DE10317779A1 - Chemically stable oily emulsion herbicide concentrates, useful for selective weed control in crops, comprising sulfonamide herbicide, safener, organic solvent and sulfosuccinate - Google Patents

Abstract

New micro-emulsion concentrates (A) contain sulfonamide herbicide(s) (I) in suspended form, safener(s) (II), organic solvent(s) (III and sulfosuccinate(s) (IV). Independent claims are included for: (1) the production of (A); and (2) (A)-containing herbicidal compositions (B) (specifically suspensions, emulsion, suspo-emulsions or solutions). ACTIVITY : Herbicide; safener. MECHANISM OF ACTION : None given in the source material.

Description

The The present invention relates to the field of crop protection formulations. In particular, the invention relates to liquid formulations in the form of oil suspension concentrates, which herbicidal active ingredients from the group of phenylsulfonamides contain.

drugs for the Plant protection is generally not in its pure form used. Dependent on of the area of application and the type of application, as well as of physical, chemical and biological parameters, the active ingredient is mixed with usual Auxiliaries and additives used as active ingredient formulation. Also the combinations with other active ingredients to expand the spectrum of activity and / or to protect crops (e.g. by safeners, antidotes) are known.

formulations of active ingredients for plant protection should generally have a high chemical and physical stability, good applicability and ease of use and a wide range exhibit biological effects with high selectivity.

herbicides Active substances from the group of the sulfonamides, such as sulfonylureas, generally have a high level of chemical reactivity and tend to chemical degradation, e.g. by hydrolysis.

One way to formulate chemically labile active ingredients is to produce solid formulations. Formulations of active substances from the group of sulfonylureas in the form of powders, granules and tablets are known (for example in EP 764404 , WO 9834482, WO 9313658). However, the processes for the production of solid formulations, for example in the form of granules and tablets, are generally complex, in particular when low-melting active ingredients or auxiliaries and additives are incorporated. In addition, solid formulations are generally more difficult to apply and less user-friendly.

Liquid formulations of sulfonylureas are described, for example, in US 4599412 . US 4683000 . US 4671817 . EP 0245058 , WO 01/82693, EP 0313317 . US 4599412 . EP 0514768 . EP 0163598 and EP 0514769 ,

The The object of the present invention was to provide an improved To provide crop protection agent formulation, which a high chemical stability as well as high biological effectiveness and crop tolerance having.

This Task is solved due to the special oil suspension concentrate of the present invention.

• a) ein oder mehrere herbizide Wirkstoffe aus der Gruppe der Phenylsulfonamide, in suspendierter Form,
• b) ein oder mehrere Safener,
• c) ein oder mehrere organische Lösungsmittel, und
• d) ein oder mehrere Sulfosuccinate.

The present invention thus relates to an oil suspension concentrate containing

• a) one or more herbicidal active ingredients from the group of the phenylsulfonamides, in suspended form,
• b) one or more safeners,
• c) one or more organic solvents, and
• d) one or more sulfosuccinates.

• e) einen oder mehrere von a) und b) verschiedene agrochemische Wirkstoffe, und
• f) übliche Hilfs- und Zusatzstoffe.

In addition, the oil suspension concentrate according to the invention may optionally also contain further components:

• e) one or more agrochemical active substances different from a) and b), and
• f) usual auxiliaries and additives.

Under the term oil suspension concentrate (OD) becomes a suspension concentrate based on organic solvents Roger that. There are one or more active ingredients in the organic Solvent suspended, other active ingredients can in the organic solvent solved his.

In the oil suspension concentrate according to the invention is the phenylsulfonamide a) in suspended form in the organic solvent in front. This means that the Main part (in% by weight) of phenylsulfonamide undissolved in fine distributed form, a smaller part of the phenylsulfonamide can be solved available. The phenylsulfonamide is preferably organic solvent more than 80% by weight, particularly preferably more than 90% by weight suspended, in each case based on the total amount of phenylsulfonamide in the oil suspension concentrate according to the invention.

Examples of phenylsulfonamides a) are compounds from the group of phenylsulfonylaminocarbonyltriazolinones or phenylsulfonylureas, preferably from the group of phenylsulfonyl ureas in question. The term phenylsulfonylureas is also taken to mean those sulfonylureas in which the phenyl group is bonded to the sulfone group (SO ₂ ) via a spacer such as CH ₂ , O or NH. Examples of phenylsulfonylaminocarbonyltriazolinones are flucarbazones or propoxycarbazones and / or their salts.

Examples of suitable phenylsulfonylureas are sulfonylureas of the general formula (I) and / or their salts, R ^α - (A) _m -SO ₂ -NR ^β -CO-NR ^γ -R ^δ (I) wherein
R ^{α is} a phenyl radical which is unsubstituted or substituted, and where the phenyl radical, including substituents, has 1-30 C atoms, preferably 1-20 C atoms,
R ^{β is} a hydrogen atom or a hydrocarbon radical which is unsubstituted or substituted and contains 1-10 C atoms including substituents, for example unsubstituted or substituted C ₁ -C ₆ alkyl, preferably a hydrogen atom or methyl,
R ^{γ is} a hydrogen atom or a hydrocarbon radical which is unsubstituted or substituted and contains 1-10 C atoms including substituents, for example unsubstituted or substituted C ₁ -C ₆ -alkyl, preferably a hydrogen atom or methyl,
A is CH ₂ , O or NH, preferably O,
m is zero or 1, and
R ^{δ is} a heterocyclic radical.

worin
R⁴ C₁-C₄-Alkoxy, vorzugsweise C₂-C₄-Alkoxy, oder CO-R^a ist, worin R^a gleich OH, C₁-C₄-Alkoxy oder NR^bR^c ist, worin R^b und R^c unabhängig voneinander gleich oder verschieden H oder C₁-C₄-Alkyl sind,
R⁵ Halogen, vorzugsweise Iod, oder (A)_n-NR^dR^e ist, worin n gleich Null oder 1 ist, A eine Gruppe CR'R'' ist, worin R' und R'' unabhängig voneinander gleich oder verschieden H oder C₁-C₄-Alkyl sind, R^d gleich H oder C₁-C₄-Alkyl ist und R^e ein Acylrest wie Formyl oder C₁-C₄-Alkyl-Sulfonyl ist, und R⁵ für den Fall, daß R⁴ gleich C₁-C₄-Alkoxy, vorzugsweise C₂-C₄-Alkoxy, bedeutet auch H sein kann,
R⁶ H oder C₁-C₄-Alkyl ist,
m gleich Null oder 1 ist,
X und Y unabhängig voneinander gleich oder verschieden C₁-C₆-Alkyl, C₁-C₆-Alkoxy oder C₁-C₆-Alkylthio sind, wobei jeder der drei genannten Reste unsubstituiert oder durch einen oder mehrere Reste aus der Gruppe Halogen, C₁-C₄-Alkoxy und C₁-C₄-Alkylthio substituiert ist, oder C₃-C₆-Cycloalkyl, C₂-C₆-Alkenyl, C₂-C₆-Alkynyl, C₃-C₆-Alkenyloxy oder C₃-C₆-Alkynyloxy sind, vorzugsweise C₁-C₄-Alkyl oder C₁-C₄-Alkoxy, und
Z gleich CH oder N ist.Phenylsulfonylureas of the formula (II) and / or their salts are preferred,

wherein
R ^{4 is} C ₁ -C ₄ alkoxy, preferably C ₂ -C ₄ alkoxy, or CO-R ^a , in which R ^a is OH, C ₁ -C ₄ alkoxy or NR ^b R ^c , in which R ^b and R ^{c are,} independently of one another, the same or different H or C ₁ -C ₄ alkyl,
R ^{5 is} halogen, preferably iodine, or (A) _n -NR ^d R ^e , in which n is zero or 1, A is a group CR'R ", in which R 'and R" independently of one another are identical or different H. or are C ₁ -C ₄ alkyl, R ^d is H or C ₁ -C ₄ alkyl and R ^{e is} an acyl radical such as formyl or C ₁ -C ₄ alkyl sulfonyl, and R ⁵ in the event that R ⁴ is C ₁ -C ₄ alkoxy, preferably C ₂ -C ₄ alkoxy, can also be H,
R ^{6 is} H or C ₁ -C ₄ alkyl,
m is zero or 1,
X and Y are, independently of one another, identical or different, C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylthio, each of the three radicals mentioned being unsubstituted or by one or more radicals from the group halogen , C ₁ -C ₄ alkoxy and C ₁ -C ₄ alkylthio, or C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ - Are alkenyloxy or C ₃ -C ₆ -alkynyloxy, preferably C ₁ -C ₄ -alkyl or C ₁ -C ₄ -alkoxy, and
Z is CH or N.

• a) R⁴ gleich CO-(C₁-C₄-Alkoxy) ist, R⁵ gleich Halogen, vorzugsweise Jod ist, oder R⁵ gleich CH₂-NHR^e ist, worin R^e ein Acylrest, vorzugsweise C₁-C₄-Alkyl-Sulfonyl ist, und m gleich Null ist,
• b) R⁴ gleich CO-N(C₁-C₄-Alkyl)₂, R⁵ gleich NHR^e ist, worin R^e ein Acylrest, vorzugsweise Formyl ist, und m gleich Null ist, oder
• c) R⁴ gleich C₂-C₄-Alkoxy, R⁵ gleich H und m gleich 1 ist.

Phenylsulfonylureas of the general formula (II) and / or their salts, in which

• a) R ⁴ is CO- (C ₁ -C ₄ alkoxy), R ⁵ is halogen, preferably iodine, or R ⁵ is CH ₂ -NHR ^e , wherein R ^{e is} an acyl radical, preferably C ₁ -C ₄ -Alkyl sulfonyl, and m is zero,
• b) R ⁴ is CO-N (C ₁ -C ₄ alkyl) ₂ , R ⁵ is NHR ^e , where R ^{e is} an acyl radical, preferably formyl, and m is zero, or
• c) R ⁴ is C ₂ -C ₄ alkoxy, R ⁵ is H and m is 1.

So far in this description the term acyl radical is used this is the remainder of an organic acid, which is formally obtained through elimination an OH group from which organic acid is formed, e.g. the rest a carboxylic acid and residues of acids derived therefrom like thiocarboxylic acid, optionally N-substituted iminocarboxylic acids or the residues of carbonic acid monoesters, optionally N-substituted carbamic acids, sulfonic acids, sulfinic acids, phosphonic acids, phosphinic acids.

An acyl radical is preferably formyl or acyl from the group CO-R ^z , CS-R ^z , CO-OR ^z , CS-OR ^z , CS-SR ^z , SOR ^z or SO ₂ R ^z , where R ^{z is in} each case a C ₁ Means -C ₁₀ hydrocarbon radical such as C ₁ -C ₁₀ alkyl or C ₆ -C ₁₀ aryl which is unsubstituted or substituted, for example by one or more substituents from the group halogen such as F, Cl, Br, I, alkoxy, Haloalkoxy, hydroxy, amino, nitro, cyano or alkylthio, or R ^z means aminocarbonyl or aminosulfonyl, the latter two radicals being unsubstituted, N-monosubstituted or N, N-disubstituted, for example by substituents from the group consisting of alkyl or aryl.

Acyl means, for example, formyl, haloalkylcarbonyl, alkylcarbonyl such as (C ₁ -C ₄ ) alkylcarbonyl, phenylcarbonyl, where the phenyl ring can be substituted, or alkyloxycarbonyl, such as (C ₁ -C ₄ ) alkyloxycarbonyl, phenyloxycarbonyl, benzyloxycarbonyl, alkylsulfonyl, such as (C ₁ -C ₄ ) alkylsulfonyl, alkylsulfinyl, such as C ₁ -C ₄ (alkylsulfinyl), N-alkyl-1-iminoalkyl, such as N- (C ₁ -C ₄ ) -1-imino- (C ₁ -C ₄ ) alkyl and other residues of organic acids.

On Hydrocarbon residue means a straight chain, branched or cyclic and saturated or more unsaturated aliphatic or aromatic hydrocarbon residue, e.g. alkyl, Alkenyl, alkynyl, cycloalkyl, cycloalkenyl or aryl. A hydrocarbon residue preferably has 1 to 40 carbon atoms, preferably 1 to 30 carbon atoms on; a hydrocarbon radical particularly preferably denotes alkyl, Alkenyl or alkynyl with up to 12 carbon atoms or cycloalkyl 3, 4, 5, 6 or 7 ring atoms or phenyl.

aryl means a mono-, bi- or polycyclic aromatic system, for example phenyl, naphthyl, tetrahydronaphthyl, indenyl, indanyl, Pentalenyl, fluorenyl and the like, preferably phenyl.

On heterocyclic radical or ring (heterocyclyl) can be saturated, unsaturated or be heteroaromatic and unsubstituted or substituted; it preferably contains one or more heteroatoms in the ring, preferably from the group N, O and S; it is preferably an aliphatic heterocyclyl radical with 3 to 7 ring atoms or a heteroaromatic radical with 5 or 6 ring atoms and contains 1, 2 or 3 heteroatoms. The heterocyclic residue can e.g. on heteroaromatic residue or ring (heteroaryl), e.g. on mono-, bi- or polycyclic aromatic system in which at least 1 ring contains one or more heteroatoms, for example pyridyl, Pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, thienyl, thiazolyl, Oxazolyl, furyl, pyrrolyl, pyrazolyl and imidazolyl, or is a partial or complete hydrogenated radical such as oxiranyl, oxetanyl, pyrrolidyl, piperidyl, piperazinyl, Dioxolanyl, morpholinyl, tetrahydrofuryl. Pyrimidinyl are preferred and triazinyl. As a substituent for a substituted heterocyclic The rest are the substituents mentioned below, in addition also Oxo. The oxo group can also be attached to the hetero ring atoms, which are in different Oxidation levels can exist e.g. at N and S, occur.

