GB1593814A - Synergistic fungicidal compositions - Google Patents
Synergistic fungicidal compositions Download PDFInfo
- Publication number
- GB1593814A GB1593814A GB7023/78A GB702378A GB1593814A GB 1593814 A GB1593814 A GB 1593814A GB 7023/78 A GB7023/78 A GB 7023/78A GB 702378 A GB702378 A GB 702378A GB 1593814 A GB1593814 A GB 1593814A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cyclododecyl
- diisopropyl
- fungicidal composition
- nitroisophthalate
- ethoxylated
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims description 33
- 230000000855 fungicidal effect Effects 0.000 title claims description 21
- 230000002195 synergetic effect Effects 0.000 title description 2
- -1 alkaline earth metal salts Chemical class 0.000 claims description 24
- JMXKCYUTURMERF-UHFFFAOYSA-N dodemorph Chemical compound C1C(C)OC(C)CN1C1CCCCCCCCCCC1 JMXKCYUTURMERF-UHFFFAOYSA-N 0.000 claims description 13
- 239000004480 active ingredient Substances 0.000 claims description 12
- VJAWBEFMCIINFU-UHFFFAOYSA-N Nitrothal-isopropyl Chemical compound CC(C)OC(=O)C1=CC(C(=O)OC(C)C)=CC([N+]([O-])=O)=C1 VJAWBEFMCIINFU-UHFFFAOYSA-N 0.000 claims description 10
- 239000003921 oil Substances 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- 241000233866 Fungi Species 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- 150000001340 alkali metals Chemical class 0.000 claims description 6
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 6
- 150000002170 ethers Chemical class 0.000 claims description 6
- 229920000151 polyglycol Polymers 0.000 claims description 6
- 239000010695 polyglycol Substances 0.000 claims description 6
- 241000109329 Rosa xanthina Species 0.000 claims description 5
- 235000004789 Rosa xanthina Nutrition 0.000 claims description 5
- 239000004615 ingredient Substances 0.000 claims description 5
- 150000002790 naphthalenes Chemical class 0.000 claims description 5
- 241000196324 Embryophyta Species 0.000 claims description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 4
- 241000896203 Podosphaera pannosa Species 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 4
- 238000002474 experimental method Methods 0.000 claims description 4
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000000417 fungicide Substances 0.000 claims description 3
- FKKAGFLIPSSCHT-UHFFFAOYSA-N 1-dodecoxydodecane;sulfuric acid Chemical class OS(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC FKKAGFLIPSSCHT-UHFFFAOYSA-N 0.000 claims description 2
- QQGRFMIMXPWKPM-UHFFFAOYSA-N 2,3,4-tributylphenol Chemical compound CCCCC1=CC=C(O)C(CCCC)=C1CCCC QQGRFMIMXPWKPM-UHFFFAOYSA-N 0.000 claims description 2
- QZEDXQFZACVDJE-UHFFFAOYSA-N 2,3-dibutylnaphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(O)(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 QZEDXQFZACVDJE-UHFFFAOYSA-N 0.000 claims description 2
- NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical class CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 241000219104 Cucurbitaceae Species 0.000 claims description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical class OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 2
- 241000896246 Golovinomyces cichoracearum Species 0.000 claims description 2
- 244000141359 Malus pumila Species 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- 241001337928 Podosphaera leucotricha Species 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims description 2
- UCMUFGZICNJTGA-UHFFFAOYSA-N acetic acid;2,6-dimethylmorpholine Chemical compound CC(O)=O.CC1CNCC(C)O1 UCMUFGZICNJTGA-UHFFFAOYSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 claims description 2
- 150000005215 alkyl ethers Chemical class 0.000 claims description 2
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 2
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 claims description 2
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 230000000844 anti-bacterial effect Effects 0.000 claims description 2
- 239000007900 aqueous suspension Substances 0.000 claims description 2
- 239000003899 bactericide agent Substances 0.000 claims description 2
- 239000004359 castor oil Substances 0.000 claims description 2
- 235000019438 castor oil Nutrition 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims description 2
