Title of Invention

STORAGE STABLE LIQUID COMPOSITION CONTAINING LAMBDA CYHALOTHRIN

Abstract The present invention relates generally to a storage stable composition comprising (a) an insecticidally effective amount of lambda cyhalothrin; and (b) an isomer stabilizing amount of phosphate ester of a compound selected from the group comprising: (i) alkyl or aryl alkoxylate; (ii) alkoxylates of fatty alcohol; (iii) alkoxylate of fatty acids; (iv) block co-polymers of ethylene oxide and propylene oxide; (v) polyaryl substituted aliphatic or aromatic alkoxylate; and (vi) alkoxylated polyaryl substituted phenol; and derivatives and mixtures thereof. wherein said phosphate ester is selected such that it has a degree of esterification from about 10 to about 90% and a pH in range of about 1 to 6.9. The present invention also provides a process for the preparation of said agrochemical composition.
Full Text FORM 2
THE PATENTS ACT, 1970
(39 of 1970)
PROVISIONAL SPECIFICATION
(See Section 10)
"A NOVEL AND IMPROVED SYNERGISTIC COMPOSITION"
We , UNITED PHOSPHORUS LIMITED,
a company incorporated under the Companies Act,
1956 and having its registered office at 3-11, GIDC,
Vapi-396 195,
State of Gujarat, India,
INDIAN.
The following specification describes the invention:
1

Field of the Invention
The present invention relates generally to a storage stable composition of Lambda Cyhalothrin. More particularly it relates to a composition in the form of emulsifiable concentrate by using a dispersant system as a stabilizer for the impurities causing turbidity to the formulation.
Background of the Invention
Lambda Cyhalothrin is a reaction product comprising equal quantities of (R)-a-cyano-3-
phenoxybenzyl0(lS,3S)-3-[(Z)-2-chloro-3,3,3-trifluoropropenyl]-2,2-dimethylcy
clopropanecarboxylate and (S)-a-cyano-3-phenoxybenzyl (lR,3R)-3-[(Z)-2-chloro-3,3,3-
trifluoropropenyl]-2,2-dimethylcyclopropanecarboxylate, CAS name is (7?)-cyano(3-
phenoxyphenyl)methyl (15,,35)-re/-3-[(lZ)-2-chloro-3,3,3-trifluoro-1 -propenyl]-2,2-dimethylcyclopropanecarboxylate. It is used as an insecticide (pyrethroid ester insecticides) and has the chemical structure,

"•

Lambda Cyhalothrin is a pyrethroid insecticide registered by the U.S. Envionmental protection Agency (EPA) in 1988. Pyrethroids are synthetic chemicals that are structurally
2

similar to the natural insecticides pyrethrins. Scientists developed pyrethroid insecticides to have enhanced biological activity and desired physical and chemical properties relative to pyrethrins.
Lambda Cyhalothrin is similar to the pyrethroid Cyhalothrin. Pyrethroids affect the nervous system of an organism or insects. They act by disrupting the gating mechanism of sodium channels that are involved in the generation and conduction of nerve impulses. Pyrethroid disrupt the sodium channel activation gate by keeping it in open position. Delayed closing of the gate results in prolonged excitation of nerve fibers, thus causes paralysis and death of the insects.
Cyhalothrin is a mixture of four isomers, and two of these isomers compose Lambda Cyhalothrin. Due to their similarity, researchers sometimes use toxicity tests conducted with Cyhalothrin to evaluate the toxicity of Lambda Cyhalothrin. Lambda Cyhalothrin is a colorless to beige solid that has a mild odor. It has a low water solubility and is nonvolatile.
Technical Cyhalothrin is a mixture of 4 isomers. 1) A pair of enantiomers: (Z(l R)
cis(R)alpha-CN and Z(l S) cis(S)alpha-CN) 2)B pair of enantiomers: (Z(l R) cis (S)alpha-
CN and Z(l S) cis(R)alpha-CN. The enantiomers are present in equal amounts within each
pair.
Lambda -Cyhalothrin consists entirely of the B pair of enantiomers.

