WO1981001787A1 - Herbicidal compositions containing n-(phosphonomethyl)-glycine - Google Patents
Herbicidal compositions containing n-(phosphonomethyl)-glycine Download PDFInfo
- Publication number
- WO1981001787A1 WO1981001787A1 PCT/HU1980/000012 HU8000012W WO8101787A1 WO 1981001787 A1 WO1981001787 A1 WO 1981001787A1 HU 8000012 W HU8000012 W HU 8000012W WO 8101787 A1 WO8101787 A1 WO 8101787A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- glycine
- phosphonomethyl
- salt
- compositions
- acid
- Prior art date
Links
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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
Definitions
- the invention relates to herbicidal compositions containing N-(phosphonomethyl)-glycine or a non-phytotoxic salt thereof, in combination with 2,4-dichlorophenoxyacetic acid or ⁇ -naphthylacetic acid or a non-phytotoxic salt of these compounds.
- N-(phosphonomethyl)-glycine can successfully be used for combatting weeds, especially perennial, deeply rooted weeds, but is effective also as a total plant killer /United States Patent Specification No. 3,799,758/.
- 2,4-Dichlorophenoxyacetic acid and ⁇ -naphthylacetic acid are also known in the art.
- the present invention relates to herbicidal compositions comprising a combination of N-(phosphonomethyl)-glycine and 2,4-dichlorophonoxyacetic acid or ⁇ -naphthylacetic acid or a non-phytotoxic salt of these compounds, in an effective amount.
- the present invention is based on the recognition that the herbicidally effective amount of N-(phosphonomethyl) -glycine or a salt thereof can considerably be reduced by using it in combination with 2,4-dichlorophenoxyacetic acid or a non-phytotoxic salt of these compounds.
- Non-phytotoxic salts of N-(phosphonomethyl)-glycine preferably include alkyl amine salts, preferably havingfrom 1 to 4 carbon atoms.
- the preferred salts of 2,4-dichlorophenoxyacetic acid also include alkyl amine salts, preferably having from 1 to 4 carbon atoms, e.g. isopropyl amine, dimethyl amine salts, etc., but other salts, e.g. alkali metal, alkali earth metal salts can also be used.
- the herbicidal compositions containing N-(phosphonomethyl)-glycine as active ingredient are commercially available generally as emulsifiable concentrates containing 30 to 36 % by weight of active ingredient. They are generally employed at a rate of 10 lit./ha.
- compositions according to the invention contain from 0.01 to 95 % by weight of the herbicidally active combination and 5 to 99.9 % by weight of one or more formulation acids.
- the total active ingredient concentration preferably is between 0.1 to 85 % by weight, more preferably between 1 and 40 % weight.
- the proportion of N-(phosphonomethyl)-glycine to 2,4-dichlorophenoxyacetic acid or ⁇ -naphthylacetic acid can be varied within a wide range.
- the weight ratio of N-(phosphonomethyl)-glycine or a salt thereof to dichlorophenoxyacetic acid or a salt thereof preferably is between 5:1 and 1:5, more preferably between 4:1 and 1:2.
- the proportion of 11-(phosphonomethyl)-glycine or a salt thereof to ⁇ -naphthylacetic acid or a salt thereof preferably is between 2:1 and 5:1. It has surprisingly been found that of the herbicidal compositions according to the invention a smaller amount is required to obtain the same herbicidal effect than of the commercially available compositions, which contain N-(phosphonomethyl)-glycine as a sole active ingredient. In this way N-(phosphonomethyl)-glycine can partly be replaced by other agricultural chemicals and its effectivity can be increased.
- the formulation aids usable in the compositions according to the invention are additives generally applied in the preparation of herbicides and described in detail in numerous texbooks.
- the formulation aids may for example be inert solid or liquid carriers, diluents, surfactants, e.g. dispersing and emulsifying agents, wetting agents, adhesives, etc.
- compositions may conveniently be formulated as solutions, emulsions and dispersions.
- compositions according to the invention may also be formulated as concentrates, which can be diluted in the place of application with water of any other suitable solvent.
- concentrates include for example pastes, oily dispersions, emulsifiable concentrates, etc.
- Suitable surfactants include salts of lignin sulfonic acid, alkylaryl sulfonates, alkyl sulfates, fatty alcohol sulfates, alkylarylpolyglycol ethers, etc.
- Test plants Agropyron repens
- a dispersion of 1.8 and 3.6 kg of compound A in 500 lit. of water is applied to one hectare.
