Agrotechnical formulation

Details Agrotechnical formulation Agrotechnical formulation

2002-09-10

2004-01-27

Clardy, S. Mark (Department: 1616)

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

C504S358000, C514S529000, C514S785000

Reexamination Certificate

active

06683030

ABSTRACT:

The present invention relates to an agrotechnical formulation comprising a cyclohexanepolycarboxylic ester.
Plant treatment products are predominantly employed as liquid formulation. As a rule, this is provided as a concentrate, it being possible for the concentrate already to comprise activity-enhancing additives (built-in product). As an alternative, there exist adjuvants which can be mixed prior to use with the active ingredient, which is packaged separately, to give a tank mix (stand-alone product). As a rule, formulations of this type comprise an oil phase which frequently comprises esters of aliphatic or aromatic mono- or dicarboxylic acids for enhancing or guaranteeing the activity. Thus, WO 95/01722 describes a formulation which, besides water and a pesticide, comprises a dispersant, a wetter, a thickener and, if appropriate, an organic solvent, it being possible for the solvent to take the form of, inter alia, soya oil or rapeseed oil. WO 95/31898 describes an oil-in-water formulation comprising a solvent which is selected from among aromatic mono- and dicarboxylic esters, such as phthalic esters, fatty esters derived from vegetable oils, and aliphatic esters of adipic acid, glutaric acid and succinic acid. Phthalic esters have an estrogen-like action and are suspected of being able to lead to tumor genesis. DE 29 05 122 A discloses liquid emulsifiable herbicide formulations with linuron as active ingredient comprising dialkyl phthalates, phthalic-acid-alkyd resins, oil-modified phthalic-acid-alkyd resins or terpene phenolic resins as crystallization-inhibiting components. U.S. Pat. No. 4,834,908 describes an oil concentrate comprising a lower alkyl ester of a C
4
-C
22
-fatty acid, an anionic surfactant and a long-chain carboxylic acid. SU 537 660 describes a synergistically acting herbicide mixture which can comprise specific solvents, such as dimethyl phthalate or dibutyl phthalate, for spraying.
DE 32 47 050 A describes herbicidal compositions comprising an active ingredient and a synthetic spreading agent, which may take the form of a fatty acid ester. WO 92/06596 describes plant treatment products where the uptake and transport of the active ingredient is increased by using an adjuvant, which may take the form of, inter alia, a fatty acid ester. EP 579 052 A describes a plant treatment product comprising, inter alia, an aliphatic dicarboxylic ester for improving the penetrability into the cuticula.
DE 197 01 123 A describes a mixture comprising a dicarboxylic ester of the formula ROOC—A—COOR in which R is a C
1
-C
20
-alkyl group and A is alkylidene, alkenylidene, alkynylidene, cycloalkylidene, cycloalkenylidene or phenylene and a product which is obtained by reacting an oil or fat based on a triglyceride of C
2
-C
30
carboxylic acids with ethylene oxide and/or propylene oxide in the presence of a base. This mixture makes it possible to reduce the application rates of plant protectants and/or to increase the spectrum of action of the plant protectants.
It is an object of the present invention to provide an agrotechnical formulation in which the application rates of active ingredient(s) and formulation auxiliaries are reduced and/or the activity is improved. Moreover, it is intended that the formulation has toxicologically and ecologically advantageous properties.
We have found that this object is achieved by using cyclohexanepolycarboxylic esters in the formulation.
The present invention therefore relates to an agrotechnical mixture or an agrotechnical formulation comprising:
a) 20 to 99.9% by weight of at least one cyclohexanecarboxylic ester of the formula I
 in which R
1
is C
1
-C
10
-alkyl or C
3
-C
8
-cycloalkyl;
m is 0, 1, 2 or 3;
R is C
1
-C
30
-alkyl; and
n is 2, 3 or 4.
b) 0 to 70% by weight of water;
c) 0.1 to 60% by weight of at least one adjuvant and/or additive; and
d) 0 to 70% by weight of at least one active ingredient for plant treatment.
