, the anthranilamide compound

precipitates  as  solid  particles  in  water.


EFFECT  OF  THE  INVENTION

The  composition  of  the  present  invention  makes  it

s    possible to improve the effects of the anthranilamide compound and to control pests with a low dose of the compound.



BEST  MODE  FOR  CARRYING  OUT  THE  INVENTION

lO The composition of the present invention is a concentrated composition, and after diluted with water in an amount of from 5 to 100,000 times usually, the composition of the present invention is sprayed.

The composition of the present invention contains at l5 least one anthranilamide compound. The anthranilamide

compound used in the present invention may, for example, be an anthranilamide compound represented~~~ :

wherein  R1    is  halogen,   alkyl  or  cyano,   A  is  alkyl  which

20    may  be  substituted  by  C3 _4   cycloalkyl,   and  m  is  from  0  to

4.

In the formula (I), the alkyl or the alkyl moiety of R1 and A may be linear or branched. As a specific example, C1 -6 alkyl such as methyl, ethyl, propyl,

isopropyl, butyl, pentyl or hexyl may be mentioned. Further, the halogen as R1 may, for example, be each atom of fluorine, chlorine or bromine.

The  anthranilamide  compound  is  preferably  the

s    following  compounds.

(1)    3-Bromo-N-(2-bromo-4-chloro-6-(1-cyclopropylethylcarbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-carboxamide (Compound 1)

(2)    3-Bromo-N-(4-chloro-2-(1-

10    cyclopropylethylcarbamoyl)-6-methylphenyl) -1-(3-chloropyridin-2-yl)-lH-pyrazol-5-carboxamide (Compound 2)

(3)    3-Bromo-N-(2-bromo-4-chloro-6-

(cyclopropylmethylcarbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-carboxamide (Compound 3)

15 (4) 3-Bromo-N-(4-chloro-2-methyl-6-(methylcarbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-carboxamide (Compound 4)

(5) 3-Bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-methyl-6-(methylcarbamoyl)phenyl)-1H-pyrazol-5-

20    carboxamide   (Compound  5)

The content of the anthranilamide compound in the composition is from 0.1 to 45 wt%, preferably from 1 to 20 wt%.

Further,    in  addition  to  the  anthranilamide  compound,

25    another pesticide may be added to the composition of the present invention. Such another pesticide may, for example, be an insecticide, a miticide, a nematocide, a

5 soil pesticide or a fungicide.

As the dispersant used in the present invention, at least one surfactant selected from the group consisting of a nonionic surfactant and an anionic surfactant may be

s    used.

As the nonionic surfactant used in the present invention, the following surfactants may be mentioned.

Polyoxyalkylene surfactant: A polyoxyalkylene alkyl ether, a C8 -18 polyoxyethylene alkyl ether, an ethylene

10    oxide adduct of alkylnaphthol, a C8 - 12 polyoxyethylene alkyl aryl ether, a polyoxyethylene (mono, di or tri)phenyl phenyl ether, a polyoxyethylene (mono, di or

tri)benzyl  phenyl  ether,   a  polyoxypropylene   (mono,   di  or

tri)benzyl  phenyl  ether,   a  polyoxyethylene   (mono,   di  or

15    tri)styrylphenyl ether, a polyoxypropylene (mono, di or tri)styrylphenyl ether, a polymer of a polyoxyethylene (mono, di or tri)styrylphenyl ether; a polyoxyethylene polyoxypropylene block polymer, a C8 - 18 alkyl

polyoxyethylene  polyoxypropylene  block  polymer  ether,   a

20    c 8 _ 12 alkyl phenylpolyoxyethylene polyoxypropylene block polymer ether, a polyoxyethylene bisphenyl ether, a polyoxyethylene resin acid ester, a C8 _ 18 polyoxyethylene
aliphatic acid monoester, a C8 - 18 polyoxyethylene aliphatic acid diester, a C8 _18 polyoxyethylene sorbitan

25    aliphatic acid ester, a glycerol aliphatic acid ester ethylene oxide adduct, a castor oil ethylene oxide adduct, a cured castor oil ethylene oxide adduct, a C8 - l 8

alkylamine  ethylene  oxide  adduct  or  a  C8 _ 18   aliphatic  acid

amide  ethylene  oxide  adduct  may,   for  example,   be

mentioned.

