CA1276076C - Plant growth regulating composition - Google Patents

Plant growth regulating composition

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Publication number
CA1276076C
CA1276076C CA000526312A CA526312A CA1276076C CA 1276076 C CA1276076 C CA 1276076C CA 000526312 A CA000526312 A CA 000526312A CA 526312 A CA526312 A CA 526312A CA 1276076 C CA1276076 C CA 1276076C
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Canada
Prior art keywords
active ingredient
composition
phosphonate
amount
ppm
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 - Fee Related
Application number
CA000526312A
Other languages
French (fr)
Inventor
Laszlo Bodnar
Gyula Pazmandi
Lajos Kadenczky
Katalin Gorog
Maria Kocsis
Katalin Marmarosi
Vilma Szecsy
Janos Csutak
Istvan Feher
Andras S. Kiss
Julianna Redei
Istvan Laszlo
Zoltan Arpad
Gyorgy Paszthy
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Borsodi Vegyi Kombinat Rt
Original Assignee
Borsodi Vegyi Kombinat Rt
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Publication of CA1276076C publication Critical patent/CA1276076C/en
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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
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/12Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
    • 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
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02Amines; Quaternary ammonium compounds
    • A01N33/04Nitrogen directly attached to aliphatic or cycloaliphatic carbon atoms
    • 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
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02Amines; Quaternary ammonium compounds
    • A01N33/08Amines; Quaternary ammonium compounds containing oxygen or sulfur
    • CCHEMISTRY; METALLURGY
    • C05FERTILISERS; MANUFACTURE THEREOF
    • C05BPHOSPHATIC FERTILISERS
    • C05B15/00Organic phosphatic fertilisers

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  • 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)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pretreatment Of Seeds And Plants (AREA)

Abstract

ABSTRACT OF THE DISCLOSURE

A plant growth regulating composition is disclosed which contains as active ingredient from 0.2 to 99.5% by mass, based on the mass of the composition, of one or more ammonium phosphonate of the general formula:

(I) wherein R1 stands for a C1-4 alkyl group;
R2 stands for a (C1-4 alkoxy)-(C1-4 alkyl) or a C6-20 alkyl group; and R3 represents hydrogen or a C1-15 alkyl group, in association with a solid or liquid filler or carrier.
Optionally the composition contains other additives such as a surfactant and/or an adhesion promoting agent.

Description

76Q'76 This invention relates to a plant ~rowth regulating and crop-ripening accelerating composition.
One aspect of the invention provides a plant growth regulating composition containing as active ingredient from 0.2 to 99.5% by mass, based on the mass of the composition, of one or more ammonium phosphonates of the general formula:

R10 - P - O 1~ 3 ~I) ~ 11 I . ~
O H

wherein Rl stancls for a Cl_4 alkyl group, R2 stands for a ~Cl_4 alkoxy)-(Cl 4 alkyl) or a C6_ 20 alkyl group; and 20 R3 represents hydrogen or a Cl_l5 alkyl group, in association with a solid or liquid filler or carrier.
The preparation of the active agents of ~eneral Eormula (I) as well as their use as active ingredients of fungicide compositions are described in ~ungarian Patent 25 Specification No. 184,319; however, the plant growth regulating effect of the above-mentionecl active agents i5 not described in this document.