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P (s)-alcohol (Z)-(1R)-c/s-acid
C—O,
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o

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LAMBDA

H (R)-alcohol (Z)-(1S)-e/'s-acid
^N
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US patent 5334744 teaches the preparation of Lambda -Cyhalothrin from Cyhalothrin. Cyhalothrin (105 g), wet isopropanol containing 8.0% w/w water (270 g), sodium cyanide (6.5 g), and crystalline Lambda -Cyhalothrin are charged to a 1-liter glass vessel fitted with a twin turbine glass agitator and a cooling jacket and maintained at a temperature of -5° C by circulation of a cooled mixture of water and ethylene glycol with agitation for a period of 24 and 48 hours after which the ratio of Isomer Pair B / Isomer Pair A was determined by a gas chromatographic technique and it was 96.1 to 96.4.
Effect of pH on isomerization and hydrolysis of Lambda Cyhalothrin have been studied and it has been observed that hydrolysis of Lambda -Cyhalothrin occurs rapidly at a pH of 9 and isomerization of Lambda Cyhalothrin is observed at a pH of 7. No hydrolysis or isomerization was seen at a pH of 5 (See table 1).
"Salt of amine" is a commonly known impurity in Lambda Cyhalothrin technical. This is a colloidal impurity that imparts turbidity to the product when formulated in a liquid form and this impurity is not separable even after filtration.
In the process of crystallization of Lambda Cyhalothrin, amines are used as epimerization agents. After completion of epimerization-crystallization, these amines are neutralized with acids like acetic acid and results in forming their corresponding salts before filtration of Lambda Cyhalothrin crystals. Although, the cake during filtration is washed, and some quantity of salts of amine with acid may remain along with the crystals of Lambda Cyhalothrin. This salt being solvent-insoluble separates out when Lambda Cyhalothrin Technical is dissolved in aromatic solvents during formulation thus causing the problem of haziness and sedimentation.
The inventors tried various attempts to separate these impurities. One of the traditional techniques of removing these impurities is by using filtration. Filtration can be done using cloth or using filter having submicron pore size 1-15 micron, but repeated filtration by this technique causes chocking problem. The cloth filtration also involves excess handling of the finished product.
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Cellulose filtration is yet another technique of filtration but repeated filter choking problem arises in this process, and the final product on storage generates haziness. Cellulose filtration is also very expensive.
Scientists have also tried techniques of removing these amine impurities using co-solvent technique. It has been observed that use of N-butanol in concentration range of about 1-5% by weight of the product initially gives a clear liquid composition of Lambda, but on storage the composition becomes hazy. When used N-Methyl pyrrolidone as a co-solvent in the range of about 1 -5 % by weight of the product also gives a clear solution , but on storage the formulation changes its color. Use of N-Methyl pyrrolidone also leads to degradation and enantiomeric transformation.
Water is a universal solvent and known to dissolve the salt impurities faster. When water is used as a solvent in the concentration range of 0.1 to 5 % by weight it gives a clear solution, but at higher dose of Lambda Cyhalothrin it gives haziness to the product and also shows product degradation if there is a slight pH alteration on stability. Lambda Cyhalothrin is having a melting point 47.5 degrees to 48.5 degrees. In the process of removing impurities from the technical by water washing, final product needs to be dried. This drying is carried out strictly below 47.5 to 48.5 degrees and drying the product at this temperature is very difficult as it takes long hours to dry Lambda Cyhalothrin.
The pH modification is yet another technique for stabilizing Lambda Cyhalothrin by dissolving the impurities and for stabilizing active isomer. The pH modification can be done using organic acids like Glacial Acetic acid. But the resultant product on storage generates haziness and shows colour change. When Isopropyl phosphate is used as a pH modifier, the final product on storage generates haziness and imparts color change to the final product.
When pH is modified using inorganic acids like hydrochloric acid, phosphoric acid, or sulphuric acid to lower its pH to about 5.5 in order to arrest the enantiomeric transformation of Lambda, two clear observations were made namely (1) formation of a cloudy material which is sub-colloidal in nature and is extremely difficult to filter even with a 0.1-5.0 micron mesh, and (2) color of the formulation changes from light yellow to dark brown.
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So, there exists a need within the art for a storage stable composition that will not have enantiomeric changes on storage and which will maintain its aesthetic appeal by overcoming the problem of impurity interference.
Thus the challenge involved in developing commercially acceptable products containing agriculturally active compounds continues to increase. So there is a need in the art to develop a stable and clear system having no problem of haziness. The final product is storage stable and the supplied product can be diluted at the time of application as per requirements.
It is yet another need in the art for developing new dispersant systems that help in developing Lambda Cyhalothrin emulsion concentrate that is storage stable, and devoid of any enantiomeric transformation or any physicochemical (instability. The invention described below in details is directed to this, as well as other, important ends.
The inventors of this invention have surprisingly found that addition of small amount 0.1-10.0 % of the Tristrylphenol Phosphate Ester which is a polar surfactant and not generally used in emulsifiable concentrate compositions resulted in not only lowering the pH and lowering the turbidity in the final formulation formed due to amine salt impurity. The final composition is not only chemically stable, but also helps in controlling the enantiomeric transformation in the final product. The final liquid composition of Lambda Cyhalothrin is also found physically stable and there is no change in color or clarity even on storage.
Objects of the Invention:
Accordingly, it is an object of the present invention to provide a dispersant system comprising at least one ethoxylated polyaryl phenol phosphate ester such as Tristrylphenol phosphate ester which is acidic in nature and at least one pyrethroid compound as agricultural active such as Lambda Cyhalothrin in the form of emulsifiable concentrate.
Further aspect of the invention is to dissolve the amine impurities in an insecticidal composition in the presence of organic solvent.
6