Polyhydric  alcohol  surfactant:   A  glycerol  aliphatic

5    acid ester, a polyglycerol aliphatic acid ester, a pentaerythritol aliphatic acid ester, a C8 _ 18 sorbitol

aliphatic acid ester, a C8 _ 18 sorbitan aliphatic acid ester, a sucrose aliphatic acid ester, a polyhydric alcohol alkyl ether, an aliphatic acid alkanolamide, an

10    alkyl glycoxide or an alkyl polyglycoside may, for example, be mentioned.


Among the above nonionic surfactants, preferred are the C8 _ 12 polyoxyethylene alkyl aryl ether and the
polyoxyethylene  tristyrylphenyl  ether.

15 As the anionic surfactant, the following surfactants may be mentioned.


Carboxylic acid surfactant: A copolymer of an olefin (for example, isobutylene or diisobutylene) with a polyacrylic acid, a polymethacrylic acid, a polymaleic

20    acid•, a polymaleic acid anhydride, maleic acid or maleic acid anhydride; a copolymer of acrylic acid with itaconic acid; a copolymer of methacrylic acid with itaconic acid; a copolymer of styrene with maleic acid or maleic acid anhydride; a copolymer of acrylic acid with methacrylic

25    acid; a copolymer of acrylic acid with methyl acrylate; a copolymer of acrylic acid with a vinyl acetate; a copolymer of acrylic acid with maleic acid or maleic acid

anhydride; a C12 _ 18 N-methyl aliphatic acid sarcocinate, a carboxylic acid such as a resin acid or a C12 _ 18 aliphatic acid; or a salt of such carboxylic acid may, for example, be mentioned.

5 Sulfuric acid ester surfactant: A C12 _ 18 alkyl sulfuric acid ester, a C12- 1 s polyoxyethylene alkyl ether sulfuric acid ester, a C12 - 18 polyoxyethylene (mono or di)alkyl phenyl ether sulfuric acid ester, a C8 _ 12 polyoxyethylene (mono or di) alkyl phenyl ether polymer

10    sulfuric acid ester, a polyoxyethylene (mono, di or tri)phenyl phenyl ether sulfuric acid ester, a polyoxyethylene (mono, di or tri)benzylphenyl ether sulfuric acid ester, a polyoxyethylene (mono, di or

tri)styrylphenyl  ether  sulfuric  acid  ester,   a

15    polyoxyethylene (mono, di or tri) st.yrylphenyl ether polymer sulfuric acid ester, a polyoxyethylene polyoxypropylene block polymer sulfuric acid ester, a

sulfated  oil,   a  sulfated  aliphatic  acid  ester,   a  sulfuric

acid  ester  such  as  sulfated  aliphatic  acid  or  sulfated

20    olefin or a salt of such sulfuric acid ester may, for example, be mentioned.


Sulfonic acid surfactant: A C12 - 2 2 paraffin sulfonic acid, a Ca- 1 2 alkyl aryl sulfonic acid, a C 8 • 12

alkylbenzene  sulfonic  acid,   a  formaldehyde  condensate  of

25    a C8 _12 alkylbenzene sulfonic acid, a formaldehyde condensate of cresol sulfonic acid, a C14 _16 ex-olefin

sulfonic  acid,   a  C8 _ 12   dialkyl  sulfosuccinic  acid,   lignin

sulfonic acid, a C8 _12 polyoxyethylene (mono or di) alkyl phenyl ether sulfonic acid, a C12 - 18 polyoxyethylene alkyl ether sulfosuccinic acid half ester, a naphthalene sulfonic acid, a C1- 6 (mono or di)alkyl naphthalene

s    sulfonic acid, a formaldehyde condensate of naphthalene sulfonic acid, a formaldehyde condensate of a (mono or di) (C1 _ 6 ) alkyl naphthalene sulfonic acid, a formaldehyde condensate of creosote oil sulfonic acid, a C8 _ 12 alkyl diphenyl ether disulfonic acid, sulfonic acid such as a

10    copolymer of methacrylic acid with a polystyrene sulfonic acid and styrene sulfonic acid, or a salt of such sulfonic acid may; for example, be mentioned.