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It has been found that, when applied in appropriate doses, the above-mentioned active agents of general formula (I) can be used for regulatiny root development, growth, the formation of foliage surface as well as crop-binding, flower-binding and crop-ripening of field-cultivated plants such as wheat, maize, sugar beet and sunflower as well as of horticultural plants, such as paprika, tomato, radish, potato, and furthermore of fruit-trees, such a~ apple and of berry plants such as currant and vine.
For regulating plant growth or for accelerating crop-ripening, the composition of the invention is generally used in a concentration of from 1 to 2000 ppm of the active ingredient. The dose used depends on the plant ;15 to be treated, the aim of the treatment, the phenologlc phase of the plant and the form of the composition.
Accordingly, another aspect of the invention ,~ provides a method for regulating plant growth, and for promoting the flower-binding, crop-binding, crop-ripening and/or root formation, which cnmprises treating the seeds, plant initiatives and/or flowers with an amount of from 1 to 2000 ppm of the active ingredient or treating the soil of the plants with an amount of from 0.001 to 5.0 g/m~ of the active ingredient before sowing, or with an amount of 25 from 1 to 2000 ppm of the active ingredient by sprinkling after planting or after layering, using a composition contalning as active inyredient a compound of general formula (I), wherein Rl, R2 and R3 are as defined above, `~' in an amount of from 0.2 to 99.5% by mass, based on the mass of the composition, together with a solid or liquid filler or carrier and optionally other additives, preferably a surfactant and/or an adhesion promoting agent.
Before practical application, the active ingredient of the invention i5 formulated as a composition using solid or liquid carriers and optionally other additives, suitably surface active and adhesion promoting agents.
Suitable carriers include organic or mineral, natural or synthetic substances promoting the adsorption or absorption of the active ingredient (e.g. water, methanol, glycerol, waxes, resins, talc etc.).
Suitable surface active agents include ionic and/or nonionic emulsifying and dispersing or wetting agents, preferably alkylaryl polyglycol ethers and fatty acid polyglycol esters; suitable adhesion promoting agents àre e.g. polyvinylpyrrolidone, polyethylene ~lycol and carboxymethylcellulose.
The compositions of the invention can be formulated as water-soluble concentrat0s (WSC), wettable powders (WP~, dusts, emulsifiable concentrates (EC or granulate3 (G).
Further details of the invention are illustrated by the following non-limiting Examples, wherein the active agents are identified as follows:

.~ .
2~76 3-Butyloxypropylammonlum methyl phosphonate; BF-53 2-Methoxyethylammonium ethyl phosphonate; BF-76 Tetradecylammonium ethyl phosphonate; BF-9 Hexadecylammonium ethyl phosphonate; BF-97 5 Decylammonlum ethyl phosphonate; BF-100 bis~2-Ethylhexyl)ammonium ethyl phosphonate; BF-105 Dodecylammonium ethyl phosphonate; BF-120 2-Methoxyethylammonium isopropyl phosphonate; BF-195 2-Methoxyethylammonium butyl phosphonate; BF-196 10 2-Methoxyethylammonium methyl phosphonate; BF-197 Example 1 A water-soluble liquid composition i5 prepared from the following components:
~ by mass 15 Decylammonium ethyl phosphonate 95 Nonylphenol polyglycol ether (e.g. Arkopal N080) 5 Y ~ ~

. ..

A l.iquid emulsion-torming spray composition is prepared from the following components:
~_by mass Dodecylammonium ethyl phosphonate 40 Atlox 4857B (a mixture of an anionic-~active and a nonionic surface actlve substance) 10 Chlorobenzené 50 Example 3 A liquid emulsion-forming spray compo-sition is prepared from the following components:
% by mass Tetradecylammonium ethyl phosphonate 20 ~ Arl<opal N 130 ~nonylphenol polyglycol ;~. ether) 5 ` Chlorobenzene 75 :; Exam~
A liquid emulsion-forming spray compo-sition is prepared from the fo~owing components:
:: % by mass bis(2-Ethylhexyl)ammonium ethyl phosphonate 30 Genapol~PF 10 ~a polymerisation product of propylene oxide and ethylene oxide) 3 Genapol PF ~0 (a polymerisation product of propylene oxide and ethylene oxide) 3 Ethylene glyccl 15 Cycl.ohexanone 50 , ~ ~76~76 ~; ~

~e~
A composition useful in sol.ution is prepared from the fo].lowing components 3~Eutoxy~ropylammoniunl methyl phosphonate ].
Gl.ycerc]. 99 xample 6 A composition useful as dust is prepared from the following components;
~o_by n~ass 2-~,ethoxyethylammonium ~thyl phosphorate 0.55 Talc 59~5 Example 7 : Wheat grains (MV-4~ were dipped in solutions ccntaining various cGncentration of the substances under test After drying the surfaces, the grains were sown in culture bottles.
The percentage of the germination, the plant lensth, the green mass and root mass were evaluated in the 4-leaf phase of the control plants. Gibberellic acid (GA~ and 3-incloleacetic acid (lA~ were used as reference substances. The results are summarized in ~ Table I.
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Example 8 Maize sown in culture bottles (5 plants/bottle~
was post-emergently sprayed with solutions cortaining the substar:ces under test or gibberellic acid or 3-indole-acetic acid~ respectively in a concentration of 25G or 500 p,om. The plant length, green mass and root mass were measured in the 4-leaf phase of the untreated control plants (Table II~. The chlorophyll cor.tent was determined from the apex of the second leaf of each plant fTable III)o ~' , ;

