US3127311A - Fungicidal compositions - Google Patents

Fungicidal compositions Download PDF

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Publication number
US3127311A
US3127311A US3127311DA US3127311A US 3127311 A US3127311 A US 3127311A US 3127311D A US3127311D A US 3127311DA US 3127311 A US3127311 A US 3127311A
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acid
fatty
compositions
polyglycol
organic
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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/12Powders or granules
    • A01N25/14Powders or granules wettable
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/12Powders or granules
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S424/00Drug, bio-affecting and body treating compositions
    • Y10S424/09Fish posts

Definitions

  • the present invention relates to and has as its objects new and useful compositions of organic fungicides, which contain in addition to known active fungicides certain special emulsifiers and other adjectives which render the inventive compositions highly active and especially stable.
  • the special ingredients contained in the inventively improved fungicidal compositions are fatty alcohol polyglycol ethers or fatty acid polyglycol esters, metal salts, special magnesium salts of fatty acids and lower aliphatic or aromatic poly-basic carbonic acids or hydroxy carbonic acids.
  • auxiliary agents in fungicidal compositions especially detergents, emulsifiers, hydrophobating agents, adhesives act on the time of action and rapidity of action in a negative way.
  • a theoretical example is the following: If an organic fungicide which acts by its decomposition products is brought into stable formulations, the particles are covered by water impenetrable layers and thereby the micro-particles are not able to be decomposed and there- The purpose of improving 3,127,311 Patented Mar. 31, 1964 by they become inert or less biologically active on the plant.
  • compositions of organic fungicides especially improved fungicidal spray compositions broadly may be obtained, if as auxiliary solvents fatty acid metal salts and fatty acid polyglycol esters or fatty alcohol polyglycol ethers or aryl-polyglycol ethers are used. Additionally a certain amount of a solid lower aliphatic dior polycarboxylic acid or an aromatic carboxylic acid should be present in the inventive fungicidal compositions.
  • Compositions of the above said type not only have a highly acute activity (rapid action), but they also render the organic fungicides a long lasting activity.
  • the compositions of the present invention also secure a good distribution on the plants. A redistribution on the sprayed plant organs by rain water also does not lead to such an amount as this is the case with other known fungicidal compositions.
  • the above mentioned polyglycol ethers may be an aryloxypolyglycol ether such as the reaction product of ethylene oxide or propylene oxide or mixtures thereof with phenol, the different cresols, and the like, hydroxy diphenyls (especially 0- or p-hydroxydiphenyl), with benzyl hydroxydiphenyl, and the like.
  • aryloxypolyglycol ether such as the reaction product of ethylene oxide or propylene oxide or mixtures thereof with phenol, the different cresols, and the like, hydroxy diphenyls (especially 0- or p-hydroxydiphenyl), with benzyl hydroxydiphenyl, and the like.
  • fatty alcohol polyglycol ethers such as the reaction products of C to C alcohols especially C to C alcohols with ethylene oxide or propylene oxide or mixture thereof.
  • Those reaction products are e.g. lauryl, stearyl, palmityl or oleyl polyglycol ethers.
  • polyglycol ethers there is to be understood a reaction product containing more than at least 2 glycol radicals in the molecule and usually not more than about glycol radicals. Most suitable are the commercially available polyglycol ethers containing average between about 8 to 20 glycol radicals.
  • the fatty acid glycerol esters as above mentioned should contain at least one unesterified OH-group. As examples there may be mentioned the lauric acid-glycerol-monoand -diesters, the palmitic acid-glycerol-monoand -diesters, the stearic acid-glyceroldiester (Emocithin) and the like.
  • Metal salts of fatty acids in the meaning of this invention are especially salts of C to C carbonic acids and should contain as a salt forming metal especially an alkaline earth metal (magnesium, calcium and the like), zinc, manganese, aluminium, iron, copper and the like.
  • Especially useful organic acids are lauric, stearic, palmitic, margaric, oleic, linoleic acid and the like.
  • Especially suitable solid lower aliphatic dior polybasic acids which are useful for the inventively used compositions are oxalic acid, maleic acid, succinic acid, adipic acid, malic acid, citric acid, and the like.
  • Aromatic acids are especially phthalic acid, salicylic acid, and the like.
  • Organic fungicides which may be formulated with the inventively used compositions are broadly the known compounds used in the field of plant protection as yet.
  • TMTD tetramethyl-thiuram disulfide, ferric dimethyl dithiocarbamate, manganese ethylene bis-dithiocarbamate, disodium ethylene bis-dithiocarbamate, zinc ethylene bis-dithiocarbamate, zinc dimethyl dithiocarbamate).
  • N-trichloromethyl mercaptoA-cyclohexene-l.Z-dicarboximide 2.3-dichloro-l.4-naphthoquinone
  • Z-heptadecyl glyoxalidine acetate dinitro-( l-methyl heptyl)-phenyl-crotonate.
  • a special advantage of the inventively used combinations is the fact that this combination does not decrease the biological activity, but protects the active compound against influences which ordinarily make the active compound less efiicient. It has even been found that the biological activity is greater than the activity of formulations of known constituents used as yet for practical purposes. A further advantage is the increased period of activity of the inventively used compositions.
  • the inventive compositions usually contain the active ingredient in an amount of 5 to 95%, the balance being inert materials and the inventively used additional compounds.
  • the polyglycol ether or polyglycol ester compound is present in an amount of 1 to 25% more specifically 2 to 8%.
  • the fatty acid salt in the inventively used compositions should be present in an amount of 1 to 15%, especially 2 to 10%.
  • the solid hydroxy carboxylic, dicarboxylic or polycarboxylic acid at last is present in an amount up to 10%, es ecially in an amount of 2 to 8%.
  • Inert materials used for the inventively described compositions are talc, chalk, kaoline, bentonite, kieselguhr and especially finely divided highly dispersable silicic acids in the form of their various commercially available brands.
  • N trichloro methyl-thic-(dimethyl-arninosulfonicacid-anilide) (a) 50.0% of N-trichloro-methyl-thio-(dimethylamino-sulfonic-acid-anilide) 4.0% of oleyl-polyglycol other 1.0% of magnesium stearate 8.0% of salicylic acid Rest finely divided silicic acid 50.0% of N-trichloro-methyl-thio-(dimethylamino sulfonic acid anilide) 10.0% of magnesium stearate 5.0% of decyl-polyglycol ether 8.0% of salicylic acid Rest finely divided silicic acid
  • An identical composition may be prepared from: N- tric-hloro-methyl mercapto 4-cyclo-hexene-1.Z-di-carboximide.
  • EXAMPLE 5 N-Tric/zlol'o-Methyl-Thio-(Dinlet/1ylamino-Sulfonic Acid Anilide) the same as described before. 5 Active Evaluation number ingredient l3 concc-ntra EXAMPL 1 tion, Un- Sprayed Tcti'amethyl-Thiul'am-D sulfide (TMTD) percent sprayed TEST ([0 Normal formulation (with emulsifier 0.025 7 31 only) 0.0125 2t 50 g t E 1 gg25 3; I; lngrc len va uaconcentration Imeunve combmanon g g numb Non-treated control 100 100 W l 0.025 25 e claim:
  • a ⁇ I a G V 1 0.0125 34 59 (0) up to 10% of a solid organic acid this acid being Inventive combmqfion 16 8-83 2 a member selected from the group consisting of a Q 010125 17 43 lower aliphatic dicarboxylic acid, a lower aliphatic Non'tmted comm 100 100 hydroxy-carboxylic acid and salicylic acid,
  • EXAMPLE 2 Fungicidal compositions containing an organic 35 fungicide in an amount from 5 to 95 together with r F L Zznc Ethylen BIS Dzthzoca bamate (ZINEB) (a) 2 to 10% OI fatty alcohol p yg y ethers, the fatty alcohol having 12 to 18 carbon atoms and g 'g Evaluatlon numb" being etherified with up to 50 glycol residues, and concentra- (b) 1 to 10% of fatty acid metal salts, the fatty acid g l gg' Sprawl 40 having 12 to 18 carbon atoms and the metal being a member selected from the group consisting of Normal formulation (commercially 0.05 5 15 9319mm, magneslum, Z1I1C and alumlruurn, and I available i 29 (c) up to 10% of a solid organic acid, this acid being 88 g 3 a member selected from the group