Phosphoric  acid  ester  surfactant:   A  C8 _12   all<:yl

phosphoric  acid  ester,   a  Ca- 18   polyoxyethylene  alkyl  ether

15    phosphoric acid ester, a Ca- 12 polyoxyethylene (mono or di) alkyl phenyl ether phosphoric acid ester, a C8 _ 12

polyoxyethylene (mono, di or tri)alkyl phenyl ether polymer phosphoric acid ester, a polyoxyethylene (mono, di or tri)phenyl phenyl ether phosphoric acid ester, a

20    polyoxyethylene (mono, di or tri)benzyl phenyl ether phosphoric acid ester, a polyoxyethylene (mono, di or tri)styrylphenyl ether phosphoric acid ester, a polyoxyethylene (mono, di or tri)styrylphenyl ether polymer phosphoric acid ester, a polyoxyethylene

25    polyoxypropylene block polymer phosphoric acid ester, a phosphatidylcholine, a phosphatidylethanolimine or a phosphoric acid condensate (such as tripolyphosphoric

acid) or a salt of such phosphoric acid ester may, for example, be mentioned.


The salt of the anionic surfactant may, for example, be an alkali metal (such as lithium, sodium or potassium),

s    an alkaline earth metal (such as calcium or magnesium), ammonium or each amine (such as alkylamine, cycloalkylamine or alkanolamine) .

Among  the  above  anionic  surfactants,   the  C8 _ 12

alkylbenzene  sulfonic  acid  and  the  C8 _ 18   polyoxyethylene

~o    alkyl  ether  phosphoric  acid  ester  are  preferred.

The content of the dispersant in the composition is from 0.1 to 40 wt%, preferably from 0.5 to 20 wt%.

As the hydrophilic organic solvent to be used in the present invention, any solvent can be used so long as it

~5    can dissolve the compound of the above formula (I) and can be miscible with water. Here, "dissolve" means that at least 1% of the compound of the above formula (I) dissolves, and "miscible with water" means that it can dissolve in water in an amount of 100 times. The

20    hydrophilic organic solvent may, for example, be N,N-dimethylacetamide, dimethylformamide, dimethylsulfoxide, cyclohexanone, y-butyrolactone, N-methyl-2-pyrrolidone, N-octyl-2-pyrrolidone, N-dodecyl-2-pyrrolidone,

tetrahydroxyfurfuryl  alcohol  or  propylene  glycol

25    monomethyl ether. It is preferably N,N-dimethylacetamide, dimethylsulfoxide, y-butyrolactone, N-methyl-2-pyrrolidone or cyclohexanone. Such a solvent may be used
 
alone, or two or more solvents may be used as a mixture in the composition of the present invention.

As the case requires, the composition of the present invention may contain a dispersion stabilizer, an

s    excitation  reductant  or  the  like.

The dispersion stabilizer may, for example, be polyvinylpyrrolidone, methoxypolyethylene oxide methacrylate, polyvinyl alcohol, or a water soluble polymer such as crystallized cellulose. The excitation

10    reductant may, for example, be polyvinylpyrrolidone or an Arabic rubber. The dispersion stabilizer or excitation reductant may be contained in an amount of from 0.1 to 20 wt% respectively in the composition.

Further,    the  composition  of  the  present  invention  is

15    preferably  the  following  ones.