Accordingly, it is another object of the present invention to provide a storage stable Lambda Cyhalothrin emulsifiable concentrate.
Another object of the present invention to provide a storage stable composition by overcoming the problem of commonly known colloidal impurity such as "salt of amine" in Lambda Cyhalothrin technical.
Further aspect of the present invention is to provide a storage stable composition of Lambda Cyhalothrin by adding acidic ethoxylated polyaryl phenol phosphate ester.
In one more aspect of the invention tristrylphenol phosphate ester is selected as ethoxylated polyaryl phenol phosphate ester in an amount of 0.1-2% w/w in the said composition.
Yet another object of the present invention is to formulate a storage stable composition that does not show any enantiomeric transformation and no color change on storage.
Further aspect of the present invention is to provide storage stable composition of Lambda Cyhalothrin in the form of emulsifiable concentrate using combination of anionic and non-ionic surfactant.
Another object of the present invention is to provide a storage stable composition that easily resolves the problem of amine salt impurity in Lambda Cyhalothrin which is imparting the colloidal impurity responsible for the turbidity to the product.
Another object of the present invention is to provide a storage stable composition that has pH maintained between 4-6 to avoid enantiomeric transformation.
Summary of the Invention
Accordingly, the present invention provides a storage stable composition of Lambda Cyhalothrin, using a dispersant system of Tristrylphenol phosphate ester having acidic pH that results into a storage stable composition. Use of dispersant system of Tristrylphenol
7

phosphate ester helps in overcoming the problem of colloidal impurity such as "salt of amine" in pyrethroids compounds .
Detailed Description of the Invention
It has been found that a dispersant system of acidic Tristrylphenol phosphate ester described herein in this specification is an ethoxylated polyaryl phenol phosphate ester which helps in achieving an emulsifiable concentrate of pyrethroids compound such as Lambda Cyhalothrin, which is physicochemically stable.
The inventors have found that addition of 0.1%-10.0% w/w of acidic Tristrylphenol phosphate ester results in the lowering the pH of the final composition and surprisingly the turbidity in the formulation due to amine salt is also diminished. The final compostion is not only chemically stable due to lowering the pH with the help of Tristrylphenol phosphate ester which helps in maintaining the desired pH in the range of 4-6 by controlling enantiomeric transformation (see the table 1) but also found physically stable as there is no change in color even on storage.
Table 1

Effect of pH on Isomer change in Lambda Cyhalothrin 11.4 EC(14 hrs at Ambient)
pH Isomer ratio (A:B)
3.50 1. 78 : 98.22 (color change)
3.70 1.80 : 98.20 (color change)
4.45 1.85:98.15
4.6 1.86:98.14
5 1.87:98.13
6 2.01:98.10
7 2.18:97.82
9.5 19.65:80.35
(Remarks: As per above results it is seen that Lambda Cyhalothrin Isomer ratio A : B (B is the active Lambda Cyhalothrin) is more stable in between pH range 4 to 6 )
8

