HU197492B - Process for production of composition regulating the growth of plants - Google Patents

Description

FIELD OF THE INVENTION The present invention relates to a plant growth regulator and a crop ripening composition comprising as active ingredient 0.2 to 99.5% by weight of an ammonium phosphonate of the formula I in which

R ¹ is C 1 -C 4 alkyl, R ² is (C 1 -C 4) alkoxy (C 1 -C 4) alkyl or C 6 -C 20 alkyl

R ³ is hydrogen, or C 1 -C 15 alkyl, and is present in an amount of 100% by weight of a solid or liquid filler or carrier and optionally other excipients, preferably a surfactant and / or a tackifier.

The process for the preparation of the active compounds of the formula I and their use as an active ingredient in a fungicidal composition is described in U.S. Patent No. 184319. Hungarian patent specification. The description does not mention the plant growth regulating effect of the above active substances.

It has been found that the active compounds of the formula I, when used in the appropriate dosage, are found in root crops of, for example, wheat, corn, sugar beet, sunflower, horticultural plants such as peppers, tomatoes, radishes, potatoes, fruit trees such as apples, berries. , regulates the growth, the formation of the vegetative foliage surface and the flower binding, fruiting, ripening.

The composition of the present invention can be used to control plant growth or accelerate crop maturation at concentrations of 1 to 2000 ppm active ingredient.

The dose employed will depend on the plant being treated, the purpose of the treatment, the phenological stage of the plant, and the form of preparation.

The composition of the present invention is used to control the growth of plants, accelerate flower binding, fruiting and ripening by applying seeds, plant initiatives, flowers in an amount of 1 to 2000 ppm of active ingredient or 0.001 to 5.0 g / m ^{2 of} active ingredient before sowing. or by seeding, germinating, from 1 to 2000 ppm, of the active ingredient 0.2 to 99.5% by weight of the compound of the formula I in which R ¹ , R ² and R ³ are as defined above and up to 100% by weight. treating with an appropriate amount of a solid or liquid filler or carrier and optionally other excipients, preferably a surfactant and / or a tackifier.

Prior to practical use, the active compound of the present invention is formulated with solid or liquid vehicles and optionally other excipients, preferably wetting agents and tackifiers.

Suitable excipients are organic or mineral, natural or synthetic, which promote the adsorption or absorption of the active ingredient (e.g., water, organic solvent, glycerol, waxes, resins, talc, etc.).

Suitable surfactants are ionic and / or nonionic emulsifiers, dispersants or wetting agents, preferably alkylaryl polyglycol ethers, fatty acid polyglycol esters, for example polyvinylpyrrolidone, ethylene glycol, polyethylene glycol, polyethylene glycol, an adhesive.

The compositions of the present invention can be formulated as water soluble concentrates (WSC), wettable powder formulations (WP), dusting agents, emulsion formulations (EC) granules (G).

The plant growth regulating activity of the active compounds according to the invention was compared with gibberellic acid, 3-indolylacetic acid and 2-chloroethylphosphonic acid among the known active substances.

Based on the pharmacological data (Examples 8-12), the active compounds according to the invention have a more favorable effect on the development of the plants than the known active substances.

Further details of the invention are illustrated by the following examples, but are not limited to the examples. In the examples, the following terms are used to designate the active ingredients.

3-Butyloxypropylammonium methyl phosphonate (BF-53)

2-methoxyethylammonium ethylphosphonate (BF-76) tetradecylammonium ethylphosphonate (BF-96) hexadecylammoniumethylphosphonate (BF-97) decylammonium ethylphosphonate (BF-) 100) bis- (2-ethyl 1-hexyl) ammonium ethyl phosphonate (BF-105) dodecyl ammonium ethyl phosphonate (BF-120)

2-Methoxyethylammonium isopropyl phosphate (BF-195)

2-Methoxyethylammonium butylphosphonate (BF-196)

2-Methoxyethylammonium methyl phosphonate (BF-197)

