Plant protecting and regulating compositions – Plant growth regulating compositions – Designated nonactive ingredient containing
Reexamination Certificate
2002-09-12
2004-05-04
Clardy, S. Mark (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Designated nonactive ingredient containing
C514S341000, C514S624000, C514S963000
Reexamination Certificate
active
06730635
ABSTRACT:
The present invention relates to novel microcapsule suspensions, to a process for their preparation and to their use for applying agrochemically active compounds.
Microcapsule formulations which comprise, in the capsules, suspensions of solid agrochemically active compounds in organic solvents or liquid agrochemically active compounds (cf. WO 95-13 698) are already known. However, these preparations have the disadvantage that the release of the microencapsulated active compounds does not in all cases meet the requirements encountered in practice. Moreover, on storage, these formulations may cream, or they may form sediments.
This invention now provides novel microcapsule suspensions comprising
A) a particulate disperse phase of microcapsules, whose sleeves are reaction products of
mixtures of toluylene diisocyanate and 4,4′-methylenebis(cyclohexyl isocyanate) of the formula
with
at least one diamine and/or polyamine,
and
which contain, as capsule filling
at least one solid agrochemically active compound from the group consisting of
the insecticidally active nicotinyls,
the insecticidally active pyrethroids,
the insecticidally active thiazole derivatives,
the insecticidally active phosphoric acid derivatives,
the fungicidally active azoles,
the herbicidally active triazolinones or benzonitriles and/or
the herbicidally active phenyluracils,
at least one liquid aliphatic hydrocarbon having a boiling point above 160° C.,
at least one oil-soluble polymeric dispersing agent and
optionally one or more agrochemically active compounds which are liquid at room temperature, and
B) a liquid aqueous phase which, in addition to water, comprises
optionally additives and
optionally one or more agrochemically active compounds in non-encapsulated form which are solid at room temperature.
Furthermore, it has been found that microcapsule suspensions according to the invention are obtained when
a) in a first step, a finely divided suspension of
at least one solid agrochemically active compound from the group consisting of
the insecticidally active nicotinyls,
the insecticidally active pyrethroids,
the insecticidally active thiazole derivatives,
the insecticidally active phosphoric acid derivatives,
the fungicidally active azoles,
the herbicidally active triazolinones or benzonitriles and/or the herbicidally active phenyluracils,
at least one liquid aliphatic hydrocarbon having a boiling point above 160° C.,
at least one oil-soluble polymeric dispersing agent and
a mixture of toluylene diisocyanate and 4,4′-methylenebis(cyclohexyl isocyanate) of the formula
and also, if appropriate, one or more agrochemically active compounds which are liquid at room temperature,
is dispersed in an aqueous phase of
polyvinyl alcohol, if appropriate in a mixture with gum arabic, and
water,
b) in a second step, at least one diamine and/or polyamine is added to the resulting mixture and
c) in a third step,
additives and
optionally one or more further agrochemically active compounds in non-encapsulated form which are solid at room temperature
are added to the resulting microcapsule suspension.
Finally, it has been found that the microcapsule suspensions according to the invention are highly suitable for applying the agrochemically active compounds contained therein to plants and/or their habitat.
It is extremely surprising that the microcapsule suspensions according to the invention are more suitable for applying the agrochemically active compounds contained therein than the constitutionally most similar preparations of the prior art. It is particularly unexpected that, from among the numerous isocyanates suitable, it are specifically mixtures of toluylene diisocyanate and 4,4′-methylenebis(cyclohexyl isocyanate) of the formula (1) which are particularly suitable for preparing micro-capsule suspensions having the desired properties.
The microcapsule suspensions according to the invention have a number of advantages. Thus, they are capable of releasing the active components over a relatively long period of time in the amounts required in each case. Furthermore, it is favorable that the microcapsule suspensions according to the invention have high stability and, even on prolonged storage, neither cream nor form a sediment.