The inventors of this invention have observed that while formulating Lambda Cyhalothnn emulsifiable concentrate, the resultant formulation is turbid as a result of the amine salt impurity which is commonly present in the technical and which interferes with the clarity of the final product. This formed turbidity is colloidal in nature and very difficult to filter. Yet another problem inventors have observed is that maintaining the pH of the formulation is very critical and it has to be between 4-6. Slightest variation in the pH is resulting in the enantiomer transfer and color change of the final product.
Colloidal impurities are difficult to filter. Presence of these impurities and their separation by filtration unnecessary adds up to the additional processing step during manufacturing which is time consuming and tidious.
Inorganic acids like hydrochloric acid, phosphoric acid, and sulphuric acid, acetic acid are also tried to lower the pH of the composition to about 5.5 in order to arrest the enantiomeric transformation of Lambda Cyhalothrin composition. Altering the pH of Lambda Cyhalothrin composition is also tried using organic acid like Glacial Acetic acid. But the two major problems associated with this methodology is that the product on storage changes its color and there is enantiomer transformation. Once the enantiomer transforms the product loses its activity. [Refer table 3]
In another embodiment of the invention, inventors have surprisingly found that use of Tristrylphenol phosphate ester having acidic pH in the composition enhances the physicochemical stability of the product.
In further aspect, this invention provides findings that when Tristrylphenol phosphate ester having acid pH is used in the concentration of 0.1%-10.0% w/w helps in maintaining the desired pH in the range of 4-6 which is essential to avoid the enantiomeric transformation changes but also found physically stable as there is no change in color even on storage.
The Tristrylphenol phosphate ester is used in the composition of the invention in an amount of about 0.1 to 10 % w/w, preferably in an amount of about 0.5-5 % w/w.
In a preferred embodiment, Lambda Cyhalothrin active ingredient comprises about 0.1-50% by weight of the total weight of the composition.
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Without being bound by theory, it is believed that Tristrylphenol phosphate ester having acidic pH which acts as a dispersant by the way of dispersion and reducing the surface tension. Its acidic nature helps in maintaining the pH of the formulation between 4 to 6, which is essential to avoid the enantiomeric transformation and thus imparts the physicochemical stability to the product. It has been observed that the shelf life of the composition has improved due to use of Tristrylphenol phosphate ester.
Effect of Tristrylphenol phosphate ester having acidic pH as stabilizer for Lambda Cyhalothrin 11.4 EC composition, the Isomer ratio in ambient & heat stability.
TABLE-2

Sr.No. % Tristrylphenol phosphate ester Active Content(%w/w) Isomer Ratio(A:B)
1 0.5%Ambient 7days AHS 14 days AHS 11.68 11.60 11.53 2.75 : 97.26 2.78 : 97.22 2.80 : 97.20
2 0.65 %Ambient 7days AHS 14 days AHS 11.68 11.65 11.60 2.58:97.42 2.60:97.40 2.63:97.37
3 0.75 % Ambient 7days AHS 14 days AHS 11.54 11.52 11.51 2.67:97.33 2.68:97.32 2.70:97.30
4 0.75 %Ambient 7days AHS 14 days AHS 11.52 11.50 11.48 2.67:97.33 2.69:97.31 2.72:97.28
• Remarks: As per above results it is seen that the addition of acidic ethoxylated polyaryl phenol phosphate stabilizes the isomer ratio of Lambda Cyhalothrin 11.4

