Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...
Patent
1995-10-26
1997-05-06
Shah, Mukund J.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Heterocyclic carbon compounds containing a hetero ring...
544 11, C07D28516, A01N 2508
Patent
active
056271794
DESCRIPTION:
BRIEF SUMMARY
This application is a 35 USC371 National stage of international application PCT/FP94/01391, filed May 2, 1994.
The present invention relates to a solid, nonhygroscopic magnesium salt of 3-isopropyl-2,1,3-benzothiadiazin-4-one 2,2-dioxide I.
The present invention furthermore relates to solid formulations of this salt, processes for the preparation of this salt, agents, in particular powders, granules and water-soluble or water-dispersible foil bags which contain this salt, and the use thereof for controlling undesirable plant growth.
The literature discloses benzothiadiazin-4-one 2,2-dioxides and salts thereof as herbicides (DE-A 15 42 836, DE-A 21 64 459 and DE-A 22 17 722). With regard to the use of salts, DE-A 15 42 836, DE-A 21 64 459 and DE-A 22 17 722 also mention generally alkaline earth metal salts as application forms, the potassium salts being singled out. However, these publications do not mention any special properties, in particular of the magnesium salts.
The use of water-soluble or water-dispersible foil bags for the handling of crop protection agents in a manner which is safe for the user is disclosed in, for example, EP-A 449 773 and EP-A 493 553.
3-Isopropyl-2,1,3-benzothiadiazin-4-one 2,2-dioxide (INN name: bentazone) is usually formulated as a highly concentrated aqueous solution, the sodium salt or the diethanolammonium salt, owing to its more advantageous dissolution properties, being used in preference to the acid. For use, these bentazone solutions are diluted with water and applied by spraying.
A solid formulation (for example a granular formulation) is desirable for simple and safe use of bentazone formulations and for easy disposal of the packaging.
Dust-free granular formulations can be easily and safely used. Compared with the liquid formulations used to date, there are advantages in the form of reduced use of packaging material and safe storage. At low storage temperatures, undesirable crystallization may occur in the case of liquid products.
Furthermore, solid formulations can be packed in water-soluble or water-dispersible foil bags. When used, the foil bag containing the product is dissolved or dispersed in the spray tank. Packaging contaminated with product residues is thus avoided.
Sodium bentazone, calcium bentazone and potassium bentazone have the disadvantage of being very hygroscopic. In the case of solid formulations, this results in the product gradually agglomerating or even coalescing merely under the influence of atmospheric humidity and hence being no longer capable of being directly metered. Even the introduction of these compounds into water-soluble foil bags has no advantage since the films are dehydrated owing to the inter-action of the hygroscopic active ingredients on the one hand and the films on the other hand. The films therefore become brittle, i.e. a long shelf life is no longer guaranteed. The diethanolamine salt of bentazone cannot be dried to give a solid product (melting point <20.degree. C.).
It is an object of the present invention to provide a nonhygroscopic solid formulation of the active ingredient bentazone, which formulation has a long shelf life.
We have found that this object is achieved by the salt stated at the outset, solid formulations of this salt, processes for its preparation, agents, in particular powders and granules, and water-soluble foil bags which contain this salt and the use thereof for controlling undesirable plant growth.
For the purposes of the present invention, the term nonhygroscopic is to be understood as meaning that, in equilibrium with humid air at 20.degree. C. and a relative humidity of 50%, the salt I does not agglomerate but remains free-flowing and hence meterable. Furthermore, the salt I does not dehydrate the water-soluble films, i.e. the foil bags remain flexible and hence stable even on prolonged storage.
The preparation of 3-isopropyl-2,1,3-benzothiadiazin-4-one 2,2-dioxide is known from the literature cited at the outset.
The magnesium salt is obtained by treating or extracting 3-isopropyl-2,1,3-benzo
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Durein Alfons
Jaeger Karl-Friedrich
Parg Adolf
BASF - Aktiengesellschaft
Qazi Sabiha N.
Shah Mukund J.
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