Substituted radicals, such as substituted hydrocarbon radicals, for example substituted alkyl, alkenyl, alkynyl, aryl phenyl and benzyl, or substituted heterocyclyl or heteroaryl, mean, for example, a substituted radical derived from the unsubstituted basic body, the substituents being, for example, one or more, preferably 1, 2 or 3 Residues from the group halogen, alkoxy, haloalkoxy, alkylthio, hydroxy, amino, nitro, carboxy, cyano, azido, alkoxycarbonyl, alkylcarbonyl, formyl, carbamoyl, mono- and dialkylaminocarbonyl, substituted amino, such as acylamino, mono- and dialkylamino, and alkylsulfinyl , Haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl and, in the case of cyclic radicals, also alkyl and haloalkyl as well as unsaturated aliphatic radicals, such as alkenyl, alkynyl, alkenyloxy, alkynyloxy, etc., which correspond to the saturated hydrocarbon-containing radicals mentioned. In the case of radicals with carbon atoms, those with 1 to 4 carbon atoms, in particular 1 or 2 carbon atoms, are preferred. Substituents from the group halogen, for example fluorine and chlorine, (C ₁ -C ₄ ) alkyl, preferably methyl or ethyl, (C ₁ -C ₄ ) haloalkyl, preferably trifluoromethyl, (C ₁ -C ₄ ) alkoxy are generally preferred , preferably methoxy or ethoxy, (C ₁ -C ₄ ) haloalkoxy, nitro and cyano. The substituents methyl, methoxy and chlorine are particularly preferred.

Optionally substituted phenyl is preferably phenyl which is unsubstituted or one or more times, preferably up to three times, by identical or different radicals, preferably from the group halogen, (C ₁ -C ₄ ) alkyl, (C ₁ -C ₄ ) alkoxy, ( C ₁ -C ₄ ) haloalkyl, (C ₁ -C ₄ ) haloalkoxy and nitro, for example o-, m- and p-tolyl, dimethylphenyl, 2-, 3- and 4-chlorophenyl, 2-, 3- and 4-trifluoro- and trichlorophenyl, 2,4-, 3,5-, 2,5- and 2,3-dichlorophenyl, o-, m- and p-methoxyphenyl.

cycloalkyl means a carbocyclic, saturated ring system preferably with 3-6 Carbon atoms, e.g. Cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl.

The carbon-containing radicals such as alkyl, alkoxy, haloalkyl, haloalkoxy, alkylamino and alkylthio and the corresponding unsaturated and / or substituted radicals in the carbon skeleton are each straight-chain or be branched. Unless specifically stated, the lower carbon skeletons, for example with 1 to 6 C atoms or, in the case of unsaturated groups, with 2 to 6 C atoms, are preferred for these radicals.

alkyl, also in the composite meanings such as alkoxy, haloalkyl etc. mean e.g. Methyl, ethyl, n- or i-propyl, n-, i-, t- or 2-butyl, pentyls, hexyls, such as n-hexyl, i-hexyl and 1,3-dimethylbutyl, Neptyls such as n-heptyl, 1-methylhexyl and 1,4-dimethylpentyl; alkenyl and alkynyl radicals have the meaning of those corresponding to the alkyl radicals potential unsaturated residues; Alkenyl means e.g. Allyl, 1-methylprop-2-en-1-yl, 2-methyl-prop-2-en-1-yl, But-2-en-1-yl, but-3-en-1-yl, 1-methyl-but-3-en-1-yl and 1-methyl-but-2-en-1-yl; Alkynyl means e.g. Propargyl, but-2-in-1-yl, but-3-in-1-yl, 1-methyl-but-3-in-1-yl.

Halogen means, for example, fluorine, chlorine, bromine or iodine. Haloalkyl, -akenyl and -alkynyl are partly or completely substituted alkyl, alkenyl or alkynyl, for example CF ₃ , CHF ₂ , CH ₂ F, CF by halogen, preferably by fluorine, chlorine and / or bromine, in particular by fluorine or chlorine ₃ CF ₂ , CH ₂ FCHCl, CCl ₃ , CHCl ₂ , CH ₂ CH ₂ Cl; Haloalkoxy is, for example, OCF ₃ , OCHF ₂ , OCH ₂ F, CF ₃ CF ₂ O, OCH ₂ CF ₃ and OCH ₂ CH ₂ Cl; the same applies to haloalkenyl and other halogen-substituted radicals.

In the context of the present invention, the phenylsulfonamides a) present as a component in the oil suspension concentrates according to the invention always include not only the neutral compounds but also their salts with inorganic and / or organic counterions. For example, sulfonamides can form salts in which the hydrogen of the —SO ₂ —NH group is replaced by a cation suitable for agriculture. These salts are, for example, metal salts, in particular alkali metal salts or alkaline earth metal salts, in particular sodium and potassium salts, or also ammonium salts or salts with organic amines. Salt formation can also take place by addition of an acid to basic groups, such as amino and alkylamino. Suitable acids for this are strong inorganic and organic acids, for example HCl, HBr, H ₂ SO ₄ or HNO ₃ .

typical Phenylsulfonylureas include the compounds and listed below their salts such as the sodium salts: bensulfuron-methyl, chlorimuron-ethyl, Chlorsulfuron, Cinosulfuron, Cyclosulfamuron, Ethametsulfuron methyl, Ethoxysulfuron and its sodium salt, metsulfuron-methyl, oxasulfuron, Primisulfuron-methyl, prosulfuron, sulfometuron-methyl, triasulfuron, Tribenuronmethyl, Triflusulfuron-methyl, Tritosulfuron, Iodosulfuron-methyl and its sodium salt (WO 92/13845), mesosulfuron-methyl and its Sodium salt (Agrow No. 347, March 3 2000, page 22 (PJB Publications Ltd. 2000)) and foramsulfuron and its sodium salt (Agrow No. 338, October 15, 1999, page 26 (PJB Publications Ltd. 1999)).

Especially preferred phenylsulfonamides are: iodosulfuron-methyl and its Sodium salt (A1), mesosulfuron-methyl and its sodium salt (A2), Foramsulfuron and its sodium salt (A3), Flucarbazone and its Sodium salt (A4), propoxycarbazone and its sodium salt (A5) and Ethoxysulfuron and its sodium salt (A6).

The listed above Active ingredients are e.g. known from "The Pesticide Manual", 12th edition (2000), The British Crop Protection Council or the one by one Active ingredients listed References.

The herbicidal active ingredients from the series of phenylsulfonamides are in the oil suspension concentrates according to the invention generally in amounts of 0.01 to 50% by weight, preferably 0.1 to Contain 30% by weight, the indication "% by weight" refers here and in the entire description, unless otherwise defined, to the relative Weight of the respective component based on the total weight the wording.

As Component b) are safeners in the oil suspension concentrates according to the invention contain, which are likely to cause damage to the crop reduce or avoid. Suitable safeners are e.g. from WO-A-96/14747 and the literature cited there. The safeners can in the organic solvent in suspended and / or in dissolved Form, preferably in solution Form.

• 1) Verbindungen vom Typ der Dichlorphenylpyrazolin-3-carbonsäure (S1), vorzugsweise Verbindungen wie 1-(2,4-Dichlorphenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazolin-3-carbonsäureethylester (S1-1, Mefenpyr-diethyl, PM S. 781 – 782), und verwandte Verbindungen, wie sie in der WO 91/07874 beschrieben sind,
• 2) Derivate der Dichlorphenylpyrazolcarbonsäure, vorzugsweise Verbindungen wie 1-(2,4-Dichlorphenyl)-5-methyl-pyrazol-3-carbonsäureethylester (S1-2), 1-(2,4-Dichlorphenyl)-5-isopropyl-pyrazol-3-carbonsäureethylester (S1-3), 1-(2,4-Dichlorphenyl)-5-(1,1-dimethyl-ethyl)pyrazol-3-carbonsäureethyl-ester (S1-4), 1-(2,4-Dichlorphenyl)-5-phenyl-pyrazol-3-carbonsäureethylester (S1-5) und verwandte Verbindungen, wie sie in EP-A-333 131 und EP-A-269 806 beschrieben sind.
• 3) Verbindungen vom Typ der Triazolcarbonsäuren (S1), vorzugsweise Verbindungen wie Fenchlorazol, d.h. 1-(2,4-Dichlorphenyl)-5-trichlormethyl-(1H)-1,2,4-triazol-3-carbonsäureethylester (S1-6), und verwandte Verbindungen (siehe EP-A-174 562 und EP-A-346 620 );
• 4) Verbindungen vom Typ der 5-Benzyl- oder 5-Phenyl-2-isoxazolin-3-carbonsäure, oder der 5,5-Diphenyl-2-isoxazolin-3-carbonsäure vorzugsweise Verbindungen wie 5-(2,4-Dichlorbenzyl)-2-isoxazolin-3-carbonsäureethylester (S1-7) oder 5-Phenyl-2-isoxazolin-3-carbonsäureethylester (S1-8) und verwandte Verbindungen, wie sie in WO 91/08202 beschrieben sind, bzw. der 5,5-Diphenyl-2-isoxazolin-carbonsäureethylester (S1-9, Isoxadifen-ethyl) oder -n-propylester (S1-10) oder der 5-(4-Fluorphenyl)-5-phenyl-2-isoxazolin-3-carbonsäureethylester (S1-11), wie sie in der Patentanmeldung (WO-A-95/07897) beschrieben sind.
• 5) Verbindungen vom Typ der 8-Chinolinoxyessigsäure (S2), vorzugsweise (5-Chlor-8-chinolinoxy)-essigsäure-(1-methyl-hex-1-yl)-ester (S2-1 Cloquintocet-mexyl, PM S. 263 – 264), (5-Chlor-8-chinolinoxy)-essigsäure-(1,3-dimethyl-but-1-yl)-ester (S2-2), (5-Chlor-8-chinolinoxy)-essigsäure-4-allyl-oxy-butylester (S2-3), (5-Chlor-8-chinolinoxy)-essigsäure-1-allyloxy-prop-2-ylester (S2-4), (5-Chlor-8-chinolinoxy)-essigsäureethylester (S2-5), (5-Chlor-8-chinolinoxy)-essigsäuremethylester (S2-6), (5-Chlor-8-chinolinoxy)-essigsäureallylester (S2-7), (5-Chlor-8-chinolinoxy)-essigsäure-2-(2-propyliden-iminoxy)-1-ethylester (S2-8), (5-Chlor-8-chinolinoxy)-essigsäure-2-oxo-prop-1-ylester (S2-9) und verwandte Verbindungen, wie sie in EP-A-86 750 , EP-A-94 349 und EP-A-191 736 oder EP-A-0 492 366 beschrieben sind.
• 6) Verbindungen vom Typ der (5-Chlor-8-chinolinoxy)-malonsäure, vorzugsweise Verbindungen wie (5-Chlor-8-chinolinoxy)-malonsäurediethylester, (5-Chlor-8-chinolinoxy)-malonsäurediallylester, (5-Chlor-8-chinolinoxy)-malonsäure-methyl-ethylester und verwandte Verbindungen, wie sie in EP-A-0 582 198 beschrieben sind.
• 7) Wirkstoffe vom Typ der Phenoxyessig- bzw. -propionsäurederivate bzw. der aromatischen Carbonsäuren, wie z.B. 2,4-Dichlorphenoxyessigsäure(ester) (2,4-D), 4-Chlor-2-methyl-phenoxy-propionester (Mecoprop), MCPA oder 3,6-Dichlor-2-methoxy-benzoesäure(ester) (Dicamba).
• 8) Wirkstoffe vom Typ der Pyrimidine, wie „Fenclorim" (PM, S. 512–511) (= 4,6-Dichlor-2-phenylpyrimidin),
• 9) Wirkstoffe vom Typ der Dichloracetamide, die häufig als Vorauflaufsafener (bodenwirksame Safener) angewendet werden, wie z.B. „Dichlormid" (PM, S. 363–364) (= N,N-Diallyl-2,2-dichloracetamid), AR-29148" (= 3-Dichloracetyl-2,2,5-trimethyl-1,3-oxazolidon von der Firma Stauffer), „Benoxacor" (PM, s. 102–103) (= 4-Dichloracetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazin). APPG-1292" (= N-Allyl-N[(1,3-dioxolan-2-yl)-methyl]dichloracetamid von der Firma PPG Industries), ADK-24" (= N-Allyl-N-[(allylaminocarbonyl)-methyl]-dichloracetamid von der Firma Sagro-Chem), AAD-67" oder AMON 4660" (= 3-Dichloracetyl-1-oxa-3-aza-spiro[4,5]decan von der Firma Nitrokemia bzw. Monsanto), „Diclonon" oder ABAS145138" oder ALAB145138" (= (= 3-Dichloracetyl-2,5,5-trimethyl-1,3-diazabiclyco[4.3.0]nonan von der Firma BASF) und „Furilazol" oder AMON 13900" (siehe PM, 637–638) (= (RS)-3-Dichloracetyl-5-(2-furyl)-2,2-dimethyloxazolidon)
• 10) Wirkstoffe vom Typ der Dichloracetonderivate, wie z.B. AMG 191" (CAS-Reg. Nr. 96420-72-3) (= 2-Dichlormethyl-2-methyl-1,3-dioxolan von der Firma Nitrokemia),
• 11) Wirkstoffe vom Typ der Oxyimino-Verbindungen, die als Saatbeizmittel bekannt sind, wie z.B. „Oxabetrinil" (PM, S. 902–903) (= (Z)-1,3-Dioxolan-2-ylmethoxyimino(phenyl)acetonitril), das als Saatbeiz-Safener gegen Schäden von Metolachlor bekannt ist, „Fluxofenim" (PM, S. 613–614) (= 1-(4-Chlorphenyl)-2,2,2-trifluor-1-ethanon-O-(1,3-dioxolan-2-ylmethyl)-oxim, das als Saatbeiz-Safener gegen Schäden von Metolachlor bekannt ist, und „Cyometrinil" oder A-CGA-43089" (PM, S. 1304) (= (Z)-Cyanomethoxyimino (phenyl)acetonitril), das als Saatbeiz-Safener gegen Schäden von Metolachlor bekannt ist,
• 12) Wirkstoffe vom Typ der Thiazolcarbonsäureester, die als Saatbeizmittel bekannt sind, wie z.B. „Flurazol" (PM, S. 590–591) (= 2-Chlor-4-trifluormethyl-1,3-thiazol-5-carbonsäurebenzylester), das als Saatbeiz-Safener gegen Schäden von Alachlor und Metolachlor bekannt ist,
• 13) Wirkstoffe vom Typ der Napthalindicarbonsäurederivate, die als Saatbeizmittel bekannt sind, wie z.B. „Naphthalic anhydrid" (PM, S. 1342) (= 1,8-Naphthalindicarbonsäureanhydrid), das als Saatbeiz-Safener für Mais gegen Schäden von Thiocarbamatherbiziden bekannt ist,
• 14) Wirkstoffe vom Typ Chromanessigsäurederivatre, wie z.B. ACL 304415" (CAS-Reg. Nr. 31541-57-8) (= 2-84-Carboxy-chroman-4-yl)essigsäure von der Firma American Cyanamid),
• 15) Wirkstoffe, die neben einer herbiziden Wirkung gegen Schadpflanzen auch Safenerwirkung an Kulturpflanzen aufweisen, wie z.B. „Dimepiperate" oder AMY-93" (PM, S. 404–405) (= Piperidin-1-thiocarbonsäure-S-1-methyl-1-phenylethylester), „Daimuron" oder ASK 23" (PM, S. 330) (= 1-(1-Methyl-1-phenylethyl)-3-p-tolylharnstoff), „Cumyluron" = AJC-940" (= 3-(2-Chlorphenylmethyl)-1-(1-methyl-1-phenylethyl)-harnstoff, siehe JP-A-60087254), „Methoxyphenon" oder ANK 049" (= 3,3'-Dimethyl-4-methoxybenzophenon), „CSB" (= 1-Brom-4-(chlormethylsulfonyl)-benzol) (CAS-Reg. Nr. 54091-06-4 von Kumiai).