Example 1

Water soluble liquid composition

Decyl ammonium ethyl phosphonate 951%

Nonyl phenol polyglycol ether (eg Arkopal N080) 5% by weight

Example 2

Emulsion-forming liquid spray composition Dodecyl ammonium ethyl phosphonate 401%

Atlox 4857B (mixture of anionic and nonionic surfactant) 10t%

Chlorobenzene 501%

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Example 3

Emulsion-forming liquid spray composition Tetradecylammonium ethylphosphonate 201% 5

Arkopal N 130 (Nonyl Phenol Polyglycol Ether) 51%

Chlorobenzene 751%

Example 4

Emulsion-forming liquid spray composition Bis (2-ethyl I-hexyl) -ammonium-

ethyl phosphonate 30% Genapol PF 10 (polymerization product of propylene oxide-ethylene oxide) 3t% Genapol PF 40 ("") 3t% ethylene glycol 151% Cikfohexanon 50% &. example

Applicable in solution

3-Butyloxypropylammonium methyl phosphonate 1% by weight

Glycerin 991%

Example 7

Composition as a dusting agent 2-methoxyethylammonium ethyl phosphonate 0.551%

99.51% Talc

Example 8

Wheat seeds (MV-4) were soaked in various concentrations of the test substances for Ϊ0 minutes. After drying of the surface, the seeds were sown in culture pots.

The germination percentage, plant length, green weight and root weight of the control plants were evaluated in 4 leaf condition using gibberellic acid (GA) and 3-indolylacetic acid (IA) as comparators. The results are shown in Table I below.

composition of the composition

Table I

Treatment Germination! 7 Plant length cm ⁷ -General ly g / piece. root Weight g / db. average . Ref% - in average kon tr% ítlag . Ref% - in ; jud lag conLr.X-b.in control 77 100% 11.8 100 3.18 100 0, 19 100 l BF-53 iooo g / t 77.5 100 14.4 122 3.39 216 0.55 289 2 500 g / t 80 103 13,35 113 3.31 172 0.49 2 58 3 250 " 77.5 100 11.86 100 ), 31 172 0.45 23 / 4 100 90 11b 13.12 115 3.29 161 0.42 22! 5 10 77.5 100 12.77 108 3.29 161 0.43 226 6 1 80 103 12.49 106 3.27 150 0.41 216 7 BF-76 1000 g / t 87.5 113 12.55 106 3.27 150 0.43 226 8 " 500 87.5 1 13 11.69 99 3.24 133 0.39 205 9 " 250 " 80 103 12.04 102 3.26 144 0.43 226 10 100 " 92.5 119 12.09 102 3.26 144 0.42 221 11 " 10 87.5 1 13 12.74 108 0.26 144 0.42 22 ' 12 " 1 " 82.5 106 13.10 111 3.32 177 0.47 247 13 BF-97 1C00 g / t 82 106 13 110 3.29 161 0.49 '' '' 258 14 " 500 77 100 12.52 106 0.27 150 0.39 205 15 " 250 " 80 104 14.04 119 0.35 194 0.44 231 16 " 100 " 90 117 11,33 96 3.21 116 0.31 163 17 BF-97 10 g / t 82 106 13.20 112 0.29 161 0.41 216 18 1 85 110 12.48 106 3.23 128 0.39 205 19 BF-96 1000 g / t 90 117 11.93 101 0.23 128 0.27 142 20 500 92 (19 12.63 109 0.24 133 0.35 184 21 "' 250 72 93 1.63 98 3.24 133 0.33  173 22 " 100 " 87 113 11.18 95 0.19 105 0.25 131 23 10 85 110 11.16 94 3.20 1 11 0.27 142 24 1 80 104 11.7 99 3.22 122 0.31 163 25 BF-100 1000 " 85 110 12.69 99 0.28 155 0.39 205 26 500 9 5 122 11, 72 99 0.23 .127 0.36 189 2 7 250 90 116 12.08 102 0.25 139 0.35 184 28 100 " 77.5 100 12.11 102 3.30 166 0.36 189 29 10 85 109 12.01 102 0.24 133 0.34 179 30 " 1 85 109 13.34 113 0.27 150 0.41 216 31 BF-120 1000 g / t 87.5 13 12.8 108 0.26 144 0.40 210 32 500 87.5 113 13.0 110 0.28 155 0.40 2 IU 33 BF-120 250 g / t 75 97 12.96 110 3.27 150 0.4! 216 34 100 85 109 11.90 100 0,2.3 127 0.31 163 35 10 " 87 13 13.9 / 118 0.31 1.72 0.38 200 36 " ' 77 100 13.27 112 3.24 133 0.26 137 37 GA 100 " 75 97 16.28 ¹ 37 0.25 134 0.27 142 38 10 80 104 14.4 122 0.27 150 0.24 126 39 " 77 100 14.55 123 0.29 161 0.35 184 40 IA 100 70 91 14.11 119 0,? 7 150 0.29 152 41 10 90 116 14.50 123 3.27 150 0.30 158 42 " 85 110 14.10 i.y. 0.31 1 72 0.37 195