- 150000002191 fatty alcohols Chemical class 0.000 claims description 2
- 239000003337 fertilizer Substances 0.000 claims description 2
- 238000009472 formulation Methods 0.000 claims description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 2
- 238000000227 grinding Methods 0.000 claims description 2
- 239000003630 growth substance Substances 0.000 claims description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical class CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 claims description 2
- 239000004009 herbicide Substances 0.000 claims description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical class CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 2
- 208000015181 infectious disease Diseases 0.000 claims description 2
- 239000002917 insecticide Substances 0.000 claims description 2
- 229920005610 lignin Polymers 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 229920000609 methyl cellulose Polymers 0.000 claims description 2
- 239000001923 methylcellulose Substances 0.000 claims description 2
- 235000010981 methylcellulose Nutrition 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 230000001069 nematicidal effect Effects 0.000 claims description 2
- 239000005645 nematicide Substances 0.000 claims description 2
- 229920000847 nonoxynol Polymers 0.000 claims description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 229920001296 polysiloxane Polymers 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 239000011573 trace mineral Substances 0.000 claims description 2
- 235000013619 trace mineral Nutrition 0.000 claims description 2
- 239000002699 waste material Substances 0.000 claims description 2
- 235000011430 Malus pumila Nutrition 0.000 claims 1
- 235000015103 Malus silvestris Nutrition 0.000 claims 1
- 241000220317 Rosa Species 0.000 claims 1
- 239000006185 dispersion Substances 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000006072 paste Substances 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 230000001464 adherent effect Effects 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- YLJLLELGHSWIDU-UHFFFAOYSA-N 4-cyclododecyl-2,6-dimethylmorpholin-4-ium;acetate Chemical compound CC([O-])=O.C1C(C)OC(C)C[NH+]1C1CCCCCCCCCCC1 YLJLLELGHSWIDU-UHFFFAOYSA-N 0.000 description 1
- 241000221785 Erysiphales Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000011280 coal tar Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
(54) SYNERGISTIC FUNGICIDAL COMPOSITIONS
(71) We, BASF AKTIENGESELLSCHAFT, a German Joint Stock Company of 6700
Ludwigshafen, Federal Republic of Germany, do hereby declare the invention, for which we pray that a Patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement:
The present invention relates to a fungicidal composition containing a mixture of active ingredients.
It is known to use diisopropyl 5-nitroisophthalate (German Patent 1,218,792) and
N-cyclododecyl-2 ,6-dimethylmorpholine (German Patent 1,198,125) as fungicides.
We have now found that a fungicidal composition containing a mixture of diisopropyl 5-nitroisophthalate and N-cyclododecyl-2,6-dimethylmorpholine has a far better fungicidal action than its individual components.
The term "N-cyclododecyl-2,6-dimethylmorpholine" is also intended to cover salts of this compound with acids, e.g. N-cyclododecyl-2 ,6-dimethylmorpholine acetate.
The fungicidal compositions according to the invention are particularly suitable for protecting plants against diseases caused by powdery mildews, e.g Sphaerotheca pannosa in roses, Erysiphe cichoracearum in Cucurbitaceae, and Podosphaera leucotricha in apples.
The ratio in which the active ingredients are mixed may vary within a wide range. A weight ratio of diisopropyl N-nitroisophthalate to N-cyclododecyl-2,6-dimethylmorpholine of from 1:1 to 4:1 is preferred.
When the fungicidal composition according to the invention are used for treating plants, application rates are usually from 0.5 to 5 kg/ha.
Application may be effected for instance in the form of powders, suspensions, dispersions, emulsions, oil dispersions, pastes, dusts or broadcasting agents by spraying atomizing, dusting, broadcasting or watering. The forms of application depend entirely on the purpose for which the compositions are being used; in any case they should ensure a fine distribution of the active ingredients.