The following groups of compounds are suitable as safeners, for example:

• 1) Compounds of the dichlorophenylpyrazoline-3-carboxylic acid (S1) type, preferably compounds such as 1- (2,4-dichlorophenyl) -5- (ethoxycarbonyl) -5-methyl-2-pyrazoline-3-carboxylic acid ethyl ester (S1-1, Mefenpyr-diethyl, PM pp. 781-782), and related compounds as described in WO 91/07874,
• 2) Derivatives of dichlorophenylpyrazole carboxylic acid, preferably compounds such as ethyl 1- (2,4-dichlorophenyl) -5-methyl-pyrazole-3-carboxylate (S1-2), 1- (2,4-dichlorophenyl) -5-isopropyl-pyrazole- 3-carboxylic acid ethyl ester (S1-3), 1- (2,4-dichlorophenyl) -5- (1,1-dimethyl-ethyl) pyrazole-3-carboxylic acid ethyl ester (S1-4), 1- (2,4-dichlorophenyl) -5-phenyl-pyrazole-3-carboxylic acid ethyl ester (S1-5) and related compounds as described in EP-A-333 131 and EP-A-269 806 are described.
• 3) Compounds of the triazole carboxylic acid (S1) type, preferably compounds such as fenchlorazole, ie 1- (2,4-dichlorophenyl) -5-trichloromethyl- (1H) -1,2,4-triazole-3-carboxylic acid ethyl ester (S1-6 ), and related compounds (see EP-A-174 562 and EP-A-346 620 );
• 4) Compounds of the 5-benzyl or 5-phenyl-2-isoxazoline-3-carboxylic acid type, or the 5,5-diphenyl-2-isoxazoline-3-carboxylic acid, preferably compounds such as 5- (2,4-dichlorobenzyl) Ethyl -2-isoxazoline-3-carboxylate (S1-7) or ethyl 5-phenyl-2-isoxazoline-3-carboxylate (S1-8) and related compounds, as described in WO 91/08202, or 5.5 -Diphenyl-2-isoxazoline-carboxylic acid ethyl ester (S1-9, isoxadifen-ethyl) or -n-propyl ester (S1-10) or the 5- (4-fluorophenyl) -5-phenyl-2-isoxazoline-3-carboxylic acid ethyl ester (S1 -11), as described in the patent application (WO-A-95/07897).
• 5) Compounds of the 8-quinolinoxyacetic acid (S2) type, preferably (5-chloro-8-quinolinoxy) acetic acid (1-methyl-hex-1-yl) ester (S2-1 Cloquintocet-mexyl, PM S. 263-264), (5-chloro-8-quinolinoxy) acetic acid (1,3-dimethyl-but-1-yl) ester (S2-2), (5-chloro-8-quinolinoxy) acetic acid - 4-allyl-oxy-butyl ester (S2-3), (5-chloro-8-quinolinoxy) -acetic acid-1-allyloxy-prop-2-yl ester (S2-4), (5-chloro-8-quinolinoxy) - ethyl acetate (S2-5), (5-chloro-8-quinolinoxy) -acetic acid methyl ester (S2-6), (5-chloro-8-quinolinoxy) -acetic acid allyl ester (S2-7), (5-chloro-8-quinolinoxy) 2- (2-propylidene-iminoxy) -1-ethyl acetate (S2-8), (5-chloro-8-quinolinoxy) -2-oxo-prop-1-yl ester (S2-9) and related Connections as in EP-A-86 750 . EP-A-94 349 and EP-A-191 736 or EP-A-0 492 366 are described.
• 6) Compounds of the type of (5-chloro-8-quinolinoxy) malonic acid, preferably compounds such as (5-chloro-8-quinolinoxy) malonic acid diethyl ester, (5-chloro-8-quinolinoxy) malonic acid diallyl ester, (5-chloro 8-Quinolinoxy) -malonic acid methyl ethyl and related compounds, as described in EP-A-0 582 198 are described.
• 7) Active substances of the phenoxyacetic or propionic acid derivative or aromatic carboxylic acid type, such as, for example, 2,4-dichlorophenoxyacetic acid (ester) (2,4-D), 4-chloro-2-methylphenoxy-propionester (mecoprop) , MCPA or 3,6-dichloro-2-methoxy-benzoic acid (ester) (Dicamba).
• 8) active substances of the pyrimidines type, such as "fenclorim" (PM, pp. 512-511) (= 4,6-dichloro-2-phenylpyrimidine),
• 9) Active substances of the type of dichloroacetamides which are frequently used as pre-emergence safeners (soil-acting safeners), such as, for example, “dichlormid” (PM, pp. 363-364) (= N, N-diallyl-2,2-dichloroacetamide), AR- 29148 "(= 3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidone from Stauffer)," Benoxacor "(PM, see 102-103) (= 4-dichloroacetyl-3,4-dihydro -3-methyl-2H-1,4-benzoxazine). APPG-1292 "(= N-allyl-N [(1,3-dioxolan-2-yl) methyl] dichloroacetamide from PPG Industries), ADK- 24 "(= N-allyl-N - [(allylaminocarbonyl) methyl] dichloroacetamide from Sagro-Chem), AAD-67" or AMON 4660 "(= 3-dichloroacetyl-1-oxa-3-aza-spiro [4,5] decane from Nitrokemia or Monsanto), "Diclonon" or ABAS145138 "or ALAB145138" (= (= 3-dichloroacetyl-2,5,5-trimethyl-1,3-diazabiclyco [4.3.0] nonane from BASF) and "Furilazol" or AMON 13900 "(see PM, 637-638) (= (RS) -3-dichloroacetyl-5- (2-furyl) -2,2-dimethyloxazolidone)
• 10) Active substances of the dichloroacetone derivative type, such as, for example, AMG 191 "(CAS Reg. No. 96420-72-3) (= 2-dichloromethyl-2-methyl-1,3-dioxolane from the company Nitrokemia),
• 11) Active substances of the oxyimino compound type which are known as seed dressings, such as, for example, “oxabetrinil” (PM, pp. 902-903) (= (Z) -1,3-dioxolan-2-ylmethoxyimino (phenyl) acetonitrile) , which is known as a seed dressing safener against damage to metolachlor, "fluxofenim" (PM, pp. 613-614) (= 1- (4-chlorophenyl) -2,2,2-trifluoro-1-ethanone-O- ( 1,3-dioxolan-2-ylmethyl) oxime, which is known as a seed dressing safener against damage to metolachlor, and "Cyometrinil" or A-CGA-43089 "(PM, p. 1304) (= (Z) -cyanomethoxyimino (phenyl) acetonitrile), which is known as a seed dressing safener against metolachlor damage,
• 12) Active substances of the thiazolecarboxylic acid ester type, which are known as seed dressings, such as, for example, “Flurazole” (PM, pp. 590-591) (= 2-chloro-4-trifluoromethyl-1,3-thiazole-5-carboxylic acid benzyl ester), that is known as a seed dressing safener against damage from alachlor and metolachlor,
• 13) active substances of the type of the naphthalenedicarboxylic acid derivatives which are known as seed dressings, such as, for example, “naphthalic anhydride” (PM, p. 1342) (= 1,8-naphthalenedicarboxylic anhydride), which is known as a seed dressing safener for maize against damage by thiocarbamate herbicides
• 14) active compounds of the chromanacetic acid derivative type, such as, for example, ACL 304415 "(CAS Reg. No. 31541-57-8) (= 2-84-carboxy-chroman-4-yl) acetic acid from American Cyanamid),
• 15) Active substances which, in addition to a herbicidal action against harmful plants, also have safener action on crop plants, such as, for example, “Dimepiperate” or AMY-93 ”(PM, pp. 404-405) (= piperidine-1-thiocarboxylic acid-S-1-methyl- 1-phenylethyl ester), "Daimuron" or ASK 23 "(PM, p. 330) (= 1- (1-methyl-1-phenylethyl) -3-p-tolylurea)," Cumyluron "= AJC-940" (= 3- (2-chlorophenylmethyl) -1- (1-methyl-1-phenylethyl) urea, see JP-A-60087254), "methoxyphenone" or ANK 049 "(= 3,3'-dimethyl-4-methoxybenzophenone) , "COD" (= 1-bromo-4- (chloromethylsulfonyl) benzene) (CAS Reg. No. 54091-06-4 by Kumiai).

In the oil suspension concentrates according to the invention are the safeners in general in amounts of 0.1 to 60% by weight, contain in particular from 2 to 40% by weight.

The weight ratio Component a) to component b) can be used in a wide range vary, and is generally between 1: 100 and 100: 1, preferred between 1:10 and 10: 1.

As optional agrochemical active ingredients e) can be obtained, for example, from Components a) and b) various agrochemical active ingredients such as Herbicides, fungicides, insecticides, plant growth regulators and the like may be included. The agrochemical active ingredients e) can the organic solvent in suspended and / or dissolved Form.

• A) Herbizide vom Typ der Phenoxyphenoxy- und Heteroaryloxyphenoxycarbonsäure-Derivate, wie A1) Phenoxyphenoxy- und Benzyloxyphenoxy-carbonsäure-Derivate, z.B. 2-(4-(2,4-Dichlorphenoxy)-phenoxy)-propionsäuremethylester (Diclofop-methyl), 2-(4-(4-Brom-2-chlorphenoxy)phenoxy)propionsäuremethylester (DE-A 26 01 548), 2-(4-(4-Brom-2-fluorphenoxy)phenoxy)propionsäuremethylester (US-A 4,808,750), 2-(4-(2-Chlor-4-trifluormethylphenoxy)phenoxy)propionsäuremethylester (DE-A 24 33 067), 2-(4-(2-Fluor-4-trifluormethylphenoxy)phenoxy)propionsäuremethylester (US-A 4,808,750), 2-(4-(2,4-Dichlorbenzyl)phenoxy)propionsäuremethylester (DE-A 24 17 487), 4-(4-(4-Trifluormethylphenoxy)phenoxy)pent-2-en-säureethylester, 2-(4-(4-Trifluormethylphenoxy)phenoxy)propionsäuremethylester (DE-A 24 33 067); A2) "Einkernige" Heteroaryloxyphenoxy-alkancarbonsäure-Derivate, z.B. 2-(4-(3,5-Dichlorpyridyl-2-oxy)phenoxy)propionsäureethylester (EP-A 0 002 925), 2-(4-(3,5-Dichlorpyridyl-2-oxy)phenoxy)propionsäurepropargylester (EP-A 0 003 114), 2-(4-(3-Chlor-5-trifluormethyl-2-pyridyloxy)phenoxy)propionsäure-methylester (EP-A 0 003 890), 2-(4-(3-Chlor-5-trifluormethyl-2-pyridyloxy)phenoxy)propionsäureethylester (EP-A 0 003 890), 2-(4-(5-Chlor-3-fluor-2-pyridyloxy)phenoxy)propionsäurepropargylester (EP-A 0 191 736), 2-(4-(5-Trifluormethyl-2-pyridyloxy)phenoxy)propionsäurebutylester (Fluazifop-butyl); A3) "Zweikernige" Heteroaryloxyphenoxy-alkancarbonsäure-Derivate, z.B. 2-(4-(6-Chlor-2-chinoxalyloxy)phenoxy)propionsäuremethylester und -ethylester (Quizalofopmethyl und Quizalofopethyl), 2-(4-(6-Fluor-2-chinoxalyloxy)phenoxy)propionsäuremethylester (s. J. Pest. Sci. Vol. 10, 61 (1985)), 2-(4-(6-Chlor-2-chinoxalyloxy)phenoxy)propionsäure-2-isopropylidenaminooxyethylester (Propaquizafop), 2-(4-(6-Chlorbenzoxazol-2-yl-oxy)phenoxy)propionsäureethylester (Fenoxapropethyl) und dessen D(+) Isomer (Fenoxaprop-P-ethyl, EX) und 2-(4-(6-Chlorbenzthiazol-2-yloxy)phenoxy)propionsäureethylester (DE-A 26 40 730), 2-(4-(6-Chlorchinoxalyloxy)phenoxy)propionsäure-tetrahydro-2-furylmethylester (EP-A 0 323 727);
• B) Chloracetanilide, z.B. N-Methoxymethyl-2,6-diethyl-chloracetanilid (Alachlor), N-(3-Methoxyprop-2-yl)-2-methyl-6-ethyl-chloracetanilid (Metolachlor), N-(3-Methyl-1,2,4-oxadiazol-5-yl-methyl)-chloressigsäure-2,6-dimethylanilid, N-(2,6-Dimethylphenyl)-N-(1-pyrazolylmethyl)-chloressigsäureamid (Metazachlor);
• C) Thiocarbamate, z.B. S-Ethyl-N,N-dipropylthiocarbamat (EPTC), S-Ethyl-N,N-diisobutylthiocarbamat (Butylate);
• D) Cyclohexandionoxime, z.B. 3-(1-Allyloxyiminobutyl)-4-hydroxy-6,6-dimethyl-2-oxocyclohex-3-encarbonsäuremethylester, (Alloxydim), 2-(1-Ethoxyiminobutyl)-5-(2-ethylthiopropyl)-3-hydroxy-cyclohex-2-en-1-on (Sethoxydim), 2-(1-Ethoxyiminobutyl)-5-(2-phenylthiopropyl)-3-hydroxy-cyclohex-2-en-1-on (Cloproxydim), 2-(1-(3-Chlorallyloxy)iminobutyl)-5-(2-ethylthiopropyl)-3-hydroxy-cyclohex-2-en-1-on, 2-(1-(3-Chlorallyloxy)iminopropyl)-5-(2-ethylthiopropyl)-3-hydroxy-cyclohex-2-en-1-on (Clethodim), 2-(1-Ethoxyiminobutyl)-3-hydroxy-5-(thian-3-yl)-cyclohex-2-enon (Cycloxydim), 2-(1-Ethoxyiminopropyl)-5-(2,4,6-trimethylphenyl)-3-hydroxy-cyclohex-2-en-1-on (Tralkoxydim);
• E) Benzoylcyclohexandione, z.B. 2-(2-Chlor-4-methylsulfonylbenzoyl)-cyclohexan-1,3-dion (SC-0051, EP-A 0 137 963), 2-(2-Nitrobenzoyl)-4,4-dimethyl-cyclohexan-1,3-dion (EP-A 0 274 634), 2-(2-Nitro-4-methylsulfonylbenzoyl)-4,4-dimethylcyclohexan-1,3-dion (WO 91/13548, Mesotrione);
• F) S-(N-Aryl-N-alkyl-carbamoylmethyl)-dithiophosphonsäureester, wie S-[N-(4-Chlorphenyl)-N-isopropyl-carbamoylmethyl]-O,O-dimethyl-dithiophosphat (Anilophos).
• G) Alkylazine, z.B. wie beschrieben in WO-A 97/08156, WO-A-97/31904, DE-A-19826670, WO-A-98/15536, WO-A-8/15537, WO-A-98/15538, WO-A-98/15539 sowie auch DE-A-19828519, WO-A-98/34925, WO-A-98/42684, WO-A-99/18100, WO-A-99/19309, WO-A-99/37627 und WO-A-99/65882, vorzugsweise solche der Formel (E)
  