The microcapsule suspensions according to the invention are characterized by the components contained in the particulate disperse phase and in the aqueous phase.
The capsule sleeves of the microcapsules according to the invention are reaction products of the isocyanates and amines mentioned under (A).
Both toluylene diisocyanate and 4,4′-methylenebis(cyclohexyl isocyanate) are known.
Preferred amines of the groups listed under (A) are aliphatic and alicyclic primary and secondary diamines and polyamines. Examples which may be mentioned are ethylene-1,2-diamine, diethylenetriamine, triethylenetetramine, bis-(3-aminopropyl)-amine, bis-(2-methylaminoethyl)-methylamine, 1,4-di aminocyclohexane, 3-amino-1-methylaminopropane, N-methyl-bis-(3-aminopropyl)amine, 1,4-diamino-n-butane and 1,6-diamino-n-hexane.
Very particular preference is given to diethylenetriamine.
These diamines and polyamines are known compounds of organic chemistry.
The microcapsule suspensions according to the invention may comprise one or more solid agrochemically active compounds from the groups mentioned under (A).
Examples of insecticidally active nicotinyls which may be mentioned are imidacloprid, thiacloprid, thiamethoxam and acetamiprid.
Examples of insecticidally active pyrethroids which may be mentioned are betacyfluthrin, cypermethrin, transfluthrin and lambda-cyhalothrin.
An example of an insecticidally active thiazole derivative which may be mentioned is the active compound of the formula
An example of an insecticidally active phosphoric acid derivative which may be mentioned is azinphos-methyl.
Examples of fungicidally active azoles which may be mentioned are tebuconazole and 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-2,4-dihydro-[1,2,4]-triazole-3-thione.
Examples of herbicidally active triazolinones which may be mentioned are propoxycarbazone-sodium, flucarbazone-sodium and amicabazone.
An example of a herbicidally active benzonitrile which may be mentioned is dichlobenil.
Examples of herbicidally active phenyluracils which may be mentioned are the compounds of the formula
in which the substituents R
1
, R
2
and R
3
are as defined below.
R
1
R
2
R
3
—CN
—CH
3
—CN
—CH
3
—CN
—CH
3
—CH
3
—CN
—CH
3
—CN
—CH
3
—CN
—CH
3
—CN
—CH
3
—CN
—CH
3
—CN
—CH
3
—CN
—CH
3
—CN
—CH
3
—CN
—CH
3
—CN
—CH
3
—CN
—CH
3
—CN
—NH
2
—CN
—NH
2
Inside the capsules, the microcapsule suspensions according to the invention comprise at least one liquid aliphatic hydrocarbon having a boiling point above 160° C. Suitable hydrocarbons of this type are preferably paraffin oils and mineral oils. Examples which may be mentioned are the paraffin oils known under the names Norpare (from Exxon), Isopare (from Exxon) and Exxsol (from Exxon), and the mineral oil commercially available under the name BP Enerpar T 017 (from British Petrol).
Inside the capsules, the microcapsule suspensions according to the invention comprise at least one oil-soluble polymeric dispersant. Examples of dispersants of this type which may be mentioned are the products known under the names Atlox LP6 (from Uniqema), Agrimer AL 22 (from ISP Investments) and Hordaphos 215 (from Clariant).
Moreover, inside the capsules, the microcapsule suspensions according to the invention may also comprise one or more agrochemically active compounds which are liquid at room temperature.
The particles of the disperse phase have a mean particle size which is generally from 1 to 30 &mgr;m, preferably from 3 to 15 &mgr;m.
The aqueous phase of the microcapsule suspensions according to the invention consists essentially of water. Moreover, it may comprise additives, such as emulsifiers, dispersants, polyvinyl alcohol, mixtures of polyvinyl alcohol and gum arabic, antifoams, preservatives and thickeners.
In addition,
Christensen Björn
Schick Norbert
Suty-Heinze Anne
Wolf Hilmar
Bayer AG
Clardy S. Mark
Henderson Richard E. L.
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