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Solid formulations of carboxamide arthropodicides

a technology of carboxamide and arthropodicide, which is applied in the direction of amide active ingredients, biocide, heterocyclic compound active ingredients, etc., can solve the problems of increased costs for consumers, reduced productivity, and solids smearing and cak

Inactive Publication Date: 2011-03-10
EI DU PONT DE NEMOURS & CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patent is about a solid arthropodicide composition that contains a mixture of carboxamide arthropodicides and a surfactant. The composition also contains additional formulating ingredients. When this composition comes into contact with a biological organism, it can effectively kill it. The technical effect of this patent is to provide a solid arthropodicide composition that is effective in killing arthropods.

Problems solved by technology

Damage by arthropod pests to growing and stored agronomic crops can cause significant reduction in productivity and thereby result in increased costs to the consumer.
In contrast, amorphous solids tend to smear and cake during milling.
However, the attractive forces within the lattice of crystals thermodynamically impedes release of active ingredients for penetration into the waxy cuticle of a leaf or the testa of a seed.
Therefore dilution in water of a solid formulation comprising a carboxamide arthropodicide typically forms a suspension of arthropodicide crystals that bind the active ingredient and thus retard absorption into plant tissues and limit efficacy in controlling sucking pests.

Method used

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  • Solid formulations of carboxamide arthropodicides
  • Solid formulations of carboxamide arthropodicides
  • Solid formulations of carboxamide arthropodicides

Examples

Experimental program
Comparison scheme
Effect test

formulation examples

[0249]Examples 1-10 describe preparation of compositions of the present invention. Comparative Examples 1-2 describe preparation of compositions made for comparative purposes. The identities of proprietary ingredients used in these compositions are described in Table 1. The IKA M20 mill referred to in the preparation descriptions was a Model M20 S3 Universal Mill (Universalmuehle) manufactured by IKA Labortechnik, Stauffen, Germany. This mill comprises a rapidly revolving blade cutter in a grinding chamber.

TABLE 1Identity of Ingredients used in ExamplesNameIdentityCompound 13-Bromo-1-(3-chloro-2-pyridinyl)-N-[4-cyano-2-methyl-6-[(methylamino)carbonyl]phenyl]-1H-pyrazole-5-carboxamideCompound 23-bromo-N-[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamideMICROCEL E (Johns-Manville)Porous calcium silicate powderAGNIQUE PG 264-G (Cognis)(C12-C16 alkyl)polyglycoside, average degree of polymerizationof 1.4, contains about 48% waterPLURONI...

reference example 1

Preparation of 3-bromo-1-(3-chloro-2-pyridinyl)-N-[4-cyano-2-methyl-6-[(methylamino)-carbonyl]phenyl]-1H-pyrazole-5-carboxamide (Compound 1)

[0251]To a mixture of 3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid (20.6 kg) and 2-amino-5-cyano-N,3-dimethylbenzamide (14.1 kg) in acetonitrile (114 kg) was added 3-picoline (22.2 kg). The mixture was cooled to −10 to −14° C., and then methanesulfonyl chloride (10.6 kg) was slowly added so that the temperature did not exceed 5° C. After reaction completion as ascertained by HPLC and NMR analyses, the mixture was worked up by successively adding water (72.6 kg) and concentrated hydrochloric acid (7.94 kg) at such a rate that the temperature did not exceed 5° C. After being maintained at a temperature not exceeding 5° C. for about 30 minutes, the reaction mixture was filtered to collect the solid product, which was successively washed with acetonitrile-water (2:1, 2×12.3 kg) and acetonitrile (2×10.4 kg). The solid was then dried...

examples 1-5

Wettable Powder Formulations

[0252]Table 2 lists weight percentage amounts of ingredients used to prepare compositions according to the present invention. The compositions of Examples 1-5 were prepared on a 10 g scale, and therefore the amounts of ingredients used were 10 g multiplied by the listed percentages. In Examples 1-5 surfactants were selected from AGNIQUE PG 264-G, dodecylbenzenesulfonic acid, PLURONIC L35, sodium dodecylbenzenesulfonate and TWEEN 20 as the surfactant constituent (ii) of the present compositions. According to the general procedure followed, 0.15 g of the selected surfactant was added to between 2.3 and 3 g of 3-picoline solution containing 5% technical grade Compound 1 in a 10-mL glass vial. The suspension was mixed to dissolve the surfactant. The resulting solution was added dropwise to 2-3 g of MICROCEL E in a 10-mL glass vial while gently stirring the mixture by hand with a spatula until the mixture became sticky and no longer free flowing. The mixture w...

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Abstract

Disclosed is a solid arthropodicide composition comprising by weight(a) from 0.3 to 100% of a particulate component comprising particles of a solid carrier infiltrated with a mixture comprising (i) one or more carboxamide arthropodicides and (ii) a surfactant constituent;(b) from 0 to 50% of a surfactant component having dispersing and wetting properties; and(c) from 0 to 99.7% of one or more additional formulating ingredients.Also disclosed is a propagule contacted with a biologically effective amount of said composition.

Description

FIELD OF THE INVENTION[0001]This invention relates to certain solid formulations of carboxamide arthropodicides.BACKGROUND OF THE INVENTION[0002]The control of arthropod pests is extremely important in achieving high crop efficiency. Damage by arthropod pests to growing and stored agronomic crops can cause significant reduction in productivity and thereby result in increased costs to the consumer. The control of arthropod pests in forestry, greenhouse crops, ornamentals, nursery crops, stored food and fiber products, livestock, household, turf, wood products, and public and animal health is also important.[0003]Anthranilamides (see U.S. Pat. No. 6,747,947, PCT Publications WO 2003 / 015519 and WO 2004 / 067528) and phthalic diamides (see U.S. Pat. No. 6,603,044) are recently discovered classes of carboxamide arthropodicides having activity against numerous arthropod pests of economic importance.[0004]Typically chemical active ingredients for protecting plants, e.g., arthropodicides, are...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A01C1/06A01N43/56A01N37/18A01P7/00
CPCA01N25/08A01N25/14A01N37/30A01N41/02A01N41/10A01N43/56A01N37/18A01N25/30A01N2300/00A01N25/00
Inventor GUTSCHE, OLIVER WALTERGREEN, JOHN HENRY
Owner EI DU PONT DE NEMOURS & CO