EC

10

Under certain circumstances, a dispersant can be used in any of the compositions related to this invention which are described herein. The term dispersant used herein has the meaning commonly understood in the art. Dispersants are used to help disperse the therapeutically active agent or other insoluble components of the composition, and can serve other purposes as well. Anionic, and/or nonionic surfactants can be used in this invention additionally.
Nonionic surfactants, such as polysorbates, poloxamers, alcohol ethoxylates, and ethylene glycol-propylene glycol block copolymers, fatty acid amides, alkylphenol ethoxylates, Castrol ethoxylate, fatty alcoholic ethoxylate, non-ionic polyaryl ethoxylate (Agrilan AEC 145), Tristrylphenol ethoxylate, Sorbitan ethoxylates, Sorbitan or phospholipids are particularly useful for the compositions and methods disclosed herein.
Exemplary acidic phosphate esters are acidic in nature and can be selected from e.g. polyarylphenol polyethoxyether phosphate ester, polyarylphenol polypropoxyether phosphates ester, polyarylphenol poly(ethoxy/propoxy)ether phosphates ester, and salts thereof. The term "aryl" includes, for example, phenyl, tolyl, naphthyl, tetrahydronaphthyl, indanyl, indenyl, styryl, pyridyl, quinolinyl, and mixtures thereof. Exemplary polyarylphenol polyethoxyether phosphate ester include distyrylphenol polyethoxyether phosphates ester , and tristyrylphenol polyethoxyether phosphat ester. The polyarylphenol polyalkoxether phosphates ester may have a degree of alkoxylation (e.g., ethoxylation) of between about 1 and about 50, preferably between about 2 and about 40, more preferably between about 5 and about 30. The phosphate ester may be used in the composition of the invention in an amount of about 0.1 to 10 % w/w, preferably in an amount of about 0.5-5.0 % w/w.
In another embodiment, the composition may additionally comprise anionic emulsifiers. Anionic emulsifiers are normally based on fatty acids. A fatty acid molecule can be selected from the group but not limited to a long hydrocarbon chain and terminates with a carboxyl group or Calcium dodecyl benzene suphonate 60 % , 60% active non-aqueous linear calcium alkylbenzene sulfonate or any other anionic surfactants known to the person skilled in the art.
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In other embodiments, the anionic surfactants can be used in an amount of more than 1 to about 10% by weight, more preferably in an amount of about 1% by weight to about 5 % by weight.
Exemplary surfactant systems of the invention may optionally further comprise one or more nonionic emulsifiers. The "nonionic emulsifiers" include ethylene oxide-propylene oxide block copolymers, ethylene oxide-butylene oxide block copolymers, C 2-6 alkyl adducts of ethylene oxide-propylene oxide block copolymers, C2-6 alkyl adducts of ethylene oxide-butylene oxide block copolymers, polypropylene glycols, polyethylene glycols, polyarylphenol polyethoxy ethers, polyalkylphenol polyethoxy ethers, polyglycol ether derivatives of saturated fatty acids, polyglycol ether derivatives of unsaturated fatty acids, polyglycol ether derivatives of aliphatic alcohols, polyglycol ether derivatives of cycloaliphatic alcohols, fatty acid esters of polyoxyethylene sorbitan, alkoxylated vegetable oils, alkoxylated acetylenic diols, and mixtures thereof. The ethylene oxide-propylene oxide block copolymers may comprise alkyl ether bases, such as butyl ether, methyl ether, propyl ether, ethyl ether, or mixtures thereof. Commercially available nonionic surfactants include, for example, TOXIMUL® 8320 (Stepan Corporation, Northfield, 111.) (butyl ether derivative of EOIPO block copolymer) and WITCONOL® NS 500LQ (Crompton Corporation, Greenwich, Conn.) (butyl ether derivative of EO/PO block copolymer), Ethoxylated polyaryl phenol. The nonionic surfactants can be used in an amount of 2 to about 15% by weight. In other embodiments, the nonionic surfactants can be used in an amount of about 5% by weight to about 10% by weight.
In other embodiments, Aromatic hydrocarbon fluid solvent used is selected from Aromatic 100, Aromatic 150, Aromatic 200, Solvesso 200 and the like.
In other embodiments, a surfactant such as aqueous linear calcium alkylbenzene sulfonate ,Ninate 60 L is used but are not limited to the surfactants described herein in this specification.
The compositions according to the present invention further comprise an inert ingredient present in an amount of about 0-90% by weight of the composition.
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In another preferred embodiment, the inert ingredient is an aromatic hydrocarbon used in the preferred concentration range of 10-90% by weight and preferably about 55-90 % by of the total weight of the composition.
The compositions of the present invention may be preferably formulated as emulsion concentrate. The emulsion concentrate of the present invention may be suitably dispersed in water at a proportion of about 20 to 600 parts of water per part of the composition to provide aqueous compositions that can be applied at a spray rate of between 500 to 1500 liters per hectare.
In another aspect, the present invention provides a process for the preparation of storage stable Lambda Cyhalothrin emulsion concentrate.
The agricultural compositions and dispersant systems of the invention may be used in conventional agricultural methods. For example, the agricultural compositions and dispersant systems of the invention may be mixed with water and/or fertilizers and may be applied preemergence and/or postemergence to a desired locus by any means, such as airplane spray tanks, knapsack spray tanks, cattle dipping vats, farm equipment used in ground spraying (e.g., boom sprayers, hand sprayers), and the like. The desired locus may be soil, plants, and the like. The term "plants" includes seeds, seedlings, saplings, roots, tubers, stems, stalks, foliage and fruits.
EXAMPLES
The following examples are for purposes of illustration only and are not intended to limit the scope of the appended claims.
The best mode of making and using the present invention are described in the following examples. These examples are given only to provide direction and guidance in how to make and use the invention, and are not intended to limit the scope of the invention in any way.
13

