Claims
- 1. Herbicidal concentrated oil in water emulsion compositions comprising on a weight basis about 0.5% to 10% of a water soluble salt of an imidazolinyl acid represented by formula (I) below ##STR3## wherein W is oxygen or sulfur; X is H, halogen, methyl or hydroxyl;
- Y and Z are each hydrogen, halogen, C.sub.1 -C.sub.6 alkyl, hydroxyloweralkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.4 alkylthio, phenoxy, C.sub.1 -C.sub.4 haloalkyl, nitro, cyano, C.sub.1 -C.sub.4 alkylamino, diloweralkylamino or C.sub.1 -C.sub.4 alkylsulfonyl group or phenyl optionally substituted with one C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; difluoromethoxy, trifluoromethoxy, 1,1,2,2-tetrafluoroethoxy, C.sub.3 -C.sub.8 straight or branched alkenyloxy optionally substituted with one to three halogens, or C.sub.3 -C.sub.8 straight or branched alkynyloxy optionally substituted with one to three halogens;
- and, when taken together Y and Z may form a ring which may optionally be substituted, in which YZ or ZY are represented by --(CH.sub.2).sub.n --, --(CH).sub.n --, where n is an integer of 3 or 4, or --(CH.sub.2).sub.2 --Q-- or --(CH).sub.2 --Q--, wherein Q is oxygen or sulfur, with the proviso that X is hydrogen;
- R.sub.1 is C.sub.1 -C.sub.4 alkyl;
- R.sub.2 is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl; and when R.sub.1 and R.sub.2 are taken together with the carbon to which they are attached they may represent C.sub.3 -C.sub.6 cycloalkyl optionally substituted with methyl;
- 5% to 45% of a trifluralin
- 5% to 40% of a water immiscible solvent;
- 0.5% to 5.0% of an alkylphenol polyethylene oxide condensate;
- 0.5% to 5.0% of a ethylene oxide/propylene oxide block copolymer;
- 0% to 5.0% of an anionic dispersant; and sufficient water to total 100%.
- 2. A composition according to claim 1 comprising a continuous aqueous phase of a solution of a water soluble salt of a herbicidal formula (I) imidazolinyl acid having a pH in a range of from about pH 6.5 to pH 8; having dispersed therein an organic water immiscible solvent containing trifluralin; having an average droplet size of less than 5 microns.
- 3. A composition according to claim 2 comprising an aqeuous phase of a solution of a water soluble
- 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinic acid; or
- 5-ethyl-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinic acid; or
- 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methyl nicotinic acid; or
- 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-3-quinolinecarboxylic acid, in the aqeuous phase; and
- alpha,alpha,alpha-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine (trifluralin) dissolved in the dispersed organic phase.
- 4. A composition according to claim 3 wherein
- the alkylphenol polyethylene oxide condensate is a nonylphenol ethoxylate with 9 to 10 mols of ethylene xide;
- the ethylene oxide propylene oxide block copolymer is a butyl-omega-hydroxypoly(oxypropylene)block copolymer with poly(oxyethylene) having a molecular weight in a range of 2,400 to 3,500;
- the anionic dispersing agent is an alkali metal salt of fatty acid tauride or fatty acid alkyltauride.
- 5. A composition according to claim 4 wherein the dispersed organic phase has an average droplet size of less than 2 microns.
- 6. A composition according to claim 5 wherein the organic solvent is chlorobenzene, xylene or an aromatic hydrocarbon mixture having a distillation range in a temperature range of 118.degree. C. to 305.degree. C.
- 7. A composition according to claim 6 wherein the surfactants and dispersants are
- alpha-butyl-omega-hydroxy-ethylene oxide-propylene oxide block copolymer having an HLB of 12 and a viscosity at 25.degree. C. of 2,000 CPS,
- nonylphenol ethoxylate (9 to 10 mols of ethylene oxide), and
- sodium N-methyl-N-oleoyltaurate.
- 8. A composition according to claim 7 comprising
- 25% to 35% trifluralin;
- 4% to 6% 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-3-quinolinecarboxylic acid;
- 25% to 35% organic solvent;
- 1 5% to 2.5% alpha-butyl-omega-hydroxy-ethylene oxide-propylene oxide block copolymer having an HLB of 12 and a viscosity at 25.degree. C. of 2,000 CPS;
- 1.5% to 2.5% nonylphenol ethoxylate (9 to 10 mols of ethylene oxide);
- 1 5% to 2.5% sodium N-methyl-N-oleoyltaurate and sufficient water to total 100%.
- 9. Herbicidal compositions comprising 0.5% to 10% by weight of a herbicidally effective water soluble salt of an imidazolinyl acid by formula (I) below ##STR4## wherein W is oxygen or sulfur; X is H, halogen, methyl or hydroxyl: Y and Z are each hydrogen, halogen, C.sub.1 -C.sub.6 alkyl, hydroxyloweralkyl; C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.4 alkylthio, phenoxy, C.sub.1 -C.sub.4 haloalkyl, nitro, cyano, C.sub.1 -C.sub.4 alkylamino, diloweralkylamino or C.sub.1 -C.sub.4 alkylsulfonyl group or phenyl optionally substituted with one C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; difluoromethoxy, trifluoromethoxy, 1,1,2,2-tetrafluoroethoxy, C.sub.3 -C.sub.8 straight or branched alkenyloxy optionally substituted with one to three halogens, or C.sub.3 --C.sub.8 straight or branched alkynyloxy optionally substituted with one to three halogens;
- and, when taken together Y and Z may form a ring which may optionally be substituted, in which YZ or ZY are represented by --(CH.sub.2).sub.n --, --(CH).sub.n --, where n is an integer of 3 or 4, or --(CH.sub.2).sub.2 --Q-- or --(CH).sub.2 --Q--, wherein Q is oxygen or sulfur, with the proviso that X is hydrogen;
- R.sub.1 is C.sub.1 -C.sub.4 alkyl;
- R.sub.2 is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl; and when R.sub.1 and R.sub.2 are taken together with the carbon to which they are attached they may represent C.sub.3 -C.sub.6 cycloalkyl optionally substituted with methyl,
- 5% to 45% by weight of trifluralin, a water immiscible solvent for the trifluralin, alkylphenol polyethylene oxide condensate and ethylene oxide/propylene oxide block copolymer emulsifying agents and an anionic dispersant, and water, the emulsifying agents and dispersant being present in an amount resulting in a physically and chemically stable concentrated oil in water emulsion.
Parent Case Info
This is a division of application, Ser. No. 7,068, filed Jan. 27, 1987, now U.S. Pat. No. 4,822,405.
US Referenced Citations (9)
Foreign Referenced Citations (2)
Number |
Date |
Country |
0978766 |
Dec 1975 |
CAX |
2022418A |
Dec 1979 |
GBX |
Non-Patent Literature Citations (1)
Entry |
The Royal Society of Chemistry, The Agrochemicals Handbook, (p. A412), UK, 1983. |
Divisions (1)
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Number |
Date |
Country |
Parent |
7068 |
Jan 1987 |
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