For the preparation of emulsions, pastes and oil dispersions, mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, further coal-tar oils, and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons such as benzene, toluene, xylene, paraffin, tetrahydronaphthalene and alkylated naphthalenes, and derivatives of such hydrocarbons such as methanol, ethanol, propanol, butanol, chloroform, carbon tetrachloride, cyclohexanol, cyclohexanone, chlorobenzene and isophorone, and strongly polar solvents such as dimethylformamide, dimethyl sulfoxide, Nmethylpyrrolidone, as well as water, are suitable.
Aqueous formulations may be prepared from emulsion concentrates, pastes, oil dispersions or wettable powders by adding water. To prepare emulsions, pastes and oil dispersions the ingredients as such or dissolved in an oil or solvent may be homogenized in water by means of wetting or dispersing agents, adherents or emulsifiers. Concentrates which are suitable for dilution with water may be prepared from active ingredient, wetting agent, adherent, emulsifying or dispersing agent and possibly solvent or oil.
Examples of surfactants are: alkali metal, alkaline earth metal and ammonium salts of ligninsulfonic acid, naphthalenesulfonic acids, phenolsulfonic acids, alkylaryl sulfonates, alkyl sulfates, and alkyl sulfonates, alkali metal and alkaline earth metal salts of dibutyl-naphthalenesulfonic acid, lauryl ether sulfate, fatty alcohol sulfates, alkali metal and alkaline earth metal salts of fatty acids, salts of sulfated hexadecanols, heptadecanols, and octadecanols, salts of sulfated fatty alcohol glycol ether, condensation products of sulfonated naphthalene and naphthalene derivatives with formaldehyde, condensation products of naphthalene or naphthalenesulfonic acids with phenol and formaldehyde, polyoxyethylene octylphenol ethers, ethoxylated isooctylphenol, ethoxylated octylphenol and ethoxylated nonylphenol, alkylphenol polyglycol ethers, tributylphenol polyglycol ethers, alkylaryl polyester alcohols, isotridecyl alcohols, fatty alcohol ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal, sorbitol esters, lignin sulfite waste liquors and methyl cellulose.
Powders, dusts and broadcasting agents may be prepared by mixing or grinding the active ingredients with a solid carrier.
The formulations generally contain from 0.1 to 95%, preferably 0.5 to 90 %, by weight of active ingredients.
There may be added to the compositions oils of various types, herbicides, fungicides, nematocides, insecticides, bactericides, trace elements, fertilizers, antifoams (e.g., silicones) and growth regulators.
Example
Outdoor roses of the "Superstar" variety were sprayed to runoff 4 times during a vegetation period with aqueous suspensions of the active ingredient mixtures, in the mixture and weight ratios given in the table; the individual components were used for comparison. As the roses suffered natural attack by the fungus Sphaerotheca pannosa, artificial infection was not necessary. Upon conclusion of the experiment, the number of mildew colonies on the leaves was counted.
Active Ratio Wt% of active No. of mildew
ingredient ingredient in liquor colonies/100 leaves
N-cyclododecyl- 1:1 0.05 + 0.05 73
2,6-dimethyl
morpholine acetate 1:1.5 0.04 + 0.06 86
+
diisopropyl 5
nitroisophthalate 1:4 0.02 + 0.08 105
N-cyclododecyl
2,6-dimethyl- - 0.1 124
morpholine acetate
diisopropyl 5
nitroisophthalate - 0.1 150
The results of this experiment show that the mixture, when employed in the same concentration (0.1%) as the individual active ingredients, has a better fungicidal action than both components used alone.
WHAT WE CLAIM IS:
1. A fungicidal composition comprising a mixture of diisopropyl 5-nitroisophthalate and N-cyclododecyl-2,6-dimethylmorpholine.
2. A fungicidal composition as claimed in Claim 1 wherein the N-cyclododecyl-2,6dimethylmorpholine is present as a salt with an acid.
3. A fungicidal composition as claimed in Claim 2 wherein the N-cyclododecyl-2,6dimethylmorpholine is present as the acetate.
4. A fungicidal composition as claimed in any of Claims 1 to 3 wherein the weight ratio of diisopropyl 5-nitroisophthalate to N-cyclododecyl-2,6-dimethylmorpholine is from 1:1 to 4:1.
5. A process for preparing a fungicidal composition, wherein diisopropyl 5nitroisophthalate is mixed with N-cyclododecyl-2 ,6-dimethylmorpholine.
6. A process for combatting fungi, wherein the fungi or the plants to be protected against fungus attack are treated with a fungicidal composition as claimed in any of Claims 1 to 4.
**WARNING** end of DESC field may overlap start of CLMS **.
Claims (7)
1. A fungicidal composition comprising a mixture of diisopropyl 5-nitroisophthalate and N-cyclododecyl-2,6-dimethylmorpholine.
2. A fungicidal composition as claimed in Claim 1 wherein the N-cyclododecyl-2,6dimethylmorpholine is present as a salt with an acid.
3. A fungicidal composition as claimed in Claim 2 wherein the N-cyclododecyl-2,6dimethylmorpholine is present as the acetate.
4. A fungicidal composition as claimed in any of Claims 1 to 3 wherein the weight ratio of diisopropyl 5-nitroisophthalate to N-cyclododecyl-2,6-dimethylmorpholine is from 1:1 to 4:1.
5. A process for preparing a fungicidal composition, wherein diisopropyl 5nitroisophthalate is mixed with N-cyclododecyl-2 ,6-dimethylmorpholine.
6. A process for combatting fungi, wherein the fungi or the plants to be protected against fungus attack are treated with a fungicidal composition as claimed in any of Claims 1 to 4.
7. A process as claimed in Claim 6 wherein rose trees are treated against Sphaerotheca
pannosa, apple trees are treated against Podosphaera leucotricha or Cucurbitaceae are treated against Erysiphe cichoracearum.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772707709 DE2707709A1 (en) | 1977-02-23 | 1977-02-23 | FUNGICIDE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1593814A true GB1593814A (en) | 1981-07-22 |
Family
ID=6001938
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7023/78A Expired GB1593814A (en) | 1977-02-23 | 1978-02-22 | Synergistic fungicidal compositions |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE864026A (en) |
| CA (1) | CA1107639A (en) |
| DE (1) | DE2707709A1 (en) |
| FR (1) | FR2381469A1 (en) |
| GB (1) | GB1593814A (en) |
| IT (1) | IT1101768B (en) |
| NL (1) | NL185598C (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5182277A (en) * | 1985-03-04 | 1993-01-26 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara R.T. | Fungicides and plant-growth controlling agents |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1218792B (en) * | 1964-10-15 | 1966-06-08 | Basf Ag | Fungicides for plant protection |
| DE2365177A1 (en) * | 1973-12-29 | 1975-07-10 | Basf Ag | FUNGICIDE |
| DE2461513A1 (en) * | 1974-12-27 | 1976-07-08 | Basf Ag | MORPHOLINE DERIVATIVES |
-
1977
- 1977-02-23 DE DE19772707709 patent/DE2707709A1/en active Granted
-
1978
- 1978-02-01 CA CA296,273A patent/CA1107639A/en not_active Expired
- 1978-02-09 NL NLAANVRAGE7801507,A patent/NL185598C/en not_active IP Right Cessation
- 1978-02-16 BE BE185230A patent/BE864026A/en not_active IP Right Cessation
- 1978-02-17 FR FR7804623A patent/FR2381469A1/en active Granted
- 1978-02-20 IT IT48117/78A patent/IT1101768B/en active
- 1978-02-22 GB GB7023/78A patent/GB1593814A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IT7848117A0 (en) | 1978-02-20 |
| NL185598B (en) | 1990-01-02 |
| FR2381469A1 (en) | 1978-09-22 |
| IT1101768B (en) | 1985-10-07 |
| FR2381469B1 (en) | 1983-11-10 |
| NL185598C (en) | 1990-06-01 |
| NL7801507A (en) | 1978-08-25 |
| BE864026A (en) | 1978-08-16 |
| CA1107639A (en) | 1981-08-25 |
| DE2707709C2 (en) | 1989-05-24 |
| DE2707709A1 (en) | 1978-08-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19930222 |