- a dispersion of 1.8 kg of a compound A and 0.9 kg of a compound E or F in 500 lit. of water was applied to one hectare.
- compositions containing a combination of compounds A and E, and A and F, respectively have the same effect as the compositions containing N-(phosphonomethyl)-glycine (compound A) alone, in an amount of 3.6 kg.
- the amount of N-(phosphonomethyl)-glycine required to achieve the same herbicidal effect is reduced by 50 %.
- Ciochorium intybus Plantago media
- composition containing a combination of the compounds A and E had the same herbicidal effect on all test plants as the composition containing N-(phosphonomethyl)-glycine alone, i.e. necessary amount of N-(phosphonomethyl)-glycine can be reduced to about 60 % .
- Analogeous tests were carried out also Agropyron repens, Achilles distans, Artemisia vulgaris, Cynodon dactylon, Plantago media and Sonchus oleraceus. If was found that a dispersion of 1.8 kg. of N-(phosphonomethyl)-glycine in 500 lit.
- Aqueous dispersion Ingredients Amount (parts by weight)
- Ethyleneoxide-oil acid N-monoethanol amide addition product 10 Dodecylbenzenesulfonic acid Ca 5 Ethyleneoxide-castor oil addition product The dispersion obtained by admixing the ingredients is diluted with 100000 parts by weight of water.
- the mixture obtained by admixing the ingredients is diluted with 10000 parts by weight of water.
- the tank mixture contains 0.1 % weight of active ingredient.
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL8020480A NL8020480A (en) | 1979-12-28 | 1980-12-23 | Synergistic N-phosphono:methyl-glycine herbicide compsn. - with 2,4-di:chloro:phenoxyacetic acid or alpha;naphthyl:acetic acid or their salts |
BR8009000A BR8009000A (pt) | 1979-12-28 | 1980-12-23 | Composicoes herbicidas contendo n-(fosfonometil)-glicina |
DE3050142T DE3050142C2 (de) | 1979-12-28 | 1980-12-23 | N-(Phosphonomethyl)-glycin oder ein nicht-phytotoxisches Salz davon enthaltende herbizide Zusammensetzung |
JP81500325A JPS56501804A (no) | 1979-12-28 | 1980-12-23 | |
DK379081A DK379081A (da) | 1979-12-28 | 1981-08-26 | Herbicide praeparater indeholdende n-(phosphonmethyl)-glycin |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HUNI234 | 1979-12-28 | ||
HU79NI234A HU182980B (en) | 1979-12-28 | 1979-12-28 | Concentrates and spray solutions containing n-bracket-phosphono-methyl-bracket closed-glycine |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1981001787A1 true WO1981001787A1 (en) | 1981-07-09 |
Family
ID=11000012
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/HU1980/000012 WO1981001787A1 (en) | 1979-12-28 | 1980-12-23 | Herbicidal compositions containing n-(phosphonomethyl)-glycine |
Country Status (22)
Country | Link |
---|---|
US (1) | US4445927A (no) |
EP (1) | EP0042854B1 (no) |
JP (1) | JPS56501804A (no) |
AU (1) | AU534692B2 (no) |
BE (1) | BE886889A (no) |
BG (1) | BG35742A3 (no) |
BR (1) | BR8009000A (no) |
CH (1) | CH648187A5 (no) |
CS (1) | CS219936B2 (no) |
DD (1) | DD155867A5 (no) |
DE (1) | DE3050142C2 (no) |
DK (1) | DK379081A (no) |
FI (1) | FI64881C (no) |
HU (1) | HU182980B (no) |
IL (1) | IL61814A (no) |
NL (1) | NL8020480A (no) |
NO (1) | NO152397C (no) |
NZ (1) | NZ195945A (no) |
PT (2) | PT72287A (no) |
RO (1) | RO82658A (no) |
WO (1) | WO1981001787A1 (no) |
ZA (1) | ZA808053B (no) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0144137A1 (en) * | 1983-10-27 | 1985-06-12 | Stauffer Chemical Company | Synergistic herbicidal compositions |
EP0146238A1 (en) * | 1983-10-27 | 1985-06-26 | Stauffer Chemical Company | Synergistic herbicidal composition |
