DD268145A5 - MEANS FOR REGULATING PLANT GROWTH - Google Patents

Abstract

The invention relates to plant growth regulators containing a synergistic mixture of a growth-regulatory triazole compound of general formula I a, I b, I c or I d. Furthermore, the invention relates to a method for regulating plant development in which the soil, the seed and / or the plants are treated with the agent according to the invention.

Description

Field of application of the invention

The agents according to the invention can be used in agriculture to regulate plant development.

Characteristic of the known technical solution

It is known bioregulatory triazoles, quaternary ammonium compounds, ζ. B, Ν, Ν-dimethyl-piperidinium salts (DE-OS 22 07 575) or phosphonic acid derivatives, for. B. 2-chloroethylphosphonic acid and the <Jn salts (DE-AS 16 67 968) for the regulation of Pilanzonentwicklung to use. It is also known to use mixtures or salts of Ν, Ν, Ν-trimethyl-N-2-chloroethylammonium compounds or Ν, Ν-dimethylpiperidinium compounds and 2-chloroethanephosphonic acid for regulating plant development (DE-OS 23 61 410 , LZ OS 24 22 807, DE-PS 27 65 940).

Object of the invention

The object of the invention is to provide a mixture of active ingredients having a synergistic effect for improved regulation of plant development,

Explanation of the essence of the invention

The invention has for its object to provide a means that can be used to control plant growth. According to the invention, it has been found that a mixture of a growth-regulating active triazole compound of the general formula Ia, Ib, Ic or Id

OH

^la

LJ

N OH R

"Ν

i- ^c

J68 WS

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C ₃ H _x ^) H

where A is unsubstituted or substituted by halogen, Ct-CIT alkyl, Ci-Ci, -alkoxy or CF _3- substituted phenyl and R is tert-Dutyl or the group

CH3

in which R ^{2 is} hydrogen, methyl or ethyl

either a quaternary thianium or ammonium salt from the group comprising

N, N-dimethyl.l-azacycloheptaniumsalts fO Ν, Ν-dimethyl-piperidinium salts

N, N-dimethyl-hexahydropyrid * ziniumsalze N, N-dimethyl-tetrahydropyridaziniumsalze N-methyl-pyridium

N, N-dimethyl-pyrrolidium salts S-methyl-thiacyclohexaniumsalze and

N.N.N-trimethyl-N-Z-chlorethylammoniumsalz

and or

a phosphonic acid compound from the group comprising 2-chloroethylphosphonic acid

Z-Chlorethylaminoethylphosphonsäure

2-chloroethylaminobutylphosphonic acid 2-chloroethylphosphonic acid N, N-dimethylamide 2-chloroethylphosphonic acid N-methylamide vinylphosphonic acid

propylphosphonic phosphonomethylglycine Bis-phosphonomethylglycine and Benzyl-phosphonic acid

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the compound 5-U-chlorophenyl) -3,4,5,9,10-psntaaza-tetra-cyclo- [5,4,1, O ² · ⁶ , O ⁸ · ¹¹ ] dodeca-3,9-diene are well suited for regulation of plant development, as a synergistic effect is observed.

The mixture may contain, in addition to the triazole compound, active ingredients of several of the above classes of other compounds. 10

In the formulas Ia to Id A is an optionally substituted phenyl radical. Suitable substituents are halogens such as fluorine, chlorine, bromine or iodine, C 1 - to C 1 -alkyl or -alkoxy, e.g. Methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl or the corresponding alkoxy radicals and

CFa in question. The phenyl radical may carry one or more, preferably 1 to 3, identical or different substituents. A is preferably phenyl, 2,4-dichlorophenyl, 4-trifluoromethylphenyl or 4-ethylphenyl.

In the formula Ic, η is an integer 2,3,4 or 5, in particular 2.

The preparation of the triazole compounds Ia to Id known per se can be found in European Applications 44 407, 40 350, 43 923 and 56 087.

Thianium or ammonium salts are salts of an inorganic or organic but not phytotoxic acid. Preferably, halides such as bromides or especially chlorides are used.

In particular, mixtures of one or more triazoles, e.g.

