Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Biocides; animal or insect repellents or attractants
Reexamination Certificate
2001-12-18
2004-04-06
Pryor, Alton N. (Department: 1616)
Drug, bio-affecting and body treating compositions
Preparations characterized by special physical form
Biocides; animal or insect repellents or attractants
C504S116100
Reexamination Certificate
active
06716443
ABSTRACT:
BACKGROUND OF THE INVENTION
This invention relates generally to pesticide formulations and more particularly to special PIT emulsions containing pesticides and selected emulsifiers.
PRIOR ART
Emulsions of oil-soluble pesticides are frequently used in agriculture to protect valuable crops against pest infestation. Unfortunately, these preparations are not sufficiently stable in storage and, in particular, do not allow either the preparation of dilute forms or the addition of water-soluble pesticides without the emulsion breaking. Another problem is that the activity of the emulsions is not always satisfactory.
Accordingly, the complex addressed by the present invention was to provide new plant protection compositions containing both solid and liquid, preferably oil-soluble pesticides which would be distinguished by higher storage stability and activity and which, in particular, could be readily diluted with water and would allow the stable incorporation of additional water-soluble pesticides.
DESCRIPTION OF THE INVENTION
The present invention relates to PIT emulsions containing
(a) pesticides and
(b) nonionic emulsifiers.
It has now surprisingly been found that emulsions which contain the pesticides together with nonionic emulsifiers, more particularly combinations of fatty alcohol ethoxylates and fatty acid partial glycerides and which have been prepared by the phase inversion temperature method (PIT emulsions) excellently satisfy the complex requirement profile. The preparations are distinguished by improved storage stability and higher activity compared with conventional emulsions. In addition, they may readily be diluted with water and, in addition, allow the subsequent incorporation of water-soluble pesticides.
Pesticides
The pesticides which form component (a) are preferably oil-soluble substances. Fungicides, herbicides, insecticides or mixtures thereof may be used. Typical examples of suitable fungicides are azoxystrobin, benalaxyl, carbendazim, chlorothalonil, cupfer, cymoxanil, cyproconazol, diphenoconazol, dinocap, epoxiconazol, fluazinam, flusilazol, flutriafol, folpel, fosetyl aluminium, kresoxim methyl, hexaconazol, mancozeb, metalaxyl, metaconazol, myclobutanil, ofurace, phentinhydroxide, prochloraz, pyremethanil, soufre, tebuconazol and tetraconazol and mixtures thereof. The herbicides may be selected from alachlor, acloniphen, acetochlor, amidosulfuron, aminotriazol, atrazin, bentazon, biphenox, bromoxyl octanoate, bromoxynil, clethodim, chlodinafop propargyl, chloridazon, chlorsulfuron, chlortoluron, clomazon, cycloxydim, desmedipham, dicamba, dicyclofop methyl, diurea, difluphenicanil, dimithenamid, ethofumesat, fluazifop, fluazifop-p-butyl, fluorochloridon, fluroxypyr, glufonsinat, glyphosat, haloxyfop-R, ioxynil octanoate, isoproturon, isoxaben, metamitron, metazachlor, metolachlor, metsulfuron methyl, nicosulfuron, notflurazon, oryzalin, oxadiazon, oxyfluorphen, paraquat, pendimethalin, phenmedipham, phenoxyprop-p-ethyl, propaquizafop, prosulfocarb, quizalofop, sulcotrion, sulphosat, terbutylazin, triasulfuron, trichlorpyr, triflualin and triflusulfuron methyl either individually or in combination with one another. Finally, suitable insecticides are biphenthrin, carbofuran, carbosulfan, chlorpyriphos methyl, chlorpyriphos ethyl, &bgr;-cyfluthrin, &lgr;-cyhalothrin, cyhexatin, cypermethrin, dicofol, endosulfan, &tgr;-fluvalinat, &agr;-methrin, &dgr;-methrin, phenbutatin, pyrimicarb, terbuphos and tebuphenpyrad and mixtures thereof. Other suitable pesticides can be found, for example, in the Index Phytosanitaire 1998, 34th Edition (published by Association de Coordination Technique Agricole, Paris).