EXAMPLE 12 AND 3
Lambda Cyhalothrin Composition: for 2.5 %,11.4 %,20 %EC

Sr. No. Ingredients Comp.l Comp.2 Comp.3
% w/w % w/w % w/w
1. Lambda Cyhalothrin 2.63 12.00 21.05
2. Calcium dodecyl benzene suphonate 60 % 3.0 2.5 2.0
3. Tristrylphenol ethoxylate 16 EO 7.0 7.5 8.0
4. Tristrylphenol phosphate ester 0.75 0.75 1.0
5. Aromatic hydrocarbon fluid solvent(Solvesso 200) 87.27 77.25 67.95
Dosage :- 0.015 to 0.04 lbs ai/ acre = 6.81 to 18.16 gram ai/ acre
1.92 to 5.12 fl.oz /acre = 54.43 to 145.152 g/acre
0.12 to 0.32 pts/acre = 68.19 to 181.84 ml/acre
25 to 66 acres/gal = 25 to 66 acres/3.78 litre formulation
20 fl oz in 100 gal water/Acre 567g in 378 litre/Acre
PROCESS
The manufacturing vessel is charged with aromatic hydrocarbon fluid solvent (Solvesso 200). Lambda Cyhalothrin technical is transferred to the mixing vessel under stirring. Solution is stirred for 30 min. Charged Calcium dodecyl benzene suphonate 60 % under stirring. Charged Tristrylphenol ethoxylate 16 EO and Tristrylphenol phosphate ester in the mixing tank. After stirring for 1 hour, a clear solution is obtained. This solution is filtered to get a final product.
14

EXAMPLE 4 AND 5
Lambda Cyhalothrin Composition: for 25% and 50% EC

Sr.No. Ingredients 25% 50%
1 Lambda Cyhalothrin 26.32 26.32 52.63 52.63
2 non-ionic polyaryl ethoxylate 5.0 - 5.0 -
3 60% active non-aqueous linear calcium alkylbenzene sulfonate. 5.0 - 5.0 -
4 Aromatic hydrocarbon fluid solvent 63.68 67.68 37.37 41.37
5 C-6346 (surfactant) - 6 - 6
PROCESS : The manufacturing vessel is charged with Lambda Cyhalothrin and 60% active non-aqueous linear calcium alkylbenzene sulfonate and Aromatic hydrocarbon fluid solvent. C-6346 is added to it and stirred to get a clear solution. This solution is filtered to get a final product.
STABILITY DATA TABLE 3
Accelerated Storage stability data for Lambda Cyhalothrin 2.5 EC, 11.4 % EC and 20% EC with ethoxylated polyaryl phenol phosphate at 54 °C for 3 batches study:

Bate hNo. Appearance pH 1 %aq.solution Ambient 7dAHS 14 d AHS
% active m % active Isomerratio(A:B) % active Isomerratio(A:B)
#1 Pale Yellow liquid 4.85 2.49 2.98:9 7.02 2.40 3.11:9 6.89 2.36 3.17: 96.83
#2 Pale Yellow liquid 4.90 11.844 1.98: 98.02 11.590 2.26: 97.74 11.695 2.32: 97.68
#3 Pale Yellow liquid 4.97 20.06 1.95:9 8.05 20.00 2.95:9 7.05 19.95 3.13:9 6.67
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TABLE 4
Study of other acids as stabilizer for Lambda Cyhalothrin Isomer ratio (A: B) in ambient & heat stability for Lambda Cyhalothrin 11.4 EC.

