Microcapsule formulations

Details Microcapsule formulations Microcapsule formulations

2001-03-01

2003-05-20

Pryor, Alton (Department: 1616)

Plant protecting and regulating compositions

Plant growth regulating compositions

Plural active ingredients

C504S128000, C504S130000, C504S195000, C504S196000, C504S223000, C504S227000, C504S235000, C504S244000

Reexamination Certificate

active

06566306

ABSTRACT:

This application is a 371 of PCT/EP99/06200 filed Aug. 24, 1999.
The present invention relates to new microcapsule formulations of agrochemically active compounds, to a process for their preparation, and to their use for applying agrochemically active compounds.
It is already known to stir agrochemically active compounds in the form of emulsifiable concentrates or wettable powders with water and to spray the plants with the resulting ready-to-use spray mixtures. The disadvantage of this method is that it is frequently very complicated to guarantee sufficient protection for the persons who apply these spray mixtures.
Furthermore, it has already been described that agrochemically active compounds can be applied in the form of aqueous microcapsule suspensions (cf. DE-A 3 016 189, DE-B 1 185 154,DE-B 1 248 016 and DE-A 2 734 577). However, it is inconvenient that such preparations often tend to agglomerate and that the active components which they contain are not always liberated in the desired quantity and over the intended prolonged period.
Finally, it can be seen from DE-A 2 738 509 that colours can be microencapsulated with the aid of 2H-1,3,5-oxadiazine-2,4,6-(3H,5H)-trione-3,5-bis-(6-isocyanato-hex-1-yl) and polyvalent amines. However, the use of the abovementioned isocyanate for microencapsulating agrochemically active compounds have not been disclosed as yet.
There have now been found new microcapsule formulations which are composed of
A) a particulate disperse phase of
a) a reaction product of
2H-1,3,5-oxadiazine-2,4,6-(3H,5H)-trione-3,5-bis-(6-isocyanato-hex-1-yl), of the formula
if appropriate in a mixture with toluylene diisocyanate, and
at least one diamine, polyamine, dialcohol, polyalcohol and/or aminoalcohol,
b) at least one fungicidally active compound from the group of the amino derivatives, the morpholine derivatives or the azole derivatives and/or
at least one insecticidally active compound from the group of the phosphoric esters, the pyrethroids or the carbamates and/or
at least one herbicidal active compound from the group of the acetanilides and
c) if appropriate, additives, the particles of the disperse phase having a mean particle size of between 1 and 20 &mgr;m
B) a liquid aqueous phase.
Furthermore, it has been found that the microcapsule formulations according to the invention can be prepared by,
&agr;) in a first step, mixing at least one fungicidally active compound from the group of the amino derivatives, the morpholine derivatives or the azole derivatives and/or
at least one insecticidally active compound from the group of the phosphoric esters, the pyrethroids or the carbamates and/or
at least one herbicidally active compound from the group of the acetanilides
with 2H-1,3,5-oxadiazine-2,4,6-(3H,5H)-trione-3,5-bis-(6-isocyanato-hex-l1-yl), of the formula
and, if appropriate, with toluylene diisocyanate
and, if appropriate, with an organic solvent and, if appropriate, an emulsifier,
&bgr;) then, in a second step, dispersing the resulting mixture in water, if appropriate as a mixture with additives, and,
&ggr;) in a third step, adding at least one diamine, polyamine, dialcohol, polyalcohol and/or aminoalcohol, if appropriate as a mixture with water and, if appropriate, additives to the resulting dispersion.
Finally, it has been found that the microcapsule formulations according to the invention are highly suitable for applying the agrochemically active compounds which they comprise to plants and/or their environment.
It is considered as extremely surprising that the microcapsule formulations according to the invention are better suited to applying the agrochemically active compounds which they contain than the constitutionally most similar prior-art preparations. What is particularly unexpected is that, amongst the large number of candidate isocyanates, it is especially 2H-1,3,5-oxadiazine-2,4,6-(3H,5H)-trione-3,5-bis-(6-isocyanato-hex-1-yl), of the formula (I), which is particularly suitable for preparing microcapsule formulations which have the desired properties.
