Plant protecting and regulating compositions – Plant growth regulating compositions – Designated nonactive ingredient containing
Reexamination Certificate
2001-01-04
2002-11-12
Clardy, S. Mark (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Designated nonactive ingredient containing
C514S254080, C514S637000, C514S788000
Reexamination Certificate
active
06479438
ABSTRACT:
BACKGROUND OF THE INVENTION
Liquid carrier compositions for herbicides, insecticides, fungicides and other biocidally active compounds which contain an emulsifier mixture of an oil and an alkoxylated ester of a polyhydroxylated hydrocarbon and a carbodiimide or polymer thereof are useful agrochemical solutions and additionally have several other non-agrochemical uses including diluents for forming oil-in-water (O/W) or water-in-oil (W/O) microemulsions for cleaning and disinfecting formulations, pesticidal sprays or dips for treating livestock and domesticated pets, etc. The concentrates also find use as additives to existing commercial formulations for the stabilization many active compounds. Such concentrates are particularly useful for preventing or minimizing the degradation of water soluble biocidally active aza compounds. Typically, a formulation containing aza compounds in a concentrate is disclosed in our co-pending co-pending U.S. patent application, Ser. No. 09/169,697. This anhydrous concentrate additionally contains a carbodiimide, a C
8-18
alkyl lactam and a lipophilic/hydrophilic emulsifier mixture. The compositions disclosed in this patent are suitably employed for the present treatment preventing gel formation and are incorporated herein by reference.
While several prior concentrate carriers containing a carbodiimide and an emulsifier mixture are highly effective in producing microemulsions and initially sprayable liquids which are stabilized against decomposition of the active agent, it has been found that in many cases the active carrier itself is subject to gel formation during subsequent handling or storage, particularly during storage at elevated temperatures, or when higher concentrations of the alkoxylated esters or carbodiimide, water scavenging agent, are present in the concentrate. Since, for certain applications including pump and aerosol sprays, crop spraying and animal dips, gel formation is undesirable, extensive research has been directed to extending the shelf life of such concentrates or solutions to accommodate delayed use of at least a portion of the liquid concentrate.
Accordingly it is an object of this invention to overcome the above problem by providing a diluent solution or concentrate which does not undergo thickening or gelling for a period up to 6 months or more while retaining stability of the active component and other desirable formulation characteristics.
Another object is to provide a pesticidal microemulsion suitable for spray or dip administration to crops, livestock and pets.
Another object is to provide an effective and economical gel inhibited formulation containing a stabilized biocidally active compound in aqueous solution which has extended shelf life at both ambient and elevated temperatures.
These and other objects of the invention will become apparent from the following description and disclosure.
SUMMARY OF THE INVENTION
In accordance with this invention there is provided a stable anhydrous, gel free, liquid concentrate having a Brookfield viscosity less than 1,000 cps essentially containing, as the concentrate, (i) an active biocidal component, (ii) a carbodiimide and (iii) a lipophilic/hydrophilic emulsifier mixture having an HLB of 7-20, to which is added between about 0.5 and about 15 wt. %, based on total concentrate composition, of an anti-gelling agent which is a saturated, aliphatic compound having a molecular weight of less than 400 and selected from the group consisting of a polyhydroxylated alkanol, a polyhydroxylated ketone, a carbohydrate or a mixture thereof. Additionally the concentrate may contain from 0 to 40 wt. % of an oil solvent for certain anti-gelling agents which are not readily assimilated in the concentrate system.
DETAILED DESCRIPTION OF THE INVENTION
The liquid concentrates of this invention comprise formulations containing between about 0.05 and about 25 wt. % of a biocidally active, hydrolytically unstable, component which includes insecticidal, fungicidal, pesticidal and herbicidal compounds which include the class of aza compounds containing the structure —C—N-where one of the free carbon bonds can form a double bond to the nitrogen, such as in an imidine, for example, N-methyl bis(2,4-xylyl iminomnethyl amine) [AMITRAZ], n-cyclopropyl-1,3,5-triazine-2,4,6-triamine [Cyromazine], chlorsulfuron, sulfometuron, metsulfuron-methyl, thifensulfuron and the like, of which AMITRAZ is preferred. The aza compounds are those normally employed to treat livestock, such as sheep or cattle, feral animals and household pets such as dogs, cats and the like. Other suitable aza compounds are those disclosed in my copending U.S. patent application, Ser. No. 09/169,697 and U.S. Pat. No. 5,731,264, incorporated herein by reference.
Instant concentrate may contain between about 5 and about 40 wt. % water soluble or water insoluble organic solvent for water soluble or water insoluble active components. Such organic solvents include ethanol, cyclohexane, N-alkyl lactam, cyclic lactone and C
8
to C
12
alkyl pyrrolidone and mixtures thereof; N-octyl pyrrolidone being preferred.
The present composition essentially contains between about 2 and about 20 wt. % of a carbodiimide, in monomeric or polymeric form, having water scavenging and dehydrating functionality. Preferably, the carbodiimide is incorporated at a concentration of between about 5 and about 15 wt. %. Suitable carbodiimide scavenging agents are terminally hindered carbodiimides having a polymeric or non-polymeric substituent on a terminal imide nitrogen. The terminal substituent is a non-functional linear, branched, cycloaliphatic, heterocyclic or an aromatic radical and can be defined by the following formulae A and B
R—N═C═N—R′ A.
wherein R and R′ are each individually aliphatic, aromatic, alkylaromatic carbocyclic or heterocyclic radicals. At least one of R and R′ is most desirably a hindered alkyl substituted phenyl group, such as the 2,6-diisopropyl phenyl group
and
—[N═C═N—X]
n
— B.
wherein n has a positive value up to 100; preferably a value of 10-20, and X is an alkyl substituted phenylene group, for example 2,4,6-tri isopropyl phenyl. Of these, the carbodiimides having a terminal nitrogen atom substituted with alkylphenyl, alkoxyalkylphenyl, sulfonate, sulfonamide, imido, imidoester, and sulfonyl urea groups are most effective. Particularly preferred scavengers are bis(tetra-isopropyl phenyl)carbodiimide, bis(hydroxyphenyl)carbodiimide and bis(di-isopropylphenyl carbodiimide, e.g. (STABAXOL I) supplied by Rhein Chemie).
The carbodiimide component in the concentrate is polyfunctional in that it acts not only as a waterscavenger but also becomes part of a micelle which envelops water insoluble biocides so that, upon subsequent dilution of the concentrate with water, a homogeneous liquid emulsion, suitable for spray application, can be obtained. While the water scavenging function of the carbodiimide can be replaced, in whole or in part, by a less costly inorganic water scavenger, e.g. an inorganic oxide, or other organic water scavenger sufficient carbodiimide must be retained in the concentrate to assure micellar containment of the water insoluble active component in the subsequent formation of a homogeneous emulsion suitable for plant spraying or immersion or spraying of animals. Further the carbodiimide which is present in the micellar composition protects the enveloped active component from water thus preventing hydrolytic decomposition.
The emulsifier portion of the present liquid composition comprises between about 25 and about 85 wt. %, preferably between about 40 and 60 wt. %, of the composition and is a mixture of lipophilic and hydrophilic surfactants having a HLB of from 7 to 20, preferably 9-11.
In general, the lipophilic character of the present emulsifiers is enhanced by a lower number of alkoxy groups in the compound or the higher molecular weight of an alkyl group in the N-alkyl lactam or ester; whereas hydrophilic character of the emulsif
Jon Domingo I.
Narayanan Kolazi S.
Clardy S. Mark
Davis William J.
ISP Investments Inc.
Katz Walter
Maue Marilyn J.
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