(1)    A  composition  which  contains  an  anthranilamide

compound; as a dispersant, a nonionic surfactant and/or an anionic surfactant; and at least one hydrophilic organic solvent selected from the group consisting of

20    N,N-dimethylacetamide, dimethylsulfoxide, y-butyrolactone, N-methyl-2-pyrrolidone and cyclohexanone.

(2)    A composition which contains an anthranilamide compound; at least one dispersant selected from the group
consisting  of  a  Ca- 12   polyoxyethylene  alkyl  aryl  ether,   a

25    po1yoxyethylene tristyrylphenyl ether, a C8 - 12 alkylbenzene sulfonate and a C9 _18 polyoxyethylene alkyl ether phosphoric acid ester; and at least one hydrophilic

organic  solvent  selected  from  the  group  consisting  of

N,N-dimethylacetamide, dimethylsulfoxide, y-butyrolactone, N-methyl-2-pyrrolidone and cyclohexanone.

(3)    The  composition  according  to  the  above   (1)   or

5 (2), which contains from 0.1 to 45 wt% of the anthranilamide compound, from 0.1 to 40 wt% of the dispersant and from 99.8 to 15 wt% of the hydrophilic organic solvent.

(4)    The  composition  according  to  the  above   (3),

10    which contains the anthranilamide compound, the C8 _12 polyoxyethylene alkyl aryl ether, the polyoxyethylene tristyrylphenyl ether, the C8 _ 12 alkylbenzene sulfonate

and  the  N,N-dimethylacetamide.

(5)    The  composition  according  to  the  above   (3),

15    which contains the anthranilamide compound, the polyoxyethylene tristyrylphenyl ether, the C8 _12 alkylbenzene sulfonate and cyclohexanone.
(6)    The  composition  according  to  the  above   (3),

which  contains  the  anthranilamide  compound,   the

20    polyoxyethylene tristyrylphenyl ether, the C8 _12 alkylbenzene sulfonate, N,N-dimethylacetamide and y-butyrolactone.

(7),    The  composition  according  to  the  above   (3),

which  contains  the  anthranilamide  compound,   the  C8 _ 18

25    polyoxyethylene alkyl ether phosphoric acid ester and N,N-dimethylacetamide.


(8)    A  composition  which  contains  an  anthranilamide

compound; as a dispersant, a nonionic surfactant and/or an anionic surfactant; at least one hydrophilic organic solvent selected from the group consisting of N,N-dimethylacetamide, dimethylsulfoxide, y-butyrolactone, N-

5    methyl-2-pyrrolidone and cyclohexanone; and polyvinylpyrrolidone.

(9)    The composition according to the above (8), which contains from 0.1 to 45 wt~ of the anthranilamide

compound,    from  0.1  to  40  wt%  of  the  dispersant,   from  99.7

10    to 15 wt~ of the hydrophilic organic solvent and from 0.1 to 20 wt% of polyvinylpyrrolidone.
The  composition  of  the  present  invention  is  usually

diluted from 5 to 100,000 times, preferably from 50 to 10,000 times, with water for use.

15 By diluting the composition of the present invention with water, the water-insoluble anthranilamide compound particles precipitate, and uniform suspended spray liquid is prepared.

The  average  particle  size  of  the  anthranilamide

20    compound  to  be  precipitated  by  diluting  the  composition

of the present invention with water is from 0.01 to 50 ~m, preferably from 0.1 to 10 ~m.


Further, the crystal state of the particles to be precipitated may be crystalline or non-crystalline, or a

25    mixture  thereof.

The composition of the present invention can be prepared by dissolving the compound of the formula (I)

and    the dispersant in the hydrophilic organic solvent. Now, the present invention will be described with

reference to Examples, but it should be understood that the present invention is by no. means restricted thereto.

5 Further, the constituting components of the dispersants used in Examples are as shown below.

Sorpol 2806B: A mixture of polyoxyethylene tristyrylphenyl ether, polyoxyethylene alkyl aryl ether, alkyl aryl sulfonate, etc.

10 SORPOL T-20: Polyoxyethylene tristyrylphenyl ether RHODACAL 60BE: Calcium alkylbenzene sulfonate PLYSURF A-208B: Polyoxyethylene alkyl ether

phosphoric  acid  ester

SOPROPHOR  FLK/70:   Potassium  polyoxyethylene

15    tristyrylphenyl  ether  phosphoric  acid  ester


EXAMPLES

EXAMPLE  1

5.2  g  of  the  compound   (1)   and  5  g  of  SORPOL  2806B

20 (manufactured by Toho Chemical Industry Co., Ltd.) were dissolved in 89.8 g of N,N-dimethylacetamide, to obtain 100 g of a transparent liquid composition containing 5 wt% of the compound (1) .