US5268352A (en) * | 1989-11-22 | 1993-12-07 | American Cyanamid Company | Herbicidal emulsifiable suspension concentrate compositions |
WO2008069826A1 (en) * | 2006-12-06 | 2008-06-12 | Akzo Nobel N.V. | Compatibility agents for herbicidal formulations comprising 2,4-(dichlorophenoxy) acetic acid salts |
US8293683B2 (en) | 2006-12-06 | 2012-10-23 | Akzo Nobel N.V. | Alkylamidopropyl dialkylamine surfactants as adjuvants |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU561761B2 (en) * | 1983-03-16 | 1987-05-14 | Monsanto Company | Glyphosate-type herbicidal compositions |
JP2606300B2 (ja) * | 1988-07-08 | 1997-04-30 | 住友化学工業株式会社 | 除草組成物 |
US6930075B1 (en) | 1990-11-02 | 2005-08-16 | Monsanto Technology, Llc | Fatty acid-based herbicidal composition |
EP0979035B1 (en) | 1997-01-31 | 2002-12-04 | Monsanto Technology LLC | Composition and method for treating plants with exogenous chemicals |
DE19815820A1 (de) * | 1998-04-08 | 1999-10-14 | Hoechst Schering Agrevo Gmbh | Synergistische herbizide Mittel auf Basis von phosphorhaltigen Blattherbiziden, Imidazolinonen und Wuchsstoffherbiziden |
CA2340013C (en) * | 1998-08-13 | 2012-10-02 | Aventis Cropscience Gmbh | Herbicidal compositions for tolerant or resistant maize crops |
BRPI0508542B1 (pt) * | 2004-03-10 | 2014-09-16 | Monsanto Technology Llc | Composições de concentrado herbicida compreendendo glifosato e herbicida auxina |
ATE542425T1 (de) | 2004-09-17 | 2012-02-15 | Monsanto Technology Llc | Glyphosate-formulierungen mit früh auftretenden verbrennungssymptomen |
AU2013201552B2 (en) * | 2007-06-29 | 2015-01-15 | Corteva Agriscience Llc | Synergistic herbicidal composition containing a substituted phenoxy alkanoic acid derivative and a glyphosate derivative |
EP2505062A1 (en) * | 2007-06-29 | 2012-10-03 | Dow AgroSciences LLC | Synergistic herbicidal composition containing a substituted phenoxy alkanoic acid derivative and a glyphosate derivative |
US20120142532A1 (en) | 2009-08-10 | 2012-06-07 | Monsanto Technology Llc | Low volatility auxin herbicide formulations |
CA2853120C (en) | 2011-10-26 | 2019-12-17 | Monsanto Technology Llc | Salts of carboxylic acid herbicides |
WO2013184622A2 (en) | 2012-06-04 | 2013-12-12 | Monsanto Technology Llc | Aqueous concentrated herbicidal compositions containing glyphosate salts and dicamba salts |
ES2694509T3 (es) | 2013-02-27 | 2018-12-21 | Monsanto Technology Llc | Mezclas de tanque de glifosato y dicamba con volatilidad mejorada |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3799758A (en) * | 1971-08-09 | 1974-03-26 | Monsanto Co | N-phosphonomethyl-glycine phytotoxicant compositions |
GB1517530A (en) * | 1974-11-14 | 1978-07-12 | Basf Ag | Herbicidal compositions |
DE2748646A1 (de) * | 1977-10-29 | 1979-05-03 | Celamerck Gmbh & Co Kg | Herbizide mittel |
-
1979
- 1979-12-28 HU HU79NI234A patent/HU182980B/hu unknown
-
1980
- 1980-12-23 DD DD80226593A patent/DD155867A5/de unknown
- 1980-12-23 ZA ZA00808053A patent/ZA808053B/xx unknown
- 1980-12-23 CH CH5602/81A patent/CH648187A5/de not_active IP Right Cessation
- 1980-12-23 DE DE3050142T patent/DE3050142C2/de not_active Expired
- 1980-12-23 BR BR8009000A patent/BR8009000A/pt unknown
- 1980-12-23 AU AU67013/81A patent/AU534692B2/en not_active Ceased
- 1980-12-23 EP EP81900199A patent/EP0042854B1/en not_active Expired
- 1980-12-23 WO PCT/HU1980/000012 patent/WO1981001787A1/en not_active Application Discontinuation
- 1980-12-23 JP JP81500325A patent/JPS56501804A/ja active Pending
- 1980-12-23 NL NL8020480A patent/NL8020480A/nl unknown