Samples Colorchange in Samples pH 1 % aq. solution Ambient 7dAHS 14dAHS
% active Isomer ratio (A:B) % active Isomer ratio (A:B) % active Isomer ratio (A:B)
0.1 %H2S04 Reddishbrownclearliquid 3.70 11.80 2.95:97.05 11.70 3.24:96.76 11.50 3.35:96.65
0.1 %Aceticacid PaleYellowliquidhavingprecipitate 4.34 11.78 1.25:98.75 11.77 1.40:98.60 11.66 1.46:98.54
0.1 % HC L Reddishbrownhazyliquid 3.91 11.85 2.59:97.41 11.74 2.71:97.29 11.52 3.29:96.71
0.1%H3P04(85% ) Reddish liquid havingprecipitat ion. 4.18 11.78 1.82:98.18 11.57 2.85:97.15 11.54 3.10:96.90
0.1%Soprophor3D33 Pale Yellowclear liquid 5.45 11.89 1.11:98.89 11.83 1.17:98.83 11.78 1.22: 98.78
Remark : Color change in samples are observed as compared to acidic ethoxylated
polyaryl phenol phosphate addition. In some samples there is precipitation & haziness observed.
Wherein the aforegoing reference has been made to components having known equivalents, then such equivalents are herein incorporated as if individually set forth. Accordingly, it will be appreciated that changes may be made to the above described aspects and embodiments of the invention without departing from the principles taught herein. Additional advantages of the present invention will become apparent for those skilled in the art after considering the principles in particular form as discussed and illustrated. Thus, it will be understood that the invention is not limited to the particular embodiments described or illustrated, but is intended to cover all alterations or modifications which are within the scope of the invention.
16

We claim:
1. An agrochemical composition comprising Lambda Cyhalothrin stabilized using a
dispersant system of tristrylphenol phosphate ester.
2. An agrochemical composition claimed in claim 1 further comprising an anionic
surfactant and / or a nonionic surfactant or the like.
3. An agrochemical composition as claimed in claim 1 comprising tristrylphenol phosphate ester in an amount of 0.1-10 % w/w of the said composition.
4. An agrochemical composition as claimed in claim 3 wherein tristrylphenol phosphate ester is an ethoxylated polyaryl phenol phosphate ester.
5. An agrochemical composition as claimed in claim 1 comprising Lambda Cyhalothrin in an amount of 0.1%-50 % w/w of the said composition.
6. An agrochemical composition as claimed in claim 5 comprising Lambda Cyhalothrin in an amount of 2.5 % w/w of the said composition.
7. An agrochemical composition as claimed in claim 5 comprising Lambda Cyhalothrin in an amount of 11.4 % w/w of the said composition.
8. An agrochemical composition as claimed in claim 5 comprising Lambda Cyhalothrin in an amount of 25 % w/w of the said composition.
9. An agrochemical composition as claimed in claim 5 comprising Lambda Cyhalothrin in an amount of 50 % w/w of the said composition.
10. An agrochemical composition as claimed in claim 2 wherein said anionic surfactant is
selected from Calcium dodecyl bezene sulphonate.
17

11. An agrochemical composition as claimed in claim 2 wherein said nomonic surfactant
is selected from ethoxylated polyaryl phenols.
12. An agrochemical composition as claimed in claim 11 wherein said nonionic
ethoxylated polyaryl phenol surfactant is tristrylphenol ethoxylate.
13. A process for the preparation of an agrochemical composition comprising Lambda
Cyhalothrin, said process comprising,
(a) manufacturing vessel is charged with aromatic hydrocarbon fluid solvent,
(b) Lambda Cyhalothrin is transferred in the mixing vessel under stirring,
(c) tristrylphenol phosphate ester and tristrylphenol ethoxylate is charged in a mixing
vessel.
(d) solution of (c) is added to the solution of step (b) and stirred
(e) the resultant clear solution is filtered.