EXAMPLE  2

25 5.3 g of the compound (1), 5 g of SORPOL T-20 (manufactured by Toho Chemical Industry Co., Ltd.) and 5 g of RHODACAL 60BE (manufactured by Rhodia Nikka) were
   
    dissolved  in  84.7  g  of  cyclohexanone,   to  obtain  100  g  of
    a  transparent  liquid  composition  containing  5  wt%  of  the
    compound    ( 1) .   
    EXAMPLE    3   
5    10.6  g  of  the  compound   (1),    0.35  g  of  SORPOL  T-20
    and  0.15  g  of  RHODACAL  60BE  were  dissolved  in  30  g  of
    N,N-dimethylacetamide  and  58.9    g  of  y-butyrolactone,   to
    obtain  100  g  of  a  transparent  liquid  composition
    containing  10  wt%  of  the  compound   (1)  .
10    EXAMPLE  4   
    10.6  g  of  the  compound   (1)    and  1.0  g  of  PLYSURF  A-
    208B  were  dissolved  in  88.7  g  of  N,N-dimethylacetamide,
    to  obtain  100  g  of  a  transparent  liquid  composition
    containing  10  wt%  of  the  compound   (1).
15    EXAMPLE  5   
    10.6  g  of  the  compound   (1),    10.5  g  of  SORPOL  T-20
    and  4.5  g  of  RHODACAL  60BE  were  dissolved  in  10  g  of  N,N-
    dimethylacetamide  and  64.4  g  of    y-butyrolactone,   to
    obtain  100  g  of  a  transparent  liquid  composition

20    containing 10 wt% of the compound (1). EXAMPLE 6


10.6 g of the compound (1), 1 g of PLYSURF A-208B and 10.0 g of polyvinylpyrrolidone K-30 (manufactured by Nacalai Tesque, Inc.) were dissolved in 78.4 g of N,N-

25    dimethylacetamide, to obtain 100 g of a transparent liquid composition containing 10 wt% of the compound (1) . COMPARATIVE EXAMPLE 1

Zirconia beads were added a mixture of 2.1 g of the compound (1), 4 g of propylene glycol, 1.2 g of SOPROPHOR FLK/70 (manufactured by Rhodia Nikka), 0.4 g of Veegum (anti-setting agent, manufactured by Sanyo Chemical

s    Industries, Ltd.), 0.2 g of RHODOSIL 432. (antifoaming agent, manufactured by Rhodia Nikka) and 32.1 g of water, and the mixture was pulverized by a wet pulverizing

machine    (DYNO-MILL:  KDL  type,   manufactured  by  Shinmaru

Enterprises    Corporation)   for  16  minutes,   followed  by

10    removing beads by filtration, to obtain a concentrated suspended liquid containing 5 wt% of the compound (1) . TEST EXAMPLE 1

Efficacy  against  silverleaf  whitefly   (Bemisia

argentifoli)

15    (1)   Preparation  of  sample  solutions

Compositions obtained in Example 1 and Comparative Example 1 were diluted 1,000 times with water respectively to prepare 50 ppm test liquids of compound (1), and the respective test liquids were diluted 2

20    times, 4 times and 16 times with water to prepare 25 ppm, 12.5 ppm and 3.1 ppm test liquids. The respective test liquids were suspended solutions in which fine solid particles were uniformly dispersed.

(2)    Efficacy  test

2 s Adults of silverleaf whitefly were released on cucumber with only one first true leaf left and other leaves cut off and planted in a pot, and permitted to lay

eggs for about 24 hours. Thereafter, the pot was left for 9 days in a constant temperature chamber at 25°C with lightening. The number of hatchlings was counted, and then, the test liquid of 12.5 or 3.1 ppm was sprayed

5    uniformly on the leaf by a hand spray. After the treatment, the pot was left in a constant temperature

chamber at 25°C with lightening for 10 days, whereupon the number of old instar larvae and the number of pupae were counted, and the controlling value was obtained by

10    the following equation. Table 1 shows the test results. From Table 1, it is evident that the controlling effect of the formulation of the present invention is superior to that of Comparative Example.