Nonionic Emulsifiers
Suitable emulsifiers which form component (b) are, for example, nonionic surfactants from at least one of the following groups:
(1) products of the addition of 2 to 30 moles of ethylene oxide and/or 0 to 5 moles of propylene oxide onto linear fatty alcohols containing 8 to 22 carbon atoms, onto fatty acids containing 12 to 22 carbon atoms and onto alkylphenols containing 8 to 15 carbon atoms in the alkyl group;
(2) C
12/18
fatty acid monoesters and diesters of products of the addition of 1 to 30 moles of ethylene oxide onto glycerol;
(3) glycerol monoesters and diesters and sorbitan monoesters and diesters of saturated and unsaturated fatty acids containing 6 to 22 carbon atoms and ethylene oxide adducts thereof;
(4) alkyl mono- and oligoglycosides containing 8 to 22 carbon atoms in the alkyl group and ethoxylated analogs thereof;
(5) products of the addition of 15 to 60 moles of ethylene oxide onto castor oil and/or hydrogenated castor oil;
(6) polyol esters and, in particular, polyglycerol esters such as, for example, polyglycerol polyricinoleate or polyglycerol poly-12-hydroxystearate. Mixtures of compounds from several of these classes are also suitable;
(7) products of the addition of 2 to 15 moles of ethylene oxide onto castor oil and/or hydrogenated castor oil;
(8) partial esters based on linear, branched, unsaturated or saturated C
6/22
fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerol, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols (for example sorbitol), alkyl glucosides (for example methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides (for example cellulose);
(9) trialkyl phosphates and mono-, di- and/or tri-PEG-alkyl phosphates;
(10) wool wax alcohols;
(11) polysiloxane/polyalkyl polyether copolymers and corresponding derivatives;
(12) mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according to DE-PS 1165574 and/or mixed esters of fatty acids containing 6 to 22 carbon atoms, methyl glucose and polyols, preferably glycerol,
(13) polyalkylene glycols and
(14) glycerol carbonate.
The addition products of ethylene oxide and/or propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycerol mono- and diesters and sorbitan mono- and diesters of fatty acids or with castor oil are known commercially available products. They are homolog mixtures of which the average degree of alkoxylation corresponds to the ratio between the quantities of ethylene oxide and/or propylene oxide and substrate with which the addition reaction is carried out. C
2/18
fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known as refatting agents for cosmetic formulations from DE-PS 2024051.
C
8/18
alkyl mono- and oligoglycosides, their production and their use as surfactants are known, for example, from U.S. Pat. No. 3,839,318, U.S. Pat. No. 3,707,535, U.S. Pat. No. 3,547,828, DE-OS 1943689, DE-OS 2036472 and DE-A1 3001064 and from EP-A1 0 077 167. They are produced in particular by reaction of glucose or oligosaccharides with primary alcohols containing 8 to 18 C atoms. So far as the glycoside component is concerned, both monoglycosides, in which a cyclic sugar unit is attached to the fatty alcohol by a glycoside linkage, and oligomeric glycosides with a degree of oligomerization of preferably up to about 8 are suitable. The degree of oligomerization is a statistical mean value on which a homolog distribution typical of such technical products is based.
A preferred embodiment of the invention is characterized by the use of mixtures of at least two nonionic emulsifiers, more particularly (b1) fatty alcohol ethoxylates and (b2) fatty acid partial glycerides. The fatty alcohol ethoxylates (component b1) preferably correspond to formula (I):
R
1
O(CH
2
CH
2
O)
n
H (I)
in which R
1
is a linear or branched alkyl and/or alkenyl group containing 12 to 24 and more particularly 16 to 22 carbon atoms and n is a number of 1 to 30 and more particularly 10 to 20. Typical examples are products of the addition of on average 10 to 20 moles of ethylene oxide onto cetyl alcohol, stearyl alcohol, isostearyl alcohol, cetearyl alcohol and behenyl alcohol. The fatty acid partial glycerides, i.e. monoglycerides, diglycerides and technical mixtures thereof, which may still contain small quantities of triglycerides from their production and which for
Abribat Benoit
Da Silva Marques Maria
Cognis Deutschland GmbH & Co. KG
Drach John E.
Pryor Alton N.
Trzaska Steven J.
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