14. An agrochemical composition as claimed in claim 1 comprising an insecticidally and acaricidally effective amount of the Lambda Cyhalothrin with an agriculturally and horticulturally acceptable diluent or carrier material.
15. A method of combating insect and acarine pests at a locus which comprises applying to the locus an insecticidally and acaricidally effective amount of a composition according to claim 1.
Dated this .£!?. day of .W&pL...... 2008.
ASHWINISANDU GM-IPR
UNITED PHOSPHORUS LTD.
18

Documents:

969-MUM-2008-ABSTRACT(3-7-2009).pdf

969-MUM-2008-ANNEXURE A & B(12-9-2012).pdf

969-MUM-2008-CLAIMS(3-7-2009).pdf

969-MUM-2008-CLAIMS(AMENDED)-(12-9-2012).pdf

969-MUM-2008-CLAIMS(AMENDED)-(7-10-2013).pdf

969-mum-2008-claims(provisional)-(5-5-2008).pdf

969-mum-2008-claims.pdf

969-MUM-2008-CORRESPONDENCE(04-05-2009).pdf

969-MUM-2008-CORRESPONDENCE(10-10-2011).pdf

969-MUM-2008-CORRESPONDENCE(25-4-2013).pdf

969-MUM-2008-CORRESPONDENCE(3-7-2009).pdf

969-MUM-2008-CORRESPONDENCE(IPO)-(1-7-2009).pdf

969-mum-2008-correspondence-received.pdf

969-mum-2008-description (provisional).pdf

969-MUM-2008-DESCRIPTION(COMPLETE)-(3-7-2009).pdf

969-mum-2008-description(provisional)-(5-5-2008).pdf

969-mum-2008-digram.doc

969-mum-2008-form 1(29-5-2008).pdf

969-MUM-2008-FORM 13(10-10-2011).pdf

969-MUM-2008-FORM 18(3-7-2009).pdf

969-mum-2008-form 2(3-7-2009).pdf

969-mum-2008-form 2(provisional)-(5-5-2008).pdf

969-MUM-2008-FORM 2(TITLE PAGE)-(3-7-2009).pdf

969-mum-2008-form 2(title page)-(provisional)-(5-5-2008).pdf

969-MUM-2008-FORM 3(3-7-2009).pdf

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969-MUM-2008-FORM 5(3-7-2009).pdf

969-mum-2008-form-1.pdf

969-mum-2008-form-2.doc

969-mum-2008-form-2.pdf

969-mum-2008-form-3.pdf

969-MUM-2008-GENERAL POWER OF ATTORNEY(10-10-2011).pdf

969-MUM-2008-MARKED COPY(7-10-2013).pdf

969-MUM-2008-OTHER DOCUMENT(7-10-2013).pdf

969-MUM-2008-POWER OF ATTORNEY(7-10-2013).pdf

969-MUM-2008-REPLY TO EXAMINATION REPORT(12-9-2012).pdf

969-MUM-2008-REPLY TO HEARING(7-10-2013).pdf

969-MUM-2008-SPECIFICATION(AMENDED)-(12-9-2012).pdf

969-MUM-2008-SPECIFICATION(AMENDED)-(7-10-2013).pdf

969-MUM-2008-SPECIFICATION(MARKED COPY)-(12-9-2012).pdf

abstract1.jpg


Patent Number 259005
Indian Patent Application Number 969/MUM/2008
PG Journal Number 08/2014
Publication Date 21-Feb-2014
Grant Date 20-Feb-2014
Date of Filing 05-Jul-2008
Name of Patentee UNITED PHOSPHORUS LIMITED
Applicant Address UNIPHOS HOUSE, 11TH ROAD, C.D MARG, KHAR (W), MUMBAI
Inventors:
# Inventor's Name Inventor's Address
1 SHROFF VIKRAM RAJNIKANT UNIPHOS HOUSE, 11TH ROAD, C.D MARG, KHAR (W), MUMBAI-400052
2 JADHAV PRAKASH MAHADEO UNIPHOS HOUSE, 11TH ROAD, C.D MARG, KHAR (W), MUMBAI-400052
3 SHROFF JAIDEV RAJANIKANT UNIPHOS HOUSE, 11TH ROAD, C.D MARG, KHAR (W), MUMBAI-400052
PCT International Classification Number A01N53/08; A01N51/00
PCT International Application Number N/A
PCT International Filing date
PCT Conventions:
# PCT Application Number Date of Convention Priority Country
1 NA