Controlling  value   {%)   =   (1-({TaxCb)/(TbxCa)))x100

15 Ta: The number of old instar larvae + the number of pupae after the treatment at the treated section

Tb: The number of hatchlings before the treatment at the treated section


Ca:    The  number  of  old  instar  larvae  +  the  number  of

20    pupae  after  the  treatment  at  untreated  section

Cb: the number of hatchling before the treatment at the untreated section


TABLE  1

                    Controlling  value    (%)   
                                   
                    12.5  ppm    3.1    ppm   
                                   
                                   
    Example  1    100    99       
                   
                           
    Comparative  Example  1    50    43       
                   
TEST  EXAMPLE  2

Efficacy against silverleaf whitefly (Be~$i<l. argentifoli) (greenhouse test)

Eggplants    (from  9  to  10  leaf  stage)   planted  in  a  pot

s    having a diameter of 18 em were left for 14 days in a greenhouse in which adults of silverleaf whitefly

inhabited. Then, each one leaf disk having a diameter of 2 em was obtained from three leaves, and the numbers of eggs, larvae and pupae were counted. Next day, 80 ml of

10    test solution at SO or 25 ppm prepared in the same manner as in Test Example 1 was sprayed by a compressed air type sprayer (KZ-2, manufactured by Sakata.) so that the surface of the eggplant could be wet by test solution uniformly, and then treated plants were put in

15    greenhouse. After two weeks, leaf disks were obtained in the same manner as in the assessment before the treatment, and the numbers of eggs, larvae and pupae were

counted.    The  controlling  value  was  obtained  by  the

following  equation.   The  test  was  conducted  with  two

20    replications. Table 2 shows the test results. From Table 2, it is evident that the controlling effect of the formulation of the present invention is superior to that

of  Comparative  Example.

Controlling  value   (%)   =  (1-( (TaxCb)/(TbxCa)))x100

25 Ta: The number of middle-stage larvae + the number of old larvae + the number of pupae at the treated section after two weeks from the treCiKffie!l:t.

Tb: The number of young larvae + the number of eggs at the treated section before the treatment

Ca: The number of middle-stage larvae + the number of old larvae + the number of pupae at the untreated
s    section  after  two  weeks  from  the  treatment

Cb: The number of young larvae + the number of eggs at the untreated section before the treatment

TABLE  2

                Controlling  value    (%)   
                               
        50    ppm    25    ppm
                               
Example  1        96        98   
                       
Comparative  Example  1        34        12   
                               


10    TEST  EXAMPLE  3

Efficacy against western flower thrips (Frankliniella accidentalis) (greenhouse test)
The  adults  and  larvae  of  western  flower  thrips  which

infested  on  eggplants   (from  8  to  9  leaf  stage)   planted  in

15    a pot having a diameter of 18 em was counted. Next day, 90 ml of test solution at 50 ppm prepared in the same

manner as in test Example 1 was sprayed by a compressed air type sprayer (KZ-2, manufactured by Sakata.) so that the surface of the eggplant could be wet by test solution

20    uniformly, and then the treated plants were put in greenhouse. After 12 days, the same assessment before the treatment was carried out, and the controlling value was obtained by the following equation. Table 3 shows
                19           
    the  test  results.    From  Table  3,   it  is  evident  that  the
    controlling  effect  of  the  formulation  of  the  present
    invention  is  superior  to  that  of  Comparative  Example.
        Controlling  value    (%)   =  {1-((TaxCb)/(TbxCa)))x100
5        Ta:   The  number  of  adults  +  the  number  of  larvae  at
    the  treated  section  after  12  days  from  the  treatment
        Tb:   The  number  of  adults  +  the  number  of  larvae  at
    the  treated  section  before  the  treatment
        Ca:  The  number  of  adults  +  the  number  of  larvae  at
10the  untreaetd  section    after  12  days  from  the  treatment
        Cb:  The  number  of  adults  +   the  number  of  larvae  at
    the  untreated  section  before  the  treatment
    TABLE  3               
                               