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It is obvious from the results, that the development of the plants was significantly promoted by each of the active agents tested in comparison to the untreated control.
The plant height/green mass ratio, however, refers to a more preferable effect of the BE` substances as compared to that of the reference substances. Thus, it turned out that the habit of maize was not disadvantageously influenced by e.g. BF-120 or FR-96, while disproportionately lanky plants with a disadvantageous habit developed under the effect of gibberellic acid.
It is shown by the results of the chlorophyll determinations that the ef~ect of BF-120 was the most preferable on the amount of chlorophyll formed in one gram of the green plant as well as in the whole green plant.
Example 9 Tomato plants bedded in small parcels were once sprayed up to dropping down by using the solutions containing BF-120 in a concentration of 250 or 500 ppm, respectively at the beginning of flowering.
Samples were taken from the identical leaf lobe at the same leaf height of the plants at 1, 4 and 13 days following treatment and the chlorophyll content was determined (Table IV).

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1 ~ --~xample lo Height and mass values of maize plants treated with the aF-120 active agent Plant: maize Sowing: 25/04/1985 Treatmert: 17/05/1985 DoseO 2 litres/hectare conta-ning the BF~120 active ingredient Phenologic state: 4~1eaf phase Measurement: 04/07/1985.
The data ~re shown in Table V, Table V

` Control Treated Height Mass Height Mass ~ x25 ~888 9 ~x25=4212 cm ~ x25=lo646 g x25a 153,76 cm x25= 355,52 x2~= 168,48 cm x25 425~ g s = 9,64 s = 98,13 x = 10,24 s 119,0 S x2~=3237 cm ~x21=7373 g ~x21=354G cm ~x21=9093 9 x21= 154,1 cm X21= 351~1 9 X21 = 168m6 X21 9 s = 7,52 s = 66,7 s - 7.3 s = 92,7 _ s - stanc'ard deviation : !:
15 ~ 7~6 Example 11 -Tomato seedlings ~20 stems) were sprayed with various concentrations of the BF active agents after bedding out but before the beginning of the flowering (in 4 repetitions) The crop amount of the first collect-ing was evaluated. The results are shown in Table VI
Ta~le VI

Treatment Dose~ Crop amount as % of ppm control Untreated - 100.00 BF--100 250 129.24 500 189~77 BF 105 250 143.95 500 12~.70 BF--120 250 139.26 - 500 95.52 ETHREL 1 l/ha~ 118.75 In~the case of the BF active agents, this means the dose of the active agent.
~al~i The dose uised in the practice, it refers to a compo-sition cor,laining the active ingredient (2-chloroethyl-phosphonic acid) in a 40 % conceritration.
The ripening-accelerating efEects of the tested substances were unambiguously proven by the results obta ined.

f -t~ ' ' , .--.. ~, . . .. .. . .. . . . . . .. . ..

,

Claims (5)

1. A plant growth regulating composition containing as active ingredient from 0.2 to 99.5% by mass, based on the mass of the composition, of one or more ammonium phosphonates of the general formula:

(I) wherein R1 stands for a C1-4 alkyl group;
R2 stands for a (C1-4 alkoxy)-(C1-4 alkyl) or a C6-20 alkyl group; and R3 represents hydrogen or a C1-15 alkyl group, in association with a solid or liquid filler or carrier.
2. A composition according to claim 1, and including a surfactant and/or an adhesion promoting agent.
3. A composition according to claim 1, wherein the active ingredient is 3-butyloxypropylammonium methyl phosphonate;
2-methoxyethylammonium ethyl phosphonate;
tetradecylammonium ethyl phosphonate;
hexadecylammonium ethyl phosphonate decylammonium ethyl phosphonate;
bis(2-ethylhexyl)ammonium ethyl phosphonate;
dodecylammonium ethyl phosphonate;
2-methoxyethylammonium isopropyl phosphonate;
2-methoxyethylammonium butyl phosphonate; or 2-methoxyethylammonium methyl phosphonate.
4. A method for regulating plant growth, which comprises treating the seeds, vegetative propagating plant structures and/or flowers with a composition as claimed in claim 1, 2 or 3, in an amount containing from 1 to 2000 ppm of the active ingredient, or treating the soil with an amount of the composition containing from 0.001 to 5.0 g/m2 of the active ingredient before sowing, or with an amount of the composition containing from 1 to 2000 ppm of the active ingredient by sprinkling after planting or layering.
5. A method for promoting flower-binding, crop-binding, crop-ripening or root formation in plants or the development of plant parts storing nutritive material, which comprises treating the seeds, vegetative propagating plant structures and/or flowers with a composition as claimed in claim 1, 2 or 3, in an amount containing from 1 to 2000 ppm of the active ingredient, or treating the soil with an amount of the composition containing from 0.001 to 5.0 g/m2 of the active ingredient before sowing, or with an amount of the composition containing from 1 to 2000 ppm of the active ingredient by sprinkling after planting or layering.
CA000526312A 1985-12-28 1986-12-24 Plant growth regulating composition Expired - Fee Related CA1276076C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
HU5001/85 1985-12-28
HU855001A HU197492B (en) 1985-12-28 1985-12-28 Process for production of composition regulating the growth of plants

Publications (1)

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CA1276076C true CA1276076C (en) 1990-11-13

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CA000526312A Expired - Fee Related CA1276076C (en) 1985-12-28 1986-12-24 Plant growth regulating composition

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JP (1) JPS62190108A (en)
CN (1) CN86108565A (en)
AR (1) AR242482A1 (en)
AT (1) AT391588B (en)
BE (1) BE906023A (en)
CA (1) CA1276076C (en)
CH (1) CH669089A5 (en)
CS (1) CS258496B2 (en)
DE (1) DE3643102A1 (en)
ES (1) ES2007598A6 (en)
GR (1) GR862928B (en)
HU (1) HU197492B (en)
IT (1) IT1198261B (en)
LU (1) LU86726A1 (en)
NL (1) NL8603273A (en)
PT (1) PT84021B (en)
SU (1) SU1593557A3 (en)
TR (1) TR23772A (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5133891A (en) * 1990-04-27 1992-07-28 Rhone Poulenc Ag Co. Treatment of plants for frost protection
EP1123450B1 (en) 1998-09-22 2006-08-16 Ultraframe (Uk) Limited Glazing support systems
JP2008143879A (en) * 2006-12-07 2008-06-26 Maruwa Biochemical Co Ltd Manure to increase axillary bud

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU184319B (en) * 1980-08-27 1984-08-28 Borsodi Vegyi Komb Fungicide compositions salts of phosphonoic acid-monoesters and process for producing the active agents

Also Published As

Publication number Publication date
TR23772A (en) 1990-09-12
CH669089A5 (en) 1989-02-28
AR242482A1 (en) 1993-04-30
HUT42294A (en) 1987-07-28
CN86108565A (en) 1987-09-16
ATA330686A (en) 1990-05-15
HU197492B (en) 1989-04-28
DE3643102A1 (en) 1987-07-02
AT391588B (en) 1990-10-25
GR862928B (en) 1987-04-27
PT84021A (en) 1987-01-01
SU1593557A3 (en) 1990-09-15
PT84021B (en) 1989-01-17
NL8603273A (en) 1987-07-16
IT8622875A1 (en) 1988-06-24
CS997386A2 (en) 1987-12-17
IT8622875A0 (en) 1986-12-24
JPS62190108A (en) 1987-08-20
LU86726A1 (en) 1987-05-04
IT1198261B (en) 1988-12-21
CS258496B2 (en) 1988-08-16
ES2007598A6 (en) 1989-07-01
BE906023A (en) 1987-04-16

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