The microcapsule formulations according to the invention are distinguished by a series of advantages. Thus, they are capable of liberating the active components over a prolonged period in the particular amount required. Another advantage is that the plant tolerance of the active compounds which they contain is improved and, moreover, that the acute toxicity of the active components is also reduced, so that applying the microcapsule formulations is unproblematic for the operator, even without major safety precautions.
The microcapsule formulations according to the invention are characterized by the components contained in the dispersed phase and in the liquid phase. 2H-1,3,5-Oxadiazine-2,4,6-(3H,5H)-trione-3,5-bis-(6-isocyanato-hex-1-yl), of the formula (I), which has been mentioned under (a) has been disclosed (cf. DE-A 2 738 509). The same applies to toluylene diisocyanate, which is also mentioned under (a).
Suitable amines of the groups mentioned under (a) are, preferably, aliphatic and alicyclic primary and secondary diamines and polyamines. Examples which may be mentioned are 1,2-ethylenediamine, diethylenetriamine, triethylenetetraamine, bis-(3-aminopropyl)-amine, bis-(2-methylaminoethyl)-methylamine, 1,4-diamino-cyclohexane, 3-amino-1-methyl-aminopropane, N-methyl-bis-(3-aminopropyl)-amine, 1,4-diamino-n-butane and 1,6-diamino-n-hexane.
These diamines and polyamines are known compounds of organic chemistry.
Suitable alcohols of the groups mentioned under (a) are, preferably, primary and secondary aliphatic dialcohols and polyalcohols. Examples which may be mentioned are: ethanediol, propane-1,2-diol, propane-1,3-diol, butane-1,4-diol, pentane-1,5-diol, hexane-1,6-diol, glycerol and diethylene glycol.
These dialcohols and polyalcohols are also known.
An example which may be given of one of the aminoalcohols mentioned under (a) is triethanolamine. These aminoalcohols are also known.
The microcapsule formulations according to the invention may contain one or more of the agrochemically active compounds mentioned under (b).
Preferred fungicidally active compounds in this context are amino derivatives such as 8-(1,1-dimethylethyl)-N-ethyl-N-propyl-1,4-dioxaspiro[4,5]decane-2-methanamine (spiroxamine) and fenpropidin, and also morpholine derivatives such as aldimorph, dodemorph and fenpropimorph.
Other preferred fungicidally active compounds in the present context are triadimefon, triadimenol, bitertanol, dichlobutrazole, tebuconazole, propiconazole, difenoconazole, cyproconazole, flutriafol, hexaconazole, myclobutanil, penconazole, etaconazole, bromuconazole, epoxiconazole, fenbuconazole, tetraconazole, diniconazole, flusilazole, prochloraz, metconazole, ipconazole, fluquinconazole, triticonazole, triflumizole, imibenconazole, imazalil and 2-[2-(1-chloro-cyclo-propyl)-3-(2-chlorphenyl)-2-hydroxypropyl]-2,4-dihydro-[1,2,4]-triazole-3-thione.
Insecticidally active compounds of the groups mentioned under (b) which may preferably be mentioned are azinphos-methyl, azinphos-ethyl, bromophos A, chlorpyriphos, chlorpyriphos M, dichlorphos, edifenphos, fenamiphos, isofenphos, malathion, mesulfenphos, parathion A, parathion M, pirimiphos, profenofos, pyraclophos, tebupirimfos, betacyfluthrin, cyfluthrin, cypermethrin, transfluthrin und lambda-cyhalothrin, and furthermore aldicarb, aldoxycarb, aminocarb, bendiocarb, bufencarb, butacarb, butocarboxim, butoxycarboxim, 2-sec-butyl-phenyl methylcarbamate, carbanolate, carbaryl, carbofuran, cartap, decarbofuran, dimetilan, dioxacarb, ethiofencarb, fenethacarb, formetanate, formparanate, isoprocarb, methiocarb, methomyl, mexacarbate, nabam, nitrilacarb, oxamil, pirimicarb, promecarb, propoxur, thiofanox, thiocarboxim, thiram, trimethylphenyl methylcarbamate, 3,4-xylyl methylcarbamate and 3,5-xylyl methylcarbamate.
Herbicidally active compounds of the acetanilides mentioned under (b) which may preferably be mentioned are: alachlor, acetochlor, butachlor, metazachlor, metolachlor, pretilachlor and propachlor.
Suitable additiv

Affiliated with

Also associated with

Rating

Microcapsule formulations does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Microcapsule formulations, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Microcapsule formulations will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3006299