1- (2,4-dichlorophenyl) -1-methyl-2-methoxy-2- (1,2,4-1ji-triazol-1-yl) ethanol; 1-phenoxy-3- (1H-1,2,4-triazol-1-yl) -4-hydroxy-5,5-dimethylhexane; 1- (4-trifluoromethylphenyl) -2- (1,2,4-triazol-1-yl) -3- (5-methyl-1,3-dioxan-5-yl-propen-3-ol; 1 - 2-ethyl-5-methyl-1,3-dioxan-5-yl) -2- (1,2,4-triazolyl- (1)) -3- (4-iro-ethylphenyD-propan-1-ol with a 5 -U-chloropheny1) 3,4,5,9,10-pentaaza-tetracycline 5,4,1, Ο ² · ⁶ , Ο ⁸ · ¹¹ ] dodeca-3,9-diene, N, N-trimethyl-N-2-chloroethylammonium chloride, N, N-dimethylpiperidinium chloride and / or 2-chloroethylphosphonic acid have a good development regulating effect on plants.

The mixing ratio of the active ingredients can vary widely, for example from 30: 1 to 1:30. preferably 10: 1 to 1:25 parts by weight of the triazole compound, based on the additive (s) in the mixture, are present.

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Regulation of plant development is for example:

Inhibition of cell extension, e.g. Stalks, stems, branches, stems, reinforcement of the stem wall and thereby improvement of stability as a prerequisite for yield assessment in the case of cereals, other grasses, oilseeds, legumes, fiber plants or tree crops to facilitate labor and increase crop density;

Improvement of seedling breeding through a more compact growth habit; 10

Compact growth in ornamental plants for economical production of better quality borders;

Improvement of cold, heat, water shortage and salt tolerance; 15

Promoting better fertilization, e.g. Increased fruit on core, stone and berry fruits, cotton, soybeans, wine, citrus, barley, olives, cocoa and coffee;

- Targeted gender differentiation with the goal of increasing yields, such as cucurbitaceae and papaya;

Promotion of a desired senescens or the formation of separation tissue with the aim of abscission, e.g. Reduction of fruit holding power to facilitate the mechanical harvesting of citrus, stone fruit, pome and berry fruit, olives, almonds, coffee and nuts ·,

Defoliation of nursery and ornamental trees for mail order in autumn;

Defoliation of trees for the purpose of disrupting parasitic chains of infection, e.g. Gloeosporium heveae at Hevea brasiliensis;

- promotion of maturity, e.g. in the case of tomatoes, citrus, pineapples, other fruit and coffee with the aim of programmable harvesting and better fruit colouration or cotton aimed at concentrating harvesting on 1-2 plucks and interrupting the insect pancreas food chain.

Yield increase due to more favorable development conditions (e.g., more optimal microclimate in plant stock and / or water and / or nutrient utilization).

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The novel mixtures or the application sequence of various active ingredients show a synergistic effect, in particular in cereals, oil plants and legumes. the effect of the mixture or application sequence is better than can be calculated from the effects of the individual active ingredients. They also show better plant tolerance than known drugs.

The application When done so that either the mixture or the individual solutes of the combination are applied sequentially. Treatment of the plant may be by e.g. as seed dressing, postemergence treatment and treatment of cuttings of parts of plants to the development stage of the plant from seed dormancy to the stage of maturity and senescence.

The funds are for example in the form of directly sprayable

Solutions, powders, suspensions, even high-percentage aqueous, oily or other suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, scattering agents or granules by spraying, atomizing, dusting, spreading, scattering, pouring or injection applied. The forms of application depend on the intended use; In any case they should ensure the finest possible distribution of the agents according to the invention.

For the production of directly sprayable. Solutions, emulsions, pastes and oil dispersions come from mineral oil fractions from medium to high

Boiling point such as kerosene or diesel oil, coal tar oils, etc., and oils

of plant or animal origin, e.g. Benzene, toluene, paraffin,

Tetrahydronaphthalene, alkylated naphthalenes or their derivatives, e.g.

Methanol, ethanol, propanol, butarol, chloroform, carbon tetrachloride, cyclohexanol, cyclohexanone, chlorobenzene, isophorone, etc., strongly polar

Solvent, e.g. Dimethylformamide, dimethyl sulfoxide, N-methyl

pyrrolidone, water etc. into consideration.

Aqueous application forms can be prepared from emulsion concentrates, pastes or wettable powders (wettable powders, oil dispersions) by adding water. To prepare emulsions, pastes or oil dispersions, the substances, as such or dissolved in an oil or solvent, can be homogenized in water by means of wetting agents, tackifiers, dispersants or emulsifiers. However, it is also possible to prepare concentrates consisting of active substance and wetting, dispersing or emulsifying agents and possibly solvent or oil, which are suitable for dilution with water.