                    Controlling  value   (%)   
                               
                    50  ppm   
                       
    Example  1    85           
                       
    Comparative  Example  1    33           
                           
15        The  entire  disclosures  of  Japanese  Patent
    Application  No.   2008-063782  filed  on  March  13,   2008  and
    Japanese  Patent  Application  No.   2008-305084  filed  on
    November  28,   2008  including  specifications,   claims  and
    summaries  are  incorporated  herein  by  reference  in  their
20    entireties.               
CLAIMS:

1. A pesticide composition which is a concentrated composition containing an anthranilamide compound as a pesticidal active ingredient, a dispersant and a

s    hydrophilic organic solvent, characterized in that when the composition is diluted with water, the anthranilamide compound precipitates as solid particles in water.

2. The composition according to Claim 1, wherein the anthranilamide compound is 3-bromo-N-(2-bromo-4-chloro-6-

10 (1-cyclopropylethylcarbamoyl)phenyl) -1- (3-chloropyridin-2-yl)-1H-pyrazol-5-carboxarnide, 3-bromo-N-(4-chloro-2-(1-cyclopropylethylcarbarnoyl)-6-rnethylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-carboxarnide, 3-bromo-N-(2-brorno-4-chloro-6-(cyclopropylrnethylcarbarnoyl)phenyl)-

15    1-(3-chloropyridin-2-yl)-1H-pyrazol-~-carboxamide, 3-

bromo-N-(4-chloro-2-methyl-6-(methylcarbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-carboxamide or 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-methyl-6-(rnethylcarbamoyl)phenyl-1H-pyrazol-5-carboxamide.

20    3. The composition according to Claim 1, wherein the hydrophilic organic solvent is at least one selected from the group consisting of N,N-dirnethylacetamide,

dimethylsulfoxide,    y-butyrolactone,   N-rnethyl-2-

pyrrolidone  and  cyclohexanone.

25    4. The composition according to Claim 1, wherein the dispersant is a nonionic surfactant and/or an anionic surfactant.

5. The composition according to Claim 1, wherein the dispersant is at least one selected from the group consisting of a Ca- 12 polyoxyethylene alkyl aryl ether, a polyoxyethylene tristyrylphenyl ether, a C8_12


s    alkylbenzene sulfonate and a Cs-1s polyoxyethylene alkyl ether phosphoric acid ester.

6. The  composition  according  to  Claim  1,   which  contains

the anthranilamide compound; a nonionic surfactant and/or an anionic surfactant as the dispersant; and at least one

lO hydrophilic organic solvent selected from the group consisting of N,N-dimethylacetamide, dimethylsulfoxide,

y-butyrolactone,   N-methyl-2-pyrrolidone  and  cyclohexanone.

7.    The  composition  according  to  Claim  1,   which  contains

the anthranilamide compound; at least one dispersant l5 selected from the group consisting of a Ca- 12
polyoxyethylene alkyl aryl ether, a polyoxyethylene tristyrylphenyl ether, a C8_12 alkylbenzene sulfonate and a C8_18 polyoxyethylene alkyl ether phosphoric acid ester; and at least one hydrophilic organic solvent selected


20    from the group consisting of N,N-dimethylacetamide, dimethylsulfoxide, y-butyrolactone, N-methyl-2-pyrrolidone and cyclohexanone.

B. The composition according to Claim 1, which further contains a polyvinyl pyrrolidone.

25

ABSTRACT

To provide a formulation composition ~ ~roves the controlling effect of an anthranilamide compound against pests.

5 A pesticide composition which is a concentrated composition containing an anthranilamide compound as a pesticidal active ingredient, a dispersant and a hydrophilic organic solvent, characterized in that when the composition is diluted with water, the anthranilamide

10    compound  precipitates  as  solid  particles  in  water.

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