  worin R^X (C₁-C₄)-Alkyl oder (C₁-C₄)-Haloalkyl; R^Y (C₁-C₄)-Alkyl, (C₃-C₆)-Cycloalkyl oder (C₃-C₆)-Cycloalkyl-(C₁-C₄)-Alkyl und A -CH₂-, -CH₂-CH₂-, -CH₂-CH₂-CH₂-, -O-, -CH₂-CH₂-O-, -CH₂-CH₂-CH₂-O bedeuten, besonders bevorzugt solche der Formel E1-E7
  
  
• H) Phosphor-haltige Herbizide, z.B. vom Glusosinate-Typ wie Glufosinate im engeren Sinne, d. h. D,L-2-Amino-4-(hydroxy(methyl)phosphinyl]-butansäure, Glufosinate-monoammoniumsalz, L-Glufosinate, L- oder (2S)-2-Amino-4-[hydroxy(methyl)phosphinyl]-butansäure, L-Glufosinate-monoammoniumsalz oder Bialaphos (oder Bilanafos), d.h. L-2-Amino-4-[hydroxy(methyl)phosphinyl]-butanoyl-L-alanyl-L-alanin, insbesondere dessen Natriumsalz, oder vom Glyphosate-Typ wie Glyphosate, d. h. N-(Phosphonomethyl)-glycin, Glyphosate-monoisopropylammoniumsalz, Glyphosate-natriumsalz, oder Sulfosate, d. h. N-(Phosphonomethyl)-glycin-trimesiumsalz = N-(Phosphonomethyl)-glycintrimethylsulfoxoniumsalz.

Suitable active ingredients which differ from components a) and b) and which may be present as component e) in the oil suspension concentrates according to the invention are preferably herbicidal active ingredients, for example:

• A) herbicides of the phenoxyphenoxy- and heteroaryloxyphenoxycarboxylic acid derivative type, such as A1) phenoxyphenoxy- and benzyloxyphenoxy-carboxylic acid derivatives, for example methyl 2- (4- (2,4-dichlorophenoxy) phenoxy) propionate (diclofop-methyl), 2 - (4- (4-Bromo-2-chlorophenoxy) phenoxy) propionic acid methyl ester (DE-A 26 01 548), 2- (4- (4-bromo-2-fluorophenoxy) phenoxy) propionic acid methyl ester (US Pat. No. 4,808,750), 2 - (4- (2-Chloro-4-trifluoromethylphenoxy) phenoxy) propionic acid methyl ester (DE-A 24 33 067), 2- (4- (2-fluoro-4-trifluoromethylphenoxy) phenoxy) propionic acid methyl ester (US-A 4,808,750), 2 - (4- (2,4-dichlorobenzyl) phenoxy) propionic acid methyl ester (DE-A 24 17 487), 4- (4- (4-trifluoromethylphenoxy) phenoxy) pent-2-enoic acid ethyl ester, 2- (4- (4 -Trifluoromethylphenoxy) phenoxy) propionic acid methyl ester (DE-A 24 33 067); A2) "Mononuclear" heteroaryloxyphenoxy-alkane carboxylic acid derivatives, for example ethyl 2- (4- (3,5-dichloropyridyl-2-oxy) phenoxy) propionate (EP-A 0 002 925), 2- (4- (3,5- Dichloropyridyl-2-oxy) phenoxy) propionic acid propyl ester (EP-A 0 003 114), 2- (4- (3-chloro-5-trifluoromethyl-2-pyridyloxy) phenoxy) propionic acid methyl ester (EP-A 0 003 890), Ethyl 2- (4- (3-chloro-5-trifluoromethyl-2-pyridyloxy) phenoxy) propionate (EP-A 0 003 890), 2- (4- (5-chloro-3-fluoro-2-pyridyloxy) phenoxy) propionic acid propyl ester (EP-A 0 191 736), 2- (4- (5-trifluoromethyl-2-pyridyloxy) phenoxy) butyl propionate (fluazifop-butyl); A3) "dinuclear" heteroaryloxyphenoxy-alkane carboxylic acid derivatives, for example methyl 2- and 4- (4- (6-chloro-2-quinoxalyloxy) phenoxy) propionate and ethyl ester (quizalofopmethyl and quizalofopethyl), 2- (4- (6-fluoro-2- quinoxalyloxy) phenoxy) propionic acid methyl ester (see J. Pest. Sci. Vol. 10, 61 (1985)), 2- (4- (6-chloro-2-quinoxalyloxy) phenoxy) propionic acid 2-isopropylideneaminooxyethyl ester (propaquizafop), 2 - (4- (6-Chlorobenzoxazol-2-yl-oxy) phenoxy) propionic acid ethyl ester (fenoxapropethyl) and its D (+) isomer (fenoxaprop-P-ethyl, EX) and 2- (4- (6-chlorobenzothiazol-2- ethyl yloxy) phenoxy) propionate (DE-A 26 40 730), tetrahydro-2-furylmethyl 2- (4- (6-chloroquinoxalyloxy) phenoxy) propionate (EP-A 0 323 727);
• B) chloroacetanilides, e.g. N-methoxymethyl-2,6-diethyl-chloroacetanilide (alachlor), N- (3-methoxyprop-2-yl) -2-methyl-6-ethyl-chloroacetanilide (metolachlor), N- (3- Methyl-1,2,4-oxadiazol-5-yl-methyl) -chloroacetic acid-2,6-dimethylanilide, N- (2,6-dimethylphenyl) -N- (1-pyrazolylmethyl) -chloroacetic acid amide (metazachlor);
• C) thiocarbamates, for example S-ethyl-N, N-dipropylthiocarbamate (EPTC), S-ethyl-N, N-diisobutylthiocarbamate (butylates);
• D) Cyclohexanedione oximes, for example methyl 3- (1-allyloxyiminobutyl) -4-hydroxy-6,6-dimethyl-2-oxocyclohex-3-encarboxylic acid, (alloxydim), 2- (1-ethoxyiminobutyl) -5- (2-ethylthiopropyl) -3-hydroxy-cyclohex-2-en-1-one (sethoxydim), 2- (1-ethoxyiminobutyl) -5- (2-phenylthiopropyl) -3-hydroxy-cyclohex-2-en-1-one (cloproxydim) , 2- (1- (3-chloroallyloxy) iminobutyl) -5- (2-ethylthiopropyl) -3-hydroxy-cyclohex-2-en-1-one, 2- (1- (3-chloroallyloxy) iminopropyl) -5 - (2-ethylthiopropyl) -3-hydroxy-cyclohex-2-en-1-one (clethodim), 2- (1-ethoxyiminobutyl) -3-hydroxy-5- (thian-3-yl) cyclohex-2- enone (cycloxydim), 2- (1-ethoxyiminopropyl) -5- (2,4,6-trimethylphenyl) -3-hydroxycyclohex-2-en-1-one (tralkoxydim);
• E) Benzoylcyclohexanediones, for example 2- (2-chloro-4-methylsulfonylbenzoyl) cyclohexane-1,3-dione (SC-0051, EP-A 0 137 963), 2- (2-nitrobenzoyl) -4,4-dimethyl -cyclohexane-1,3-dione (EP-A 0 274 634), 2- (2-nitro-4-methylsulfonylbenzoyl) -4,4-dimethylcyclohexane-1,3-dione (WO 91/13548, mesotrione);
• F) S- (N-aryl-N-alkyl-carbamoylmethyl) dithiophosphonic acid esters, such as S- [N- (4-chlorophenyl) -N-isopropyl-carbamoylmethyl] -O, O-dimethyl-dithiophosphate (Anilophos).
• G) alkyl azines, for example as described in WO-A 97/08156, WO-A-97/31904, DE-A-19826670, WO-A-98/15536, WO-A-8/15537, WO-A-98 / 15538, WO-A-98/15539 and also DE-A-19828519, WO-A-98/34925, WO-A-98/42684, WO-A-99/18100, WO-A-99/19309, WO-A-99/37627 and WO-A-99/65882, preferably those of the formula (E)
  
  wherein R ^{X is} (C ₁ -C ₄ ) alkyl or (C ₁ -C ₄ ) haloalkyl; R ^Y (C ₁ -C ₄ ) alkyl, (C ₃ -C ₆ ) cycloalkyl or (C ₃ -C ₆ ) cycloalkyl- (C ₁ -C ₄ ) alkyl and A -CH ₂ -, -CH ₂ -CH ₂ -, -CH ₂ -CH ₂ -CH ₂ -, -O-, -CH ₂ -CH ₂ -O-, -CH ₂ -CH ₂ -CH ₂ -O, particularly preferably those of the formula E1 E7
  
  
• H) phosphorus-containing herbicides, for example of the glusosinate type such as glufosinates in the narrower sense, ie D, L-2-amino-4- (hydroxy (methyl) phosphinyl] butanoic acid, glufosinate monoammonium salt, L-glufosinate, L- or (2S) -2-amino-4- [hydroxy (methyl) phosphinyl] butanoic acid, L-glufosinate monoammonium salt or bialaphos (or bilanafos), ie L-2-amino-4- [hydroxy (methyl) phosphinyl] butanoyl -L-alanyl-L-alanine, in particular its sodium salt, or of the glyphosate type such as glyphosate, ie N- (phosphonomethyl) glycine, glyphosate monoisopropylammonium salt, glyphosate sodium salt, or sulfosate, ie N- (phosphonomethyl) glycine trimesium salt = N- (phosphonomethyl) glycine trimethylsulfoxonium salt.

The Herbicides of groups A to N are, for example, from the above mentioned writings and from "The Pesticide Manual ", 12th edition, 2000, The British Crop Protection Council, "Agricultural Chemicals Book II - Herbicides - ", by W.T. Thompson, Thompson Publications, Fresno CA, USA 1990 and "Farm Chemicals Handbook '90", Meister Publishing Company, Willoughby OH, USA, 1990.

So far in the oil suspension concentrates according to the invention agrochemical active ingredients e) are contained, their weight fraction is 0.5 up to 50% by weight, in particular 3 to 20% by weight.

The total active substance content (sum of component a) + b) + e)) contained in the oil suspension concentrates according to the invention is generally between 1 and 80% by weight, in particular between 3 and 60% by weight.