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The results show that

the. ) as a result of the treatments, the emergence rate of the plants has intensified; and

b. ) treatments significantly increased both plant height and green weight relative to control.

Example 9

Corn seedlings (5 plants / dish) were sprayed postemergently with 250 and 500 ppm solutions of test substances and gibberrellinic acid and 3-indolylacetic acid. Untreated control plants were measured at 4 leaves for plant length, green weight and root density (Table II), and for chlorophyll determination from the apex of leaf 2 of each plant (JB Harborne, 1973): Phytochemical methods Sci: Paperbacks p. 1 -278). (Table III).

II. Spreadsheet

Treatment Dose ppm növénv mm length control -abs% 1 plant is green. weight Root weight of 1 plant 1 plant length% g control % of green mass g ref. # of patients untreated control - 152.83 100 0.94 100 1.58 100 1 BF 96 500 17B.69 116.92 1.19 126.60 2.20 139.24 '0.92 250 164.75 107.80 1.20 127.66 2.27 143.67 0.3 ^ BP-120 500 161.47 105.65 1.15 122.34 2.16 136.71 0, Cu 250 174.18 113.97 1.67 177.66 2.33 147.47 0.64 IA 500 159.00 104.56 1.37 145.74 2.13 134.81 0.71 250 152.14 99.55 1.0 106.38 1.86 117.72 0.93 AA ^X 500 264.08 172.79 1.44 153.19 1.68 106.33 1.12 250 238.23 155.88 1.16 123.40 1.38 37.34 1.26

Gibberellic acid has produced very thin, slender plants

III.

Spreadsheet

Treatment Dose ppm K rag / g ca. mg / g Ka + Kb * niG / g a. ' p> 7o " K ref. α ban% ca. ref -in Ka + Kb Whole green tartarec · 3sol «chlorophyll. Ka + Kb total green mass in% _of control untreated control - 0.55 0.12 0.67 100 100 100 0.63 100 BF-9C 500 0.57 0.16 0.73 103.6 133.3 108.9 0.87 138.1 250 0.48 0.12 0.60 87.3 100 89.6 0.72 114.3 3F-12 O 500 0.54 0.59 0.14 0.68 98.2 116.7 101.5 107.5 0.78 123.8 250 0.13 0.72 107.3 108.3 1.2 190.5 1AA 500 0.57 0.12 0.70 103.6 100 104.5 0.96 152.4 250 0.51 0.12 0.62 92.7 100 92.5 0.62 98.4 0Λ 500 0.45 0.11 0.56 81.8 91.7 83.6 0.81 128.6 250 0.33 0.10 0.47 69.1 03.3 70.2 0.55 87.3

green mass total chlorophyll tnrt = (Ka-fKb). Average plant mass per plant / Ka Kb Different chemical structure! chlorophyll derivatives (Gábor Farkas: Movényi Academy of Biochemistry Publisher} Bp. / 1973 / 2- 2 p.)

The results show that, compared to untreated controls, each of the test compounds significantly stimulated plant development.