The C
1
-C
10
- and C
1
-C
30
-alkyl groups can be straight-chain or branched. If R
1
is an alkyl group, this preferably takes the form of a C
1
-C
8
-alkyl group and, in particular, C
1
-C
6
-alkyl group. Examples of such an alkyl group are methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, sec-butyl, t-butyl, n-pentyl, n-hexyl, n-octyl, 2-ethylhexyl, and the like.
R is preferably C
2
-C
20
-alkyl and in particular C
3
-C
18
-alkyl. Examples of such alkyl groups are the alkyl groups stated above for R
1
and also n-nonyl, iso-nonyl, n-decyl, iso-decyl, n-undecyl, iso-undecyl, n-dodecyl, iso-dodecyl, n-tridecyl, iso-tridecyl, stearyl, n-eicosyl, and the like.
Component a):
Examples of cyclohexanepolycarboxylic esters which can be used in accordance with the invention are
Alkyl cyclohexane-1,4-dicarboxylates, such as, for example, monomethyl cyclohexane-1,4-dicarboxylate, dimethyl cyclohexane-1,4-dicarboxylate, diethyl cyclohexane-1,4-dicarboxylate, di-n-propyl cyclohexane-1,4-dicarboxylate, di-n-butyl cyclohexane-1,4-dicarboxylate, di-tert-butyl cyclohexane-1,4-dicarboxylate, cyclohexane-1,4-dicarboxylic acid monoglycol ester, cyclohexane-1,4-dicarboxylic acid diglycol ester, di-n-octyl cyclohexane-1,4-dicarboxylate, diisooctyl cyclohexane-1,4-dicarboxylate, mono-2-ethylhexyl cyclohexane-1,4-dicarboxylate, di-2-ethylhexyl cyclohexane-1,4-dicarboxylate, di-n-nonyl cyclohexane-1,4-dicarboxylate, diisononyl cyclohexane-1,4-dicarboxylate, di-n-decyl cyclohexane-1,4-dicarboxylate, di-n-undecyl cyclohexane-1,4-dicarboxylate, diisodecyl cyclohexane-1,4-dicarboxylate, diisododecyl cyclohexane-1,4-dicarboxylate, di-n-octadecyl cyclohexane-1,4-dicarboxylate, diisooctadecyl cyclohexane-1,4-dicarboxylate, di-n-eicosyl cyclohexane-1,4-dicarboxylate, monocyclohexyl cyclohexane-1,4-dicarboxylate, dicyclohexyl cyclohexane-1,4-dicarboxylate;
Alkyl cyclohexane-1,2-dicarboxylates, such as, for example, monomethyl cyclohexane-1,2-dicarboxylate, dimethyl cyclohexane-1,2-dicarboxylate, diethyl cyclohexane-1,2-dicarboxylate, di-n-propyl cyclohexane-1,2-dicarboxylate, di-n-butyl cyclohexane-1,2-dicarboxylate, di-tert-butyl cyclohexane-1,2-dicarboxylate, cyclohexane-1,2-dicarboxylic acid monoglycol ester, cyclohexane-1,2-dicarboxylic acid diglycol ester, di-n-octyl cyclohexane-1,2-dicarboxylate, diisooctyl cyclohexane-1,2-dicarboxylate, di-2-ethylhexyl cyclohexane-1,2-dicarboxylate, di-n-nonyl cyclohexane-1,2-dicarboxylate, diisononyl cyclohexane-1,2-dicarboxylate, di-n-decyl cyclohexane-1,2-dicarboxylate, diisodecyl cyclohexane-1,2-dicarboxylate, di-n-undecyl cyclohexane-1,2-dicarboxylate, diisododecyl cyclohexane-1,2-dicarboxylate, di-n-octadecyl cyclohexane-1,2-dicarboxylate, diisooctadecyl cyclohexane-1,2-dicarboxylate, di-n-eicosyl cyclohexane-1,2-dicarboxylate, monocyclohexyl cyclohexane-1,2-dicarboxylate, dicyclohexyl cyclohexane-1,2-dicarboxylate;
Alkyl cyclohexane-1,3-dicarboxylates, such as, for example, monomethyl cyclohexane-1,3-dicarboxylate, dimethyl cyclohexane-1,3-dicarboxylate, diethyl cyclohexane-1,3-dicarboxylate, di-n-propyl cyclohexane-1,3-dicarboxylate, di-n-butyl cyclohexane-1,3-dicarboxylate, di-tert-butyl cyclohexane-1,3-dicarboxylate, cyclohexane-1,3-dicarboxylic acid monoglycol ester, cyclohexane-1,3-dicarboxylic acid diglycol ester, di-n-octyl cyclohexane-1,3-dicarboxylate, diisooctyl cyclohexane-1,3-dicarboxylate, di-2-ethylhexyl cyclohexane-1,3-dicarboxylate, di-n-nonyl cyclohexane-1,3-dicarboxylate, diisononyl cyclohexane-1,3-dicarboxylate, di-n-decyl cyclohexane-1,3-dicarboxylate, diisodecyl cyclohexane-1,3-dicarboxylate, di-n-undecyl cyclohexane-1,3-dicarboxylate, diisododecyl cyclohexane-1,3-dicarboxylate, di-n-octadecyl cyclohexane-1,3-dicarboxylate, diisooctadecyl cyclohexane-1,3-dicarboxylate, di-n-eicosyl cyclohexane-1,3-dicarboxylate, monocyclohexyl cyclohexane-1,3-dicarboxylate, dicyclohexyl cyclohexane-1,3-dicarboxylate.
Alkyl cyclohexane-1,2,4-tricarboxylates, such as, for example, monomethyl cyclohexane-1,2,4-tricarboxylate, dimethyl cyclohexane-1,2,4-tricarboxylate, diethyl cyclohexane-1,2,4-tricarboxylate, di-n-propyl cyclohexane-1,2,4-tricarboxylate, di-n-butyl cyclohexane-1,2,4-

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