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Suitable surface-active substances are: alkali metal, alkaline earth metal, ammonium salts of ligninsulfonic acid, naphthalenesulfonic acid, phenolsulfonic acids, alkylarylsulfonates, alkyl sulfates, alkylsulfonates, alkali and alkaline earth salts of dibutylnaphthalenesulfonic acid, lauryl ether sulfate, fatty alcohol sulfates, fatty alkali and alkaline earth salts, salts of sulfated hexadecanols, heptadecanols, Octadecanols, salts of sulfated fatty alcohol glycol ethers, condensation products of sulfonated naphthalene and naphthalene derivatives and formaldehyde, condensation products of naphthalene or naphthalenesulfonic acid with phenol and formaldehyde, polyoxyethyleneoctylphenol ethers, ethovylated isooctylphenol, octylphenol, nonylphenol, alkylphenol polyglycol ethers, tributylphenol polyglycol ethers, alkylarylpolyether alcohols, isotridecylalcohol, fatty alcohol ethylene oxide Condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polypropylene, lauryl alcohol polyglycol ether acetal, sorbitol esters, Lignin, sulphite, and methylcellulose.

Powders, dispersants and dusts may be prepared by mixing or co-grinding the active substances with a solid carrier.

Granules, e.g. Coated, impregnated and homogeneous granules can be prepared by binding the active compounds to solid carriers. Solid carriers are e.g. Mineral earths such as silica gel, silicic acids, silica gels, silicates, talc, kaolin, attaclay, limestone, lime, chalk, bolus, loess, clay, oolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics. Fertilizers, such as Ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable products, such as cereal flours, tree bark, wood and nut shell flour,

Cellulose powder and other solid carriers.

The formulations contain from 0.1 to 95 wt. -T active compound, preferably between 0.5 and 90 wt. -1.

The mixtures may further oils of various types, fungicides. Nematocides, insecticides, bactericides, trace elements, fertilizers, wetting agents, antifoams may be added to prevent side effects.

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The better diological effect of mixtures or the application sequence compared to the single active ingredients in e.g. Grass-like plants, legumes and oil plants can be convincingly demonstrated in field trials.

AusführungsbeisDiele

The triazole compounds used below have proven to be particularly suitable. For simplified results, the substances used in the tables which represent the experimental results f0 are identified as follows:

A = 1- (2,4-dichlorophenyl) -1-methyl-2-methoxy-2- (1-H-1,2,4-triazol-1-yl) ethanol (Example 11 of EP-A-56 087)

B = 1-phenoxy-3- (1H-1,2,4-triazol-1-yl) -4-hydroxy-5,5-dimethylhexane (= Example 9 of EP-A-AO 350)

C = 1-U-trifluoromethylphenyl) -2- (1,2,4-triazol-1-yl) -3- (5-methyl-1,3-dioxan-5-yl) -propen-3-ol (= Example 39 of EP-A-43 923)

D = 1- (2-ethyl-5-methyl-1,3-dioxan-5-yl) -2- (1, 2, 4-triazol-1-yl-3- (4-methylphenyl) -propane-1 -ol (= Example 54 of EP-A-44 407)

E = N, N, N-trimethyl-N-2-chloroethyl ammonium chloride F = N, N-dimethylpiperidinium chloride G = 2-chloroethylphosphonic acid

30H = N ₁ N ₁ N-trimethyl-N-2-chloroethylammonium chloride and 2-chloroethylphosphonic acid in the ratio 2: 1

I = N, N-dimethylpiperidinium chloride and 2-chloroethylphosphonic acid in the ratio 2: 1

J = 5-C-chlorophenyl) -3,4 ₁ 5,9 ₁ 10-penta-aza-tetra-cyclo [5.4 ₁ 1.0 ² x ⁶ , 0 ⁸ x ¹¹ l

dodeca-3,9-diene.

The experiments were carried out on parcels of 12.5 m ² (cereals) and 25 m ² (peas and rape) with 4-fold repetition. Cultivation, fertilization and use of pesticides against Verunk.-autung. Fungal and insect pest infestation happened on site.

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The mixtures of bioregulators were applied either by Naflbeizung or the foliar treatment. The foliar treatment was carried out with 3.5 bar application pressure in 400 l / ha Masser.

Reported grain yields are based on a constant dry matter content νυη θ6 t.

Examples 1 to

Mixtures of the substances A ♦ C ₁ used in summer wheat at the beginning to middle of tillering lead to a growth inhibition