However, the more effective effect of BF substances than the reference substances is indicated by the female prescription height / green weight ratio. It follows that while eg. gibberellic acid resulted in disproportionately elongated plants with unfavorable habits; BF-120 and BF-96 did not adversely affect maize habitus.

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Chlorophyll measurement results show that 1 g and 1 g respectively. The BF-120 had the most favorable effect on the amount of chlorophyll formed in all green berries.

Example 10

Tomato plants planted in small parcels are sprayed with BF-120 at 250 and 500 ppm once at the beginning of flowering until dripping.

At 1, 4, and 13 days after treatment, samples were taken from the same leaflet of the same leaf row and the chlorophyll content was determined.

IV.Táblázat

Sun dose K mg / g ca. mg / g About cp + ref. K . _Bfe% ⁱⁿ about $ ^ntr} " Ka + Kb in ff contrast / ⁰ • control 0.453 0,125 0.578 100 100 100 1 250 .479 0.136 .615 105.74 108.8 106.40 500 0.564 0.149 0.713 124.50 119.20 123.36 control 0.582 0.176 0.749 100 100 100 4 250 0,538 0.176 0.714 92.44 104.76 95.33 500 0.72 0.189 0.909 123.71 112.5 121.36 control 0.716 0.212 .928 100 100 100 13 250 .810 .199 1,009 113.13 93.87 108.73 500 0.732 0.195 0.927 102.23 91.98 99.89

Example 11

Height and weight values for maize plants treated with BF-120:

Plant: corn

Sowing: 25.04.1985.

Treatment: May 17, 1985

Dosage 2 1 / ha BF-120 active ingredient Phenological stage: 4 leaf condition ⁴⁰ Measurement: 04.07.1985.

The data are shown in Table V.

Table V.

control Handled height weight height weight ^ • ^x 25 ^{= 3844 CIn} ^ x ₂₅ = 8888 g = 4212 cm ^ x ₂ 5 = I0646 g ^ 25 ⁼ - ^ 53.76 cm ^ 25 ⁼ 355.52 g = 168.48 cm x ₂₅ = 425.84 s = 9.64 s = 98.13 s = 10.24 s = 119.0 ^ 21 "3237 cm ^ x ₂₁ = 7373 g ζ ^χ ? 1 ⁼ 3540 cm = 9093 g * 21 = 154.1 cm x ₂₁ = 351.1 g = 168.6 cm x ₂₁ = 433.0 g s = 7.52 s = 66.7 s = 7.3 s = 92.7

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Example 12

Tomato seedlings (20 seedlings) were sprayed with various concentrations of BF10 after planting but before flowering began. (Number of repetitions: 4) The yield of the first crop was evaluated. The results are shown in Table VI. Tables.

Treatment Dose ¹ ppm Yield in% of control untreated 100.03 BF-100 250 129.24 500 189.77 BP-105 250 143.96 50c 122.70 BF-120 250 139.20 500 96.52 ethrel 1 1 / ha * ¹ 118.75 5 The BP signal materials means a dose of active ingredient.

ban The dose used in practice is for 40% active ingredient (2-chloroethylphosphonic acid).

The results clearly demonstrated the maturation acceleration effect of the 35 substances tested.

Claims (1)

Patent Claim Point A plant growth regulator composition comprising as active ingredient 40 0.2 to 99.5% by weight of one or more ammonium phosphonates of the formula I R ¹ is C 1-4, alkyl groups R ² is (1-4C) alkoxy- (1-4 -C 45) alkyl or C6-20, alkyl groups and R ³ is hydrogen or C 1 -C 15 alkyl, and is suitably a solid or liquid filler or carrier, preferably water, an organic solvent, glycerol, talc, and optionally other excipients, preferably a surfactant, in an amount of 100% by weight. ionic and / or nonionic emulsifier; dispersing or wetting agents, preferably an alkylaryl polyglycol ether, a fatty acid polyglycol ether, and / or a tackifier, preferably ethylene glycol.