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  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (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)
US3127311D 1959-03-10 Fungicidal compositions Expired - Lifetime US3127311A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF27907A DE1139696B (de) 1959-03-10 1959-03-10 Fungizide Spritzmittelpulverzubereitungen auf der Basis organischer Wirkstoffe

Publications (1)

Publication Number Publication Date
US3127311A true US3127311A (en) 1964-03-31

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US3127311D Expired - Lifetime US3127311A (en) 1959-03-10 Fungicidal compositions

Country Status (6)

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US (1) US3127311A (xx)
BE (1) BE588509A (xx)
CH (1) CH386766A (xx)
DE (1) DE1139696B (xx)
GB (1) GB905695A (xx)
NL (1) NL249291A (xx)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4766153A (en) * 1986-04-30 1988-08-23 Sandoz Ltd. Alkyl polyoxyalkylene carboxylate esters and skin care compositions containing the same
WO2019077460A1 (en) * 2017-10-17 2019-04-25 Upl Ltd NEW AGROCHEMICAL COMBINATIONS

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2696453A (en) * 1952-05-27 1954-12-07 Herbert L Sanders Emulsifiers and toxicants containing the same
US2731338A (en) * 1951-01-05 1956-01-17 Monsanto Chemicals Emulsifying and dispersing agents
US2913372A (en) * 1954-07-23 1959-11-17 Atlas Powder Co Compositions for dispersing powders in water
US2946721A (en) * 1954-12-17 1960-07-26 Gen Aniline & Film Corp Emulsification of water-insoluble organic solvents

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2731338A (en) * 1951-01-05 1956-01-17 Monsanto Chemicals Emulsifying and dispersing agents
US2696453A (en) * 1952-05-27 1954-12-07 Herbert L Sanders Emulsifiers and toxicants containing the same
US2913372A (en) * 1954-07-23 1959-11-17 Atlas Powder Co Compositions for dispersing powders in water
US2946721A (en) * 1954-12-17 1960-07-26 Gen Aniline & Film Corp Emulsification of water-insoluble organic solvents

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4766153A (en) * 1986-04-30 1988-08-23 Sandoz Ltd. Alkyl polyoxyalkylene carboxylate esters and skin care compositions containing the same
WO2019077460A1 (en) * 2017-10-17 2019-04-25 Upl Ltd NEW AGROCHEMICAL COMBINATIONS
CN111683531A (zh) * 2017-10-17 2020-09-18 Upl有限公司 新型农用化学品组合
CN115530175A (zh) * 2017-10-17 2022-12-30 Upl有限公司 农用化学品组合

Also Published As

Publication number Publication date
NL249291A (xx)
GB905695A (en) 1962-09-12
DE1139696B (de) 1962-11-15
BE588509A (xx)
CH386766A (de) 1965-01-15

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