- 1980-12-23 US US06/296,414 patent/US4445927A/en not_active Expired - Fee Related
- 1980-12-23 FI FI804025A patent/FI64881C/fi not_active IP Right Cessation
- 1980-12-26 PT PT72287A patent/PT72287A/pt unknown
- 1980-12-26 BG BG8050179A patent/BG35742A3/xx unknown
- 1980-12-28 IL IL61814A patent/IL61814A/xx unknown
- 1980-12-29 BE BE0/203342A patent/BE886889A/fr not_active IP Right Cessation
- 1980-12-29 CS CS809452A patent/CS219936B2/cs unknown
- 1980-12-31 PT PT72299A patent/PT72299B/pt unknown
-
1981
- 1981-01-06 NZ NZ195945A patent/NZ195945A/xx unknown
- 1981-07-09 NO NO812349A patent/NO152397C/no unknown
- 1981-08-25 RO RO81105164A patent/RO82658A/ro unknown
- 1981-08-26 DK DK379081A patent/DK379081A/da not_active Application Discontinuation
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3799758A (en) * | 1971-08-09 | 1974-03-26 | Monsanto Co | N-phosphonomethyl-glycine phytotoxicant compositions |
GB1517530A (en) * | 1974-11-14 | 1978-07-12 | Basf Ag | Herbicidal compositions |
DE2748646A1 (de) * | 1977-10-29 | 1979-05-03 | Celamerck Gmbh & Co Kg | Herbizide mittel |
Non-Patent Citations (1)
Title |
---|
N.N.MELNIKOV "Himiya and Tekhnologiya pestitsidov, published 1974, Publishing House "Himiya" (Moscow), see pages 257-259,271,274,275 * |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0144137A1 (en) * | 1983-10-27 | 1985-06-12 | Stauffer Chemical Company | Synergistic herbicidal compositions |
EP0146238A1 (en) * | 1983-10-27 | 1985-06-26 | Stauffer Chemical Company | Synergistic herbicidal composition |
US5268352A (en) * | 1989-11-22 | 1993-12-07 | American Cyanamid Company | Herbicidal emulsifiable suspension concentrate compositions |
US5397766A (en) * | 1989-11-22 | 1995-03-14 | American Cyanamid Company | Herbicidal emulsifiable suspension concentrate compositions |
WO2008069826A1 (en) * | 2006-12-06 | 2008-06-12 | Akzo Nobel N.V. | Compatibility agents for herbicidal formulations comprising 2,4-(dichlorophenoxy) acetic acid salts |
US8293683B2 (en) | 2006-12-06 | 2012-10-23 | Akzo Nobel N.V. | Alkylamidopropyl dialkylamine surfactants as adjuvants |
AU2007328454B2 (en) * | 2006-12-06 | 2014-02-27 | Akzo Nobel Chemicals International B.V. | Compatibility agents for herbicidal formulations comprising 2,4-(Dichlorophenoxy) acetic acid salts |
US9012365B2 (en) | 2006-12-06 | 2015-04-21 | Akzo Nobel N.V. | Compatibility agents for herbicidal formulations comprising 2,4-(Dichlorophenoxy) acetic acid salts |
Also Published As
Publication number | Publication date |
---|---|
DK379081A (da) | 1981-08-26 |
DE3050142C2 (de) | 1986-10-09 |
ZA808053B (en) | 1982-01-27 |
RO82658B (ro) | 1984-01-30 |
DE3050142T1 (de) | 1982-03-25 |
AU534692B2 (en) | 1984-02-09 |
EP0042854A4 (en) | 1982-03-10 |
EP0042854A1 (en) | 1982-01-06 |
BR8009000A (pt) | 1981-10-20 |
EP0042854B1 (en) | 1984-05-30 |
CH648187A5 (de) | 1985-03-15 |
FI64881C (fi) | 1984-02-10 |
NZ195945A (en) | 1983-09-30 |
BE886889A (fr) | 1981-04-16 |
PT72287A (en) | 1981-01-01 |
NO812349L (no) | 1981-07-09 |
BG35742A3 (en) | 1984-06-15 |
NO152397C (no) | 1985-09-25 |
DD155867A5 (de) | 1982-07-14 |
PT72299B (en) | 1981-11-10 |
FI804025L (fi) | 1981-06-29 |
NL8020480A (en) | 1981-11-02 |
IL61814A0 (en) | 1981-01-30 |
CS219936B2 (en) | 1983-03-25 |
HU182980B (en) | 1984-03-28 |
PT72299A (en) | 1981-01-01 |
FI64881B (fi) | 1983-10-31 |
NO152397B (no) | 1985-06-17 |
RO82658A (ro) | 1984-05-12 |
AU6701381A (en) | 1981-07-22 |
JPS56501804A (no) | 1981-12-10 |
US4445927A (en) | 1984-05-01 |
IL61814A (en) | 1985-12-31 |
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