• 1) Kohlenwasserstoffe, die unsubstituiert oder substituiert sein können, z.B. 1a) aromatische Kohlenwasserstoffe, z.B. – ein- oder mehrfach alkyl-substituierte Benzole wie Toluol, Xylole, Mesitylen, Ethylbenzol, oder – ein- oder mehrfach alkyl-substituierte Naphthaline wie 1-Methylnaphthalin, 2-Methylnaphthalin oder Dimethylnaphtalin, oder – andere vom Benzol abgeleitete aromatische Kohlenwasserstoffe, wie Indan oder Tetralin^® , oder – Gemische hieraus, 1b) aliphatische Kohlenwasserstoffe, z.B. – lineare oder verzweigte Aliphaten, z.B. der allgemeinen Formel C_nH_2n+2, wie Pentan, Hexan, Octan, 2-Methylbutan oder 2,2,4-Trimethylpentan, oder – cyclische, gegebenenfalls alkyl-substituierte Aliphaten, wie Cyclohexan oder Methylcyclopentan, oder – Gemische hieraus, wie Lösungsmittel der EXXSOL^®D-Reihe, ISOPAR^®-Reihe oder BAYOL^®-Reihe z.B. Bayol^®82 (EXXONMOBIL CHEMICALS) oder der ISANE^®IP-Reihe oder HYDROSEAL^®G-Reihe (TOTALFINAELF), 1c )Gemische von aromatischen und aliphatischen Kohlenwasserstoffen, wie Lösungsmittel der SOLVESSO^®-Reihe z.B. Solvesso^®100, Solvesso^®150 oder Solvesso^®200 (EXXONMOBIL CHEMICALS), der SOLVAREX^®/SOLVARO^®-Reihe (TOTALFINAELF) oder der Caromax^®-Reihe z.B. Caromax^®28 (Petrochem Carless), oder 1d) halogenierte Kohlenwasserstoffe wie halogenierte aromatische und aliphatische Kohlenwasserstoffe, wie Chlorbenzol oder Methylenchlorid, oder
• 2) aprotische, polare Lösungsmittel, wie Ether, Ester von C₁-C₉-Alkansäuren, die mono-, di- oder polyfunktional sein können, wie deren Mono-, Di- oder Triester, z.B. mit C₁-C₁₈-Alkylalkoholen, Ketone mit geringer Tautomerietendenz, Phophorsäureester, Amide, Nitrile oder Sulfone, z.B. Diisobutyladipat, RHODIASOLV^® RPDE (RHODIA), Cyclohexanon, JEFFSOL^®PC (HUNTSMAN), γ-Butyrolacton, N-Methylpyrrolidon, Dimethylsulfoxid, Acetonitril, Tributylphosphatam oder HOSTAREX^®PO-Reihe (Clariant), oder
• 3) Fettsäureester, z.B. natürlichen Ursprungs, z.B. natürliche Öle wie tierische Öle oder Pflanzenöle, oder synthetischen Ursprungs, z.B. Edenor^®-Reihe z.B. Edenor^®MEPa oder Edeno^®MESU oder AGNIQUE^®ME-Reihe oder AGNIQUE^®AE-Reihe (COGNIS), SALIM^®ME-Reihe (SALIM), Radia^®-Reihe z.B. Radia^®30167 (ICI), Prilube^®-Reihe z.B. Prilube^®1530 (Petrofina), STEPAN^®C-Reihe (STEFAN) oder WITCONOL^®23-Reihe (WITCO). Die Fettsäureester sind bevorzugt Ester von C₁₀-C₂₂-, vorzugsweise C₁₂-C₂₀-Fettsäuren. Die C₁₀-C₂₂-Fettsäureester sind beispielsweise Ester ungesättigter oder gesättigter C₁₀-C₂₂-Fettsäuren, insbesondere mit gerader Kohlenstoffatomzahl, z.B. Erucasäure, Laurinsäure, Palmitinsäure und insbesondere C₁₈-Fettsäuren wie Stearinsäure, Ölsäure, Linolsäure oder Linolensäure.

Examples of suitable organic solvents (component c) are:

• 1) Hydrocarbons, which may be unsubstituted or substituted, for example 1a) aromatic hydrocarbons, for example - mono- or poly-alkyl-substituted benzenes such as toluene, xylenes, mesitylene, ethylbenzene, or - mono- or poly-alkyl-substituted naphthalenes such as 1-methylnaphthalene , 2-methylnaphthalene or dimethylnaphthalene, or - other aromatic hydrocarbons derived from benzene, such as indane or Tetralin ^® , or - mixtures thereof, 1b) aliphatic hydrocarbons, for example - linear or branched aliphatics, for example of the general formula C _n H _{2n + 2} , such as pentane, hexane, octane, 2-methylbutane or 2,2,4-trimethylpentane, or - cyclic, optionally alkyl-substituted aliphatics, such as cyclohexane or methylcyclopentane, or - mixtures thereof, such as solvents from the EXXSOL ^® D series, ISOPAR ^® Series or BAYOL ^® series eg Bayol ^® 82 (EXXONMOBIL CHEMICALS) or the ISANE ^® IP series or HYDROSEAL ^® G series (TOTALFINAELF), 1c) Mixtures of aromatic and aliphatic hydrocarbons, such as solvents from the SOLVESSO ^® series, e.g. Solvesso ^® 100, Solvesso ^® 150 or Solvesso ^® 200 (EXXONMOBIL CHEMICALS), the SOLVAREX ^® / SOLVARO ^® series (TOTALFINAELF) or the Caromax ^® series, e.g. Caromax ^® 28 ( Petrochem Carless), or 1d) halogenated hydrocarbons such as halogenated aromatic and aliphatic hydrocarbons, such as chlorobenzene or methylene chloride, or
• 2) aprotic, polar solvents, such as ethers, esters of C ₁ -C ₉ -alkanoic acids, which can be mono-, di- or polyfunctional, such as their mono-, di- or triesters, for example with C ₁ -C ₁₈ -alkyl alcohols , Ketones with low tautomeric tendency, phosphoric acid esters, amides, nitriles or sulfones, for example diisobutyl adipate, RHODIASOLV ^® RPDE (RHODIA), cyclohexanone, JEFFSOL ^® PC (HUNTSMAN), γ-butyrolactone, N-methylpyrrolidone, dimethylsulfam ^®, tri-O-phosphate-nitramate, tri-O-phosphate-nitrate, PO-nitrate, tri-O-phosphate-nitrate, O-PYL Series (Clariant), or
• 3) fatty acid esters, for example of natural origin, for example natural oils such as animal oils or vegetable oils, or of synthetic origin, for example Edenor ^® series, for example Edenor ^® MEPa or Edeno ^® MESU or AGNIQUE ^® ME series or AGNIQUE ^® AE series (COGNIS), SALIM ^® ME series (SALIM), Radia ^® series e.g. Radia ^® 30167 (ICI), Prilube ^® series e.g. Prilube ^® 1530 (Petrofina), STEPAN ^® C series (STEFAN) or WITCONOL ^® 23 series (WITCO) , The fatty acid esters are preferably esters of C ₁₀ -C ₂₂ , preferably C ₁₂ -C ₂₀ fatty acids. The C ₁₀ -C ₂₂ fatty acid esters are, for example, esters of unsaturated or saturated C ₁₀ -C ₂₂ fatty acids, in particular with an even number of carbon atoms, for example erucic acid, lauric acid, palmitic acid and in particular C ₁₈ fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.

Examples of fatty acid esters such as C ₁₀ -C ₂₂ fatty acid esters are glycerol and glycol esters of fatty acids such as C ₁₀ -C ₂₂ fatty acids or their transesterification products, for example alkyl fatty acid esters such as C ₁ -C ₂₀ alkyl-C ₁₀ -C ₂₂ Fatty acid esters, as can be obtained, for example, by transesterification of the aforementioned glycerol or glycol fatty acid esters such as C ₁₀ -C ₂₂ fatty acid esters with C ₁ -C ₂₀ alcohols (for example methanol, ethanol, propanol or butanol). The transesterification can be carried out according to known methods, as described, for example, in the Römpp Chemie Lexikon, 9th edition, volume 2, page 1343, Thieme Verlag Stuttgart.

Preferred alkyl fatty acid esters such as C ₁ -C ₂₀ alkyl-C ₁₀ -C ₂₂ fatty acid esters are methyl esters, ethyl esters, propyl esters, butyl esters, 2-ethyl hexyl esters and dodecyl esters. Preferred glycol and glycerol fatty acid esters such as C ₁₀ -C ₂₂ fatty acid esters are the uniform or mixed glycol esters and glycerol esters of C ₁₀ -C ₂₂ fatty acids, in particular those fatty acids with an even number of carbon atoms, for example erucic acid, lauric acid, palmitic acid and in particular C ₁₈ fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.

Animal oils c) are generally known and commercially available. Under the term animal oils in the sense of the present invention, e.g. Oils of animal origin understood like walnut oil, Cod liver oil, musk oil or mink oil.

Vegetable oils c) are generally known and commercially available. Under the term vegetable oils in the sense of the present invention, e.g. Oils from oil-producing plant species such as Soybean oil, Rapeseed oil, Corn oil, Sunflower oil, cottonseed, Linseed oil, Coconut oil, Palm oil, Safflower oil, Walnut oil, Peanut oil, Olive oil or castor oil, especially rapeseed oil understood, with the vegetable oils also their transesterification products be understood, e.g. Alkyl esters such as rapeseed oil methyl ester or rapeseed oil ethyl ester.

The vegetable oils are preferably esters of C ₁₀ -C ₂₂ , preferably C ₁₂ -C ₂₀ fatty acids. The C ₁₀ -C ₂₂ fatty acid esters are, for example, esters of unsaturated or saturated C ₁₀ -C ₂₂ fatty acids, in particular with an even number of carbon atoms, for example erucic acid, lauric acid, palmitic acid and in particular C ₁₈ fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.

Examples of vegetable oils are C ₁₀ -C ₂₂ fatty acid esters of glycerol or glycol with the C ₁₀ -C ₂₂ fatty acids, or C ₁₀ -C ₂₀ alkyl-C ₁₀ -C ₂₂ fatty acid esters, as described, for example, by Transesterification of the aforementioned glycerol or glycol C ₁₀ -C ₂₂ fatty acid esters with C ₁ -C ₂₀ alcohols (for example methanol, ethanol, propanol or butanol) can be obtained. The transesterification can be carried out according to known methods, as described, for example, in the Römpp Chemie Lexikon, 9th edition, volume 2, page 1343, Thieme Verlag Stuttgart.

The vegetable oils can in the novel adjuvants for example in the form of commercially available vegetable oils, in particular rapeseed oils, such as Rapsölmethylester such Phytorob ^® B (Novance, France), Edenor ^® MESU and Agnique ^® ME series (Cognis, Germany) Radia ^® series (ICI) , Prilube ^® series (Petrofina) or biodiesel or in the form of commercially available vegetable oil-containing formulation additives, in particular those based on rapeseed oils such as rapeseed oil methyl ester, for example Hasten ^® (Victorian Chemical Company, Australia, hereinafter referred to as Hasten, main constituent: rapeseed oil ethyl ester), Actirob ^® B ( Novance, France, hereinafter called ActirobB, main component: rapeseed oil methyl ester), Rako-Binol ^® (Bayer AG, Germany, hereinafter called Rako-Binol, main component: rapeseed oil), Renol ^® (Stefes, Germany, hereinafter called Renol, vegetable oil component: rapeseed oil methyl ester) or Stefes Mero ^® (Stefes, Germany, termed Mero called main constituent: rapeseed lmethylester be included).

Examples of synthetic fatty acid esters are, for example, those derived from fatty acids with an odd number of carbon atoms, such as C ₁₁ -C ₂₁ fatty acid esters.

preferred organic solvents are aromatic hydrocarbons, aliphatic hydrocarbons and fatty acid esters like vegetable oils like triglycerides of fatty acids with 10 to 22 carbon atoms, both saturated and unsaturated, linear or can be branched and optionally carry further functional groups, such as corn oil, rapeseed oil, sunflower seed oil, cottonseed oil, linseed oil, soybean oil, coconut oil, palm oil, safflower oil or castor oil, and the like Transesterification products such as fatty acid alkyl esters, as well as mixtures thereof.

The solvent can be contained alone or in a mixture. The solvent used or solvent mixture preferably has a low solvency for the used or the phenylsulfonamides used (component a).

The Total solvent content in the oil suspension concentrates according to the invention is generally between 5 and 95% by weight, preferably in the range between 20 and 80% by weight. The proportion of polar solvents such as aprotic, polar is generally less than 20% by weight in the range from 0 to 10% by weight.

The sulfosuccinates (component d) contained in the oil suspension concentrates according to the invention can be, for example, mono- or diesters of sulfosuccinic acid, preferably those of the general formula (III) R ¹ - (X ₁ ) _n -O-CO-CH ₂ -CH (SO ₃ M) -CO-O- (X ₂ ) _m -R ² (III) wherein
R ^{1 is} H or an unsubstituted or substituted C ₁ -C ₃₀ hydrocarbon radical such as C ₁ -C ₃₀ alkyl or C ₇ -C ₃₀ alkylaryl,
R ^{2 is} H or an unsubstituted or substituted C ₁ -C ₃₀ hydrocarbon radical such as C ₁ -C ₃₀ alkyl or C ₇ -C ₃₀ alkylaryl, or is a cation, for example a metal cation such as an alkali or alkaline earth metal cation, or a Ammonium cation such as NH ₄ , alkyl, alkylaryl or poly (arylalkyl) phenylammonium cation,
X ¹ , X ² independently of one another, identically or differently, represent a spacer unit such as a polyether unit or a polyester unit
n, m, independently of one another, are the same or different and are zero or 1, preferably zero, and
M is a cation, for example a metal cation such as an alkali or alkaline earth metal cation, or an ammonium cation such as NH ₄ , alkyl, alkylaryl or poly (arylalkyl) phenylammonium cation.

Preferred sulfosuccinates of the formula (III) are those in which R ¹ and R ^{2 are,} independently of one another, identical or are different linear, branched or cyclic, saturated or unsaturated C ₁ -C ₂₀ - preferably C ₄ -C ₁₈ alkyl radicals, such as methyl, ethyl, butyl, hexyl, cyclohexyl, octyl such as 2-ethylhexyl, decyl -, tridecyl or octadecyl radicals, or R ¹ and R ² are C ₇ -C ₂₀ alkylaryl radicals, such as nonylphenyl, 2,4,6-tri-secbutylphenyl, 2,4,6-tris- (1-phenylethyl) -phenyl, alkylbenzyl or a hydrocinnam residue, X ₁ and X _{2 are} independently the same or different polyether units, such as polyethylene glycols - (C ₂ H ₄ O) _p - or polypropylene glycols - (C ₃ H ₆ O) _p - with p = 1 to p = 20, in particular p = 1 to p = 12, or polyester units, such as polyhydroxybutyric acid - (CH [CH ₃ ] -CH ₂ -COO) _q - or polylactic acid - (CH (CH ₃ ] -COO) _q - with q = 1 to q = 15, in particular q = 1 to q = 8,
n, m, independently of one another, are the same or different and are zero or 1, preferably zero, and M is a cation, for example a metal cation, such as an alkali metal or alkaline earth metal cation, or an ammonium cation, which may be alkyl-substituted.

• a1) ein- oder zweifach mit linearen, cyclischen oder verzweigten aliphatischen, cycloaliphatischen und/oder aromatischen Alkoholen verestertes Sulfosuccinat, beispielsweise mit 1 bis 22 C-Atomen im Alkylrest, vorzugsweise ein- oder zweifach mit Methanol, Ethanol, (Iso)propanol, (Iso)butanol, (Iso)pentanol, (Iso)hexanol, Cyclohexanol, (Iso)heptanol, (Iso)octanol (insbesondere: Ethylhexanol), (Iso)nonanol, (Iso)decanol, (Iso)undecanol, (Iso)dodecanol oder (Iso)tridecanol verestertes Mono- oder Dialkalisulfosuccinat, insbesondere Mono- oder Dinatriumsulfosuccinat,
• a2) ein- oder zweifach mit (Poly) Alkylenoxidaddukten von Alkoholen verestertes Sulfosuccinat, beispielsweise mit 1 bis 22 C-Atomen im Alkylrest und 1 bis 200, vorzugsweise 2 bis 200 Alkylenoxideinheiten im (Poly) Alkylenoxidanteil, vorzugsweise ein- oder zweifach mit Dodecyl/Tetradecyl-Alkohol +2-5 mol Ethylenoxid oder mit i-Tridecyl+3mol Ethylenoxid verestertes Mono- oder Dialkalisulfosuccinat, insbesondere Mono- oder Dinatriumsulfosuccinat,
• a3) das Dialkali, vorzugsweise das Dinatriumsalz von einfach mit Aminen oder aminoterminierten (Poly) Alkylenoxidaddukten von Alkoholen, Aminen, Fettsäuren, Estern oder Amiden umgesetztem und nachfolgend sulfoniertem Maleinsäureanhydrid, beispielsweise mit 1 bis 22 C-Atomen im Alkylrest und 1 bis 200, vorzugsweise 2 bis 200 Alkylenoxy-Einheiten im (Poly) Alkylenoxidteil, vorzugsweise das Dinatriumsalz von einfach mit Kokosfettamin umgesetztem und nachfolgend sulfoniertem Maleinsäureanhydrid,
• a4) das Dialkali, vorzugsweise das Dinatriumsalz von einfach mit Amiden oder (Poly) Alkylenoxidaddukten von Amiden umgesetztem und nachfolgend sulfoniertem Maleinsäureanhydrid, beispielsweise mit 1 bis 22 C-Atomen im Alkylrest und 1 bis 200, vorzugsweise 2 bis 200 Alykylenoxy-Einheiten im (Poly) Alkylenoxidteil, vorzugsweise das Dinatriumsalz von einfach mit Oleylamid+2 mol Ethylenoxid umgesetztem und nachfolgend sulfoniertem Maleinsäureanhydrid und/oder
• a5) das Tetraalkali, vorzugsweise das Tetranatriumsalz von N-(1,2-dicarboxyethyl-)-N-Octadecylsulfo-succinamat.

Sulfosuccinates contained according to the invention are, for example

• a1) sulfosuccinate esterified once or twice with linear, cyclic or branched aliphatic, cycloaliphatic and / or aromatic alcohols, for example with 1 to 22 carbon atoms in the alkyl radical, preferably once or twice with methanol, ethanol, (iso) propanol, ( Iso) butanol, (iso) pentanol, (iso) hexanol, cyclohexanol, (iso) heptanol, (iso) octanol (especially: ethylhexanol), (iso) nonanol, (iso) decanol, (iso) undecanol, (iso) dodecanol or (iso) tridecanol esterified mono- or dialkali sulfosuccinate, especially mono- or disodium sulfosuccinate,
• a2) sulfosuccinate esterified once or twice with (poly) alkylene oxide adducts of alcohols, for example with 1 to 22 carbon atoms in the alkyl radical and 1 to 200, preferably 2 to 200, alkylene oxide units in the (poly) alkylene oxide fraction, preferably once or twice with dodecyl / Tetradecyl alcohol + 2-5 mol ethylene oxide or mono- or dialkalisulfosuccinate esterified with i-tridecyl + 3mol ethylene oxide, in particular mono- or disodium sulfosuccinate,
• a3) the dialkali, preferably the disodium salt, of simply reacted with amines or amino-terminated (poly) alkylene oxide adducts of alcohols, amines, fatty acids, esters or amides and subsequently sulfonated maleic anhydride, for example with 1 to 22 carbon atoms in the alkyl radical and 1 to 200, preferably 2 to 200 alkyleneoxy units in the (poly) alkylene oxide part, preferably the disodium salt of maleic anhydride reacted simply with coconut fatty amine and subsequently sulfonated,
• a4) the dialkali, preferably the disodium salt of maleic anhydride reacted simply with amides or (poly) alkylene oxide adducts of amides and subsequently sulfonated, for example with 1 to 22 carbon atoms in the alkyl radical and 1 to 200, preferably 2 to 200, alkyleneoxy units in (poly ) Alkylene oxide part, preferably the disodium salt of maleic anhydride and / or simply reacted with oleylamide + 2 mol ethylene oxide and subsequently sulfonated
• a5) the tetraalkali, preferably the tetrasodium salt of N- (1,2-dicarboxyethyl -) - N-octadecylsulfosuccinamate.

• a1) Natrium-Dialkylsulfosuccinat, z.B. Natrium-Di(C₄-C₁₈)alkylsulfosuccinat wie Natrium-Diisooctylsulfosuccinat, vorzugsweise Natrium-Di(2-ethylhexyl)sulfosuccinat, kommerziell beispielsweise in Form der Aerosol^®-Marken (Cytec), der Agrilan^®- oder Lankropol^®-Marken (Akzo Nobel), der Empimin^®-Marken (Albright&Wilson), der Cropol^®-Marken (Croda), der Lutensit^®-Marken (BASF) der Triton^®-Marken (Union Carbide), der Geropon^®-Marken (Rhodia) oder der Imbirol^®-, Madeol^®- oder Polirol^®-Marken (Cesalpinia) erhältlich,
• a2) Natrium- Alkoholpolyethylenglykolethersulfosuccinat, kommerziell beispielsweise in Form von Geropon^® ACR-Marken erhältlich,
• a3) Dinatrium-Alkoholpolyethylenglykolethersemisulfosuccinat, kommerziell beispielsweise in Form der Aerosol^®-Marken (Cytec), der Marlinat^®- oder Sermul^®-Marken (Condea), der Empicol^®-Marken (Albright&Wilson), der Secosol^®-Marken (Stepan), der Geropon^®-Marken (Rhodia), der Disponil^®- oder Texapon^®-Marken (Cognis) oder der Rolpon^®-Marken (Cesalpinia) erhältlich,
• a4) Dinatrium-N-Alkylsulfosuccinamat, kommerziell beispielsweise in Form der Aerosol^®-Marken (Cytec), der Rewopol^®- oder Rewoderm^®-Marken (Rewo), der Empimin^®-Marken (Albright&Wilson), der Geropon^®-Marken (Rhodia) oder der Polirol^®-Marken (Cesalpinia) erhältlich,
• a5) Dinatrium-Fettsäureamidpolyethylenglykolethersemisulfosuccinat, kommerziell beispielsweise in Form der Elfanol^®- oder Lankropol^®-Marken (Akzo Nobel), der Rewoderm^®-, Rewocid^®- oder Rewopol^®-Marken (Rewo), der Emcol^®-Marken (Witco), der Standapol^®-Marken (Cognis) oder der Rolpon^®-Marken (Cesalpinia) erhältlich, und
• a6) Tetranatrium-N-(1,2-dicarboxyethyl)-N-Octadecyl-sulfosuccinamat, kommerziell beispielsweise in Form von Aerosol 22^®- (Cytec) erhältlich.

Examples of commercially available sulfosuccinates of groups a1) to a5) which are preferred in the context of the present invention are listed below:

• a1) Sodium dialkyl sulfosuccinate, for example sodium di (C ₄ -C ₁₈ ) alkyl sulfosuccinate such as sodium diisooctyl sulfosuccinate, preferably sodium di (2-ethylhexyl) sulfosuccinate, commercially for example in the form of the Aerosol ^® brands (Cytec), the Agrilan ^® - or Lankropol ^® brands (Akzo Nobel), Empimin ^® brands (Albright & Wilson), Cropol ^® brands (Croda), Lutensit ^® brands (BASF), Triton ^® brands (Union Carbide), Geropon ^® Brands (Rhodia) or the Imbirol ^® , Madeol ^® or Polirol ^® brands (Cesalpinia),
• a2) sodium Alkoholpolyethylenglykolethersulfosuccinat commercially available, for example in the form of Geropon ^® ACR brands
• a3) disodium alcohol polyethylene glycol ether semisulfosuccinate, commercially for example in the form of the Aerosol ^® brands (Cytec), the Marlinat ^® or Sermul ^® brands (Condea), the Empicol ^® brands (Albright & Wilson), the Secosol ^® brands (Stepan), the Geropon ^® brands (Rhodia), the Disponil ^® or Texapon ^® brands (Cognis) or the Rolpon ^® brands (Cesalpinia),
• a4) Disodium N-alkyl sulfosuccinamate, commercially for example in the form of the Aerosol ^® brands (Cytec), the Rewopol ^® or Rewoderm ^® brands (Rewo), the Empimin ^® brands (Albright & Wilson), the Geropon ^® brands (Rhodia ) or the Polirol ^® brands (Cesalpinia),
• a5) disodium fatty acid amide polyethylene glycol semisulfosuccinate, commercially for example in the form of the Elfanol ^® or Lankropol ^® brands (Akzo Nobel), the Rewoderm ^® , Rewocid ^® or Rewopol ^® brands (Rewo), the Emcol ^® brands (Witco), the Standapol ^® brands (Cognis) or the Rolpon ^® brands (Cesalpinia), and
• a6) Tetrasodium N- (1,2-dicarboxyethyl) -N-octadecyl sulfosuccinamate, commercially available, for example, in the form of Aerosol ^22® - (Cytec).

For example, sulfosuccinates are commercially available as AEROSOL ^® - (CYTEC), AGRILAN ^® - or LANKROPOL ^® - (AKZO NOBEL), EMPIMIN ^® - (HUNTSMAN), CROPOL ^® - (CRODA), LUTENSIT ^® - (BASF), TRITON ^® GR- SERIES (UNIONCARBIDE), IMBIROL ^® - / MADEOL ^® -IPOLIROL ^® - (CESALPINIA), GEROPON ^® AR series or GEROPON ^® SDS (RHODIA) available.

preferred Sulfosuccinates are e.g. the sodium, potassium and ammonium salts of bis (alkyl) sulfosuccinates, the alkyl radicals being equal to or contain different 4 to 16 carbon atoms, and preferably butyl, Hexyl, octyl such as 2-ethylhexyl or Are decyl radicals which can be linear or branched.

The Total proportion of the sulfosuccinate or sulfosuccinates in the oil suspension concentrates according to the invention is generally between 0.1 and 60% by weight, especially in Range between 0.5 and 30% by weight.

As usual auxiliary and additives (component f) can in the oil suspension concentrates according to the invention e.g. still included: surfactants such as emulsifiers and dispersants, Thickening and thixotropic agents, wetting agents, anti-drifting agents, adhesives, Penetration, preservation and antifreeze agents, antioxidants, Solubilizers, filling, Carrier- and dyes, defoamers, Fertilizer, Evaporation inhibitors, as well as pH and viscosity influencing Medium.

• 1) polyalkoxylierte, vorzugsweise polyethoxylierte, gesättigte und ungesättigte aliphatische Alkohole, – mit 8 bis 24 C-Atomen im Alkylrest, der sich von den entsprechenden Fettsäuren oder aus petrochemischen Produkten ableitet, und – mit 1 bis 100, vorzugsweise 2 bis 50, Ethylenoxideinheiten (EO), wobei die freie Hydroxy-Gruppe gegebenenfalls alkoxyliert ist, – die z.B. kommerziell als Genapol^®X- und Genapol^®O-Reihe (Clariant), Crovol^®M-Reihe (Croda) oder Lutensol^®Reihe (BASF) erhältlich sind,
• 2) polyalkoxylierte, vorzugsweise polyethoxylierte Arylalkylphenole, wie z.B. 2,4,6-Tris-(1-phenylethyl)-phenol (Tristyrylphenol) mit einem mittleren Ethoxylierungsgrad zwischen 10 und 80, bevorzugt 16 bis 40, wie z.B. SOPROPHOR^®BSU (RHODIA) oder HOE S 3474 (CLARIANT),
• 3) polyalkoxylierte, vorzugsweise polyethoxylierte Alkylphenole mit einem oder mehreren Alkylresten, wie z.B. Nonylphenol oder Tri-sec-butylphenol, und einem Ethoxylierungsgrad zwischen 2 und 40, bevorzugt 4 bis 15, wie z.B. ARKOPAL^®N-Reihe oder SAPOGENAT^®T-Reihe (CLARIANT),
• 4) polyalkoxylierte, vorzugsweise polyethoxylierte Hydroxyfettsäuren oder Hydroxyfettsäuren enthaltene Glyceride, wie z.B. Ricinin bzw. Rizinusöl, mit einem Ethoxylierungsgrad zwischen 10 und 80, bevorzugt 25 bis 40, wie z.B. EMULSOGEN^®EL-Reihe (CLARIANT) oder AGNIQUE^®CSO-Reihe (COGNIS),
• 5) polyalkoxylierte, vorzugsweise polyethoxylierte Sorbitanester, wie z.B. Atplus^®309 F (UNIQEMA) oder Alkamuls^®-Reihe (Rhodia)
• 6) Di- und Tri-block-copolymere, z.B. aus Alkylenoxiden, z.B. aus Ethylen- und Propylenoxid mit mittleren Molmassen zwischen 200 und 10000, vorzugsweise 1000 bis 4000 g/mol, wobei der Massenanteil des polyethoxylierte Blocks zwischen 10 und 80% variiert, wie z.B. GENAPOL^®PF-Reihe (CLARIANT), PLURONIC^®-Reihe (BASF), oder SYNPERONIC^®PE-Reihe (UNIQEMA),

Suitable emulsifiers and dispersants are, for example, nonionic emulsifiers and dispersants, for example:

• 1) polyalkoxylated, preferably polyethoxylated, saturated and unsaturated aliphatic alcohols, - with 8 to 24 carbon atoms in the alkyl radical, which is derived from the corresponding fatty acids or from petrochemical products, and - with 1 to 100, preferably 2 to 50, ethylene oxide units ( EO), wherein the free hydroxy group is optionally alkoxylated, - for example, O series (Clariant), Crovol ^® M series (Croda) or Lutensol are commercially available as Genapol ^® X and Genapol ^{® ®} series (BASF),
• 2) polyalkoxylated, preferably polyethoxylated, arylalkylphenols, such as 2,4,6-tris (1-phenylethyl) phenol (tristyrylphenol) having an average degree of ethoxylation between 10 and 80, preferably 16 to 40, such as SOPROPHOR ^® BSU (RHODIA) or HOE S 3474 (CLARIANT),
• 3) polyalkoxylated, preferably polyethoxylated alkylphenols with one or more alkyl radicals, such as nonylphenol or tri-sec-butylphenol, and a degree of ethoxylation between 2 and 40, preferably 4 to 15, such as ARKOPAL ^® N series or SAPOGENAT ^® T series ( Clariant),
• , Polyalkoxylated 4) preferably polyethoxylated, hydroxyfatty acids or hydroxy fatty acids glycerides contained, for example, ricinine or castor oil, with a degree of ethoxylation between 10 and 80, preferably 25 to 40, such as Emulsogen ^® EL series (CLARIANT) or AGNIQUE CSO ^® series (COGNIS )
• 5) polyalkoxylated, preferably polyethoxylated sorbitan esters, such as Atplus 309 ^® F (UNIQEMA) or Alkamuls ^® series (Rhodia)
• 6) di- and tri-block copolymers, for example of alkylene oxides, for example of ethylene and propylene oxide, with average molar masses between 200 and 10,000, preferably 1000 to 4000 g / mol, the mass fraction of the polyethoxylated block varying between 10 and 80%, such as GENAPOL ^® PF series (CLARIANT), PLURONIC ^® series (BASF), or SYNPERONIC ^® PE series (UNIQEMA),

preferred nonionic emulsifiers and dispersants are e.g. polyethoxylated Alcohols, polyethoxylated triglycerides, which contain hydroxy fatty acids and polyethylene oxide-polypropylene oxide block copolymers.

The Total proportion of nonionic emulsifiers and dispersants in the oil suspension concentrates according to the invention is generally between 0 and 20% by weight. Become non-ionic Emulsifiers and dispersants, in addition to their emulsifying / dispersing Properties, also to increase biological effectiveness, e.g. used as a penetration or adhesive, you can Proportion in the oil suspension concentrates according to the invention increase up to 60% by weight.

• 1) polyalkoxylierte, vorzugsweise polyethoxylierte Emulgatoren/Dispergatoren (vgl. Komponente e), die ionisch modifiziert sind, z.B. durch Umsetzung der endständigen freien Hydroxylfunktion des Polyethylenoxidblocks zu einem Sulfat- oder Phosphatester (z.B. als Alkali- und Erdalkalimetallsalze), wie z.B. Genapol^®LRO oder Dispergiermittel 3618 (Clariant), Emulphor^® (BASF) oder Crafol^®AP (Cognis),
• 2) Alkali- und Erdalkalimetallsalze von Alkylarylsulfonsäuren mit linearer oder verzweigter Alkylkette, wie Phenylsulfonat CA oder Phenylsulfonat CAL (Clariant), Atlox^® 3377BM (ICI), Empiphos^®TM-Reihe (Huntsman)
• 3) Polyelektrolyte, wie Ligninsulfonate, Kondensationsprodukte aus Naphthalinsulfonat und Formaldehyd, Polystyrolsulfonat oder sulfonierte ungesättigte oder aromatische Polymere (Polystyrole, Polybutadiene oder Polyterpene), wie Tamol^®-Reihe (BASF), Morwet^®D425 (Witco), Kraftsperse^®-Reihe (Westvaco), Borresperse^®-Reihe (Borregard).

Ionic emulsifiers and dispersants are also suitable, for example:

• 1) polyalkoxylated, preferably polyethoxylated, emulsifiers / dispersants (cf., component e) which are ionically modified, for example by reaction of the terminal free hydroxyl of the polyethylene oxide into a sulfate or Phosphatester (eg as alkali metal and alkaline earth metal salts) such as Genapol ^® LRO or dispersant 3618 (Clariant), Emulphor ^® (BASF) or Crafol ^® AP (Cognis),
• 2) Alkali and alkaline earth metal salts of alkylarylsulfonic acids with a linear or branched alkyl chain, such as Phenyl sulfonate CA or phenyl sulfonate CAL (Clariant), Atlox ^® 3377BM (ICI), Empiphos ^® TM series (Huntsman)
• 3) polyelectrolytes, such as lignin sulfonates, condensation products of naphthalene sulfonate and formaldehyde, polystyrene sulfonate or sulfonated unsaturated or aromatic polymers (polystyrenes, polybutadienes or polyterpenes), such as Tamol ^® series (BASF), Morwet ^® D425 (Witco), Kraftsperse ^® -Racohe ), Borresperse ^® series (Borregard).

preferred Ionic emulsifiers / dispersants are e.g. Salts of alkylarylsulfonic acids and Polyelectrolytes from the polycondensation of naphthalene sulfonate and formaldehyde.

The Total proportion of ionic emulsifiers and dispersants in the oil suspension concentrates according to the invention is generally between 0 and 20% by weight, in particular between 0 and 8% by weight.

• 1) modifizierte natürliche Silikate, wie chemisch modifizierte Bentonite, Hectorite, Attapulgite, Montmorillonite, Smektite oder andere Silikatmineralien, wie BENTONE^® (ELEMENTIS), ATTAGEL^® (ENGELHARD), AGSORB^® (OIL-DRI CORPORATION) oder HECTORITE^® (AKZO NOBEL)
• 2) synthetische Silikate, wie Silikate der SIPERNAT^®-, AEROSIL^®- oder DUROSIL^®-Reihe (DEGUSSA), der CAB-O-SIL^®-Reihe (CABOT) oder der VAN GEL-Reihe (R.T. VANDERBILT),
• 3) Verdicker auf Basis synthetischer Polymere, wie Verdicker der THIXIN^®- oder THIXATROL^®-Reihe (ELEMENTIS).
• 4) Verdicker auf Basis natürlicher Polymere und natürlicher Öle, z.B. aus der THIXIN^®- oder THIXATROL^®-Reihe (ELEMENTIS).

Examples of suitable thickeners and thixotropic agents are:

• 1) modified natural silicates, such as chemically modified bentonites, hectorites, attapulgites, montmorillonites, smectites or other silicate minerals, such as BENTONE ^® (ELEMENTIS), ATTAGEL ^® (ENGELHARD), AGSORB ^® (OIL-DRI CORPORATION) or HECTORITE ^® (AKZO NOBEL)
• 2) synthetic silicates, such as silicates from the SIPERNAT ^® , AEROSIL ^® or DUROSIL ^® series (DEGUSSA), the CAB-O-SIL ^® series (CABOT) or the VAN GEL series (RT VANDERBILT),
• 3) Thickeners based on synthetic polymers, such as thickeners from the THIXIN ^® or THIXATROL ^® series (ELEMENTIS).
• 4) Thickeners based on natural polymers and natural oils, e.g. from the THIXIN ^® or THIXATROL ^® series (ELEMENTIS).

preferred Thickeners and thixotropic agents are e.g. modified layered silicates and thickeners based on synthetic polymers.

The Proportion of thickeners and thixotropic agents in the oil suspension concentrates according to the invention is generally between 0 and 5% by weight, in particular between 0.2 and 3% by weight.

• a) 0,1 bis 30 Gew.-% eines oder mehrere herbizider Wirkstoffe aus der Gruppe der Phenylsulfonamide,
• b) 2 bis 40 Gew.-% eines oder mehrere Safener,
• c) 20 bis 80 Gew.-% eines oder mehrere Lösungsmittel,
• d) 0,5 bis 30 Gew.-% eines oder mehrere Sulfosuccinate,
• e) 3 bis 20 Gew.-% eines oder mehrere von a) und b) verschiedener agrochemischer Wirkstoffe,
• f) 0 bis 20 Gew.-% eines oder mehrere nichtionischer Emulgatoren und Dispergatoren, 0 bis 8 Gew.-% eines oder mehrerer ionischer Emulgatoren und Dispergatoren 0 bis 3 Gew.-% eines oder mehrerer Verdickungs- und Thixotriopiermittel.

Oil suspension concentrates according to the invention are preferred, containing:

• a) 0.1 to 30% by weight of one or more herbicidal active compounds from the group of the phenylsulfonamides,
• b) 2 to 40% by weight of one or more safeners,
• c) 20 to 80% by weight of one or more solvents,
• d) 0.5 to 30% by weight of one or more sulfosuccinates,
• e) 3 to 20% by weight of one or more agrochemical active ingredients different from a) and b),
• f) 0 to 20% by weight of one or more nonionic emulsifiers and dispersants, 0 to 8% by weight of one or more ionic emulsifiers and dispersants 0 to 3% by weight of one or more thickening and thixotropic agents.

• a) ein oder mehrere herbizide Wirkstoffe der Formel (II) und/oder deren Salze, vorzugsweise A1, A2, A3 oder A6,
• b) einen Safener aus der Gruppe S1-1, S1-9 und S2-1,
• c) ein organisches Lösungsmittel aus der Gruppe der aliphatischen Kohlenwasserstoffe, der Gemische von aromatischen und aliphatischen Kohlenwasserstoffe und der Pflanzenöle wie Rapsölmethylester, und
• d) ein Alkali Di(C₄-C₁₈)alkylsulfosuccinat wie Natrium Di(C₄-C₁₈)alkylsulfosuccinat.

In a preferred embodiment, the oil suspension concentrate according to the invention contains

• a) one or more herbicidal active compounds of the formula (II) and / or their salts, preferably A1, A2, A3 or A6,
• b) a safener from the group S1-1, S1-9 and S2-1,
• c) an organic solvent from the group of aliphatic hydrocarbons, mixtures of aromatic and aliphatic hydrocarbons and vegetable oils such as rapeseed oil methyl ester, and
• d) an alkali di (C ₄ -C ₁₈ ) alkyl sulfosuccinate such as sodium di (C ₄ -C ₁₈ ) alkyl sulfosuccinate.

Oil suspension concentrates according to the invention which contain the components mentioned below should be mentioned as particularly preferred examples, without any intention that this should impose a restriction. Solvesso means a solvent from the Solvesso ^® series, preferably Solvesso ^® 200, Bayol a solvent from the Bayol ^® series, preferably Bayol ^® 82, Edenor = Edenor ^® MESU and Actirob = Actirob ^® B.

Sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-1 + A1, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-1 + A1, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S1- 1 + A1, sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S1-1 + A1, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-1 + A2, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-1 + A2, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S1-1 + A2, sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S1-1 + A2, sodium di ( 2-ethylhexyl) sulfosuccinate + Solvesso + S1-1 + A3, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-1 + A3, sodium di (2-ethylhexyl) sul fosuccinate + Edenor + S1-1 + A3, sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S1-1 + A3, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-1 + A4, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-1 + A4, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S1-1 + A4, sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S1-1 + A4, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-1 + A5, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-1 + A5, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S1-1 + A5, sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S1-1 + A5, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-1 + A6 + EX, sodium di (2-ethylhexyl ) sulfosuccinate + Bayol + S1-1 + A6 + EX, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S1-1 + A6 + EX, sodium di (2-ethylhexyl) suifosuccinate + Actirob B + S1-1 + A6 + EX, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-1 + A6, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-1 + A6, sodium di (2-ethylhexyl) sulfosu ccinat + Edenor + S1-1 + A6, sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S1-1 + A6.

Sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-9 + A1, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-9 + A1, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S1-9 + A1, Sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S1-9 + A1, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-9 + A2, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-9 + A2, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S1-9 + A2, Sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S1-9 + A2, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-9 + A3, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-9 + A3, sodium di (2-ethylhexyl) suifosuccinate + Edenor + S1-9 + A3, Sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S1-9 + A3, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-9 + A4, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-9 + A4, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S1-9 + A4, Sodium di (2-ethylhexyl) sulfasuccinate + Actirob B + S1-9 + A4, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-9 + A5, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-9 + A5, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S1-9 + A5, Sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S1-9 + A5, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-9 + A6 + EX, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-9 + A6 + EX, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S1-9 + A6 + EX, sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S1-9 + A6 + EX, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S1-9 + A6, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S1-9 + A6, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S1-9 + A6, sodium di (2-ethylhexyl) sulfosuccinate + actirob B + S1-9 + A6.

Sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S2-1 + A1, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S2-1 + A1, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S2-1 + A1, Sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S2-1 + A1, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S2-1 + A2, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S2-1 + A2, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S2-1 + A2, Sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S2-1 + A2, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S2-1 + A3, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S2-1 + A3, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S2-1 + A3, Sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S2-1 + A3, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S2-1 + A4, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S2-1 + A4, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S2-1 + A4, Sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S2-1 + A4, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S2-1 + A5, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S2-1 + A5, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S2-1 + A5, Sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S2-1 + A5, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S2-1 + A6 + EX, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S2-1 + A6 + EX, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S2-1 + A6 + EX, sodium di (2-ethylhexyl) sulfosuccinate + Actirob B + S2-1 + A6 + EX, sodium di (2-ethylhexyl) sulfosuccinate + Solvesso + S2-1 + A6, sodium di (2-ethylhexyl) sulfosuccinate + Bayol + S2-1 + A6, sodium di (2-ethylhexyl) sulfosuccinate + Edenor + S2-1 + A6, sodium di (2-ethylhexyl) sulfosuccinate + actirob B + S2-1 + A6.

In the combinations above also several phenylsulfonamides combined as component a) and fight together of harmful plants are used in plant crops.

For example, in a preferred embodiment, as component a), various phenylsulfonylureas of the formula (II) and / or their salts can be combined with one another, for example
Mesosulfuron-methyl + iodosulfuron-methyl,
Mesosulfuron-methyl + iodosulfuron-methyl-sodium,
Mesosulfuron-methyl + foramsulfuron,
Mesosulfuron-methyl + foramsulfuron-sodium,
Mesosulfuron-methyl-sodium + iodosulfuron-methyl,
Mesosulfuron-methyl-sodium + iodosulfuron-methyl-sodium,
Mesosulfuron-methyl-sodium + foramsulfuron,
Mesosulfuron-methyl-sodium + foramsulfuron-sodium,
Foramsulfuron + iodosulfuron-methyl,
Foramsulfuron + iodosulfuron-methyl-sodium,
Foramsulfuron sodium + iodosulfuron-methyl,
Foramsulfuron sodium + iodosulfuron methyl sodium.

The Phenylsulfonamides a) and their mixtures, e.g. the aforementioned Active ingredient mixtures of phenylsulfonylureas of the formula (II) and / or their salts can be combined with one or more safeners, in particular with the safeners mefenpyr-diethyl (S1-1), isoxadifen-ethyl (S1-9) and cloquintocetmexyl (S2-1).

Provided in the oil suspension concentrates according to the invention contain as component a) mixtures of several phenylsulfonamides are, e.g. the aforementioned mixtures of phenylsulfonylureas of formula (II) and / or their salts, is at least one of the Phenylsulfonamides in suspended form, it can also all phenylsulfonamides are in suspension.

The Oil suspension concentrates according to the invention can by known methods, e.g. by mixing the components getting produced. For example, a premix is made wherein the sulfosuccinate d) is dissolved in the organic solvent c) and this solution, optionally further auxiliaries and additives f) are added. Then, optionally used soluble agrochemical active ingredients b) and e) dissolved in the premix. After completing the resolution process becomes solid phenylsulfonamide a) and any insoluble active ingredients used b) and e) suspended in the mixture. The rough suspension is optionally after a pre-grinding, subjected to a fine grinding.

In another variant solid phenylsulfonamide a), and optionally used insoluble Components b), e) and f), in a mixture of the organic solvent c) and the sulfosuccinate d) suspended and subjected to grinding. Any soluble used Active ingredients b) and e) as well as auxiliaries and additives from f), none Require grinding or for The grinding process is not necessary after grinding added.

to Preparation of the mixtures can common Mixers are used, which are optionally tempered. Can be used for pre-grinding e.g. High-pressure homogenizers or based on the rotor-stator principle working mills are used, such as Ultraturax homogenizers, e.g. from IKA, or Toothed colloid mills, e.g. from Puck. For the fine grinding can e.g. discontinuous pearl mills, e.g. from Drais or continuous bead mills, e.g. Bachofen be used. Depending on the properties of the components used, as well as technical and safety requirements and from economical reasons, can adapt the manufacturing process and, if necessary, to a Pre-grinding or fine grinding can be dispensed with.

The Components a) to f) used for the production can contain water contain as a minor component, which is in the oil suspension concentrates according to the invention finds. The oil suspension concentrates according to the invention can therefore contain small amounts of water, generally from 0 to 5% by weight. The oil suspension concentrates according to the invention are preferably no further drying process.

to Application the oil suspension concentrates according to the invention if necessary in the usual way, e.g. to suspensions, diluted e.g. by means of water. It may be advantageous to obtain further spray liquors obtained agrochemical active ingredients (e.g. tank mixing partners in the form of corresponding Formulations) and / or customary auxiliaries and additives, e.g. self-emulsifying oils like vegetable oils or paraffin oils and / or fertilizers admit. The present invention therefore also relates to such herbicidal compositions, based on the oil suspension concentrates according to the invention.

The herbicides according to the invention Agents have an excellent herbicidal activity against wide range of economically important mono- and dicotyledonous harmful plants on. Even difficult to fight perennial weeds, that from rhizomes, rhizomes or other permanent organs are well recorded. there can the means e.g. pre-sowing, pre-emergence or post-emergence be applied. Some representatives are examples called the monocotyledonous and dicotyledonous weed flora caused by the herbicides according to the invention Means can be controlled without going through the naming is a limitation to be done in certain ways.

On the side of the monocotyledon weed species are e.g. Apera spica venti, Avena spp., Alopecurus spp., Brachiaria spp., Digitaria spp., Lolium spp., Echinochloa spp., Panicum spp., Phalaris spp., Poa spp., Setaria spp. and Bromus spp. like Bromus catharticus, Bromus secalinus, Bromus erectus, Bromus tectorum and Bromus japonicus and Cyperus species from the annual group and rarely from the perennial species Agropyron, Cynodon, Imperata as well as Sorghum and also persistent Cyperus species well covered.

at dicotyledon weed species, the spectrum of activity extends to species such as. Abutilon spp., Amaranthus spp., Chenopodium spp., Chrysanthemum spp., Galium spp. such as Galium aparine, Ipomoea spp., Kochia spp., Lamium spp., Matricaria spp., Pharbitis spp., Polygonum spp., Sida spp., Sinapis spp., Solanum spp., Stellaria spp., Veronica spp. and Viola spp., Xanthium spp., on the annual side, and Convolvulus, Cirsium, Rumex and Artemisia in the perennial weeds.

Under harmful plants occurring in the rice according to the specific culture conditions such as. Echinochloa, Sagittaria, Alisma, Eleocharis, Scirpus and Cyperus are also outstanding from the agents according to the invention fought.

Become the herbicides according to the invention Applied to the earth's surface before germination, either the weed seedlings completely prevent emergence or the weeds grow to the cotyledon stage, but then stop growing one and eventually die completely after three to four weeks.

at Application of the herbicides according to the invention Means on the green Plant parts in the post-emergence process also occur very quickly after the treatment a drastic growth stop and the weed plants remain in the growth stage at the time of application stand or die completely after a certain time, so that on this Way one for the crops harmful Weed competition very early and is permanently eliminated.

The herbicides according to the invention Means are characterized by a quick onset and long lasting herbicidal effect. The rain resistance of the active ingredients in the combinations according to the invention is usually cheap. As a special advantage weight that the effective doses of. used in the herbicidal compositions herbicidal compounds can be set so low that their soil effect is optimally low. Thus, their use is not only sensitive Cultures possible but groundwater contamination are practically avoided. Through the combination according to the invention of active ingredients is a significant reduction in the amount required of active ingredients.

The mentioned properties and advantages are in the practical weed control of Benefit to agricultural crops from unwanted To keep competing plants free and thus the yields qualitative and to secure and / or increase quantitatively. The technical standard is through these new means in terms of the properties described clearly exceeded.

Although the herbicides according to the invention Have excellent herbicidal activity against mono- and dicotyledon weeds, crops of economically important crops e.g. dicotyledonous Cultures such as soybeans, cotton, rapeseed, sugar beet, or Gramineae crops such as wheat, barley, rye, oats, millet, rice or corn, only marginally or not harmed at all. The present compounds are very suitable for these reasons good for selective control of unwanted Plant growth in agricultural crops or in ornamental crops.

Furthermore exhibit the herbicides according to the invention Excellent growth-regulating properties in crop plants on. They regulate the plant's metabolism one and can thus for the targeted influencing of plant ingredients and to facilitate harvesting such as by triggering desiccation and stunted growth be used. Furthermore, they are also suitable for general use Control and inhibition of unwanted vegetative growth without killing the plants. A Inhibition of vegetative growth plays in many mono- and dicotyledons Cultures a great Role, as this can reduce or completely prevent storage.

Because of their herbicidal and plant growth regulatory properties, the herbicidal compositions according to the invention can also be used to control harmful plants in crops of known or still to be developed genetically modified plants. The transgenic plants are usually distinguished by special advantageous properties, for example by resistance to certain pesticides, especially certain herbicides, resistance to plant diseases or pathogens such as certain insects or microorganisms such as fungi, bacteria or viruses. Other special properties relate, for example, to the crop in terms of quantity, quality, storability, composition and special ingredients. Transgenic plants with an increased starch content or altered starch quality or with a different fatty acid composition of the crop are known.

Prefers is the use of the agents according to the invention in economic important transgenic crops of crops and ornamental plants, e.g. of gramineous cultures such as wheat, barley, rye, oats, millet, rice and corn or else Crops of sugar beet, Cotton, soybeans, rapeseed, potatoes, tomatoes, peas and other vegetables. Preferably can the agents according to the invention used as herbicides in crops which across from the phytotoxic effects of the herbicides are resistant or genetically engineered have been made resistant.

at the application of the herbicides according to the invention Agents in transgenic cultures occur alongside those in other cultures effects to be observed Harmful plants often have effects on the application in the respective transgenic culture are specific, for example a modified one or specially expanded weed spectrum that can be controlled can, changed Application rates for the application can be used, preferably good combinability with the herbicides, opposite to whom the transgenic culture is resistant, as well as influencing Growth and yield of the transgenic crops.

object the present invention is also a method for fight of unwanted Plant growth, preferably in plant crops such as cereals (e.g. Wheat, barley, rye, oats, rice, corn, millet), sugar beet, sugar cane, Rapeseed, cotton and soy, particularly preferred in monocotyledon crops like cereals, e.g. Wheat, barley, rye, oats, crosses thereof such as triticale, rice, corn and millet, taking one or more herbicides according to the invention Agent on the harmful plants, parts of plants, plant seeds or the area on which the plants grow, e.g. applied the acreage.

The Plant crops can also genetically modified or obtained by mutation selection and are preferably tolerant across from Acetolactate synthase (ALS) inhibitors.

The oil suspension concentrate The present invention exhibits excellent chemical stability during the Production and storage and is particularly suitable for combinations of active substances with different physico-chemical properties, e.g. one in organic solvents slightly soluble herbicidal phenylsulfonamide with a soluble safener and optionally further soluble agrochemical agents. Moreover has the oil suspension concentrate excellent physical stability, good applicability and user-friendliness, as well as high biological effectiveness and selectivity.

If those in the examples below were not described otherwise mentioned oil suspension concentrates prepared as follows: a premix was prepared where the sulfosuccinate d) in the solvent c) solved was and this solution, the further auxiliaries and additives f) were added. Then was the safener b) dissolved in the premix. After completing the solution process solid phenylsulfonylamide a) was suspended in the mixture. The rough suspension became, after a pre-grinding, a fine grinding subjected.

The abbreviations used in the following examples have the following meaning:
Iodosulfuron = 3- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -1- (2-carboxy-5-iodophenylsulfonyl) urea sodium salt
Mefenpyr = 1- (2,4-dichlorophenyl) -5- (ethoxycarbonyl) -5-methyl-2-pyrazoline-3-carboxylic acid ethyl ester
Bentone ^® 34 = modified layered silicate, elementis
Edenor ^® MESU = rapeseed oil methyl ester, Cognis
Emulsogen ^® EL-400 = polyethoxylated castor oil with 40 units of ethylene oxide, Clariant
Genapol ^® PF10 = polyethylene oxide-polypropylene oxide block copolymer with 10% units of ethylene oxide, Clariant
Genapol ^® V4739 = polyethoxylated iso-tridecanol with 6 units of ethylene oxide, methoxy-capped, Clariant
Jeffsol ^® PC = propylene carbonate, Huntsman
Solvesso ^® 200 = aromatic mineral oil (boiling range 219-281 ° C), Exxon
Thixatrol ^® ST = Thixothropiermittel based on a castor oil derivative
Triton ^® GR-7M E = di (2-ethylhexyl) sulfosuccinate sodium salt in aromatic solvent, Union Carbide
8W40 ° C = eight-week storage test at 40 ° C

Example 1:

manufacturing an oil suspension concentrate

The Concentration of iodosulfuron was determined by HPLC before and after Production of the oil suspension concentrate certainly.

Table 1: Chemical stability of component a) during production (all data in grams)

Example 2:

manufacturing and storage of an oil suspension concentrate

The Concentration of iodosulfuron was determined by HPLC before and after Production of the oil suspension concentrate as well as after 8 weeks Storage at 40 ° C certainly.

Table 2: Chemical stability of component a), during manufacture and storage (all figures in% by weight)

Claims (14)

Oil suspension concentrate, containing a) one or more herbicidal active ingredients from the Group of phenylsulfonamides, in suspended form, b) a or several safeners, c) one or more organic solvents, and d) one or more sulfosuccinates. Oil suspension concentrate according to claim 1, which contains as component a), one or more herbicides Active substances from the group phenylsulfonylaminocarbonyltriazolinone and phenylsulfonylureas. Oil suspension concentrate according to claim 1 or 2, which contain as component b), one or more Safeners from the group dichlorophenylpyrazoline-3-carboxylic acid and their esters, 5,5-diphenyl-2-isoxazoline-3-carboxylic acid their Esters and 8-quinoline oxyacetic acid and their esters. Oil suspension concentrate according to one or more of the claims 1 to 3, which contain as component c), one or more solvent from the group of unsubstituted or substituted hydrocarbons, aprotic polar solvents and fatty acid esters. Oil suspension concentrate according to one or more of the claims 1 to 4, which contain as component d), one or more Sulfosuccinates from the group of mono- and diesters of sulfosuccinic acid. Oil suspension concentrate according to a or more of the claims 1 to 5, in addition containing e) one or more agrochemicals different from a) and b) Active ingredients and / or f) usual Auxiliaries and additives. Process for the preparation of an oil suspension concentrate according to a or more of claims 1 to 6, wherein the components are mixed and optionally ground become. A method for controlling harmful plants, wherein an effective amount of an oil suspension con centrate according to one or more of claims 1 to 6 on the harmful plants, parts of the plants, plant seeds, the area on which plants grow is applied. Use an oil suspension concentrate according to one or more of the claims 1 to 6, to combat of harmful plants. Use of an oil suspension concentrate according to one or more of the claims 1 to 6, for the preparation of a herbicidal composition. Use according to claim 10, wherein the herbicidal agent is a suspension. Herbicidal agent containing an oil suspension concentrate according to one or more of the claims 1 to 6. Process for combating harmful plants, in which an effective amount of a herbicidal composition according to claim 12 on the harmful plants, Parts of plants, plant seeds, the area on which plants grow is applied. Use of a herbicidal composition according to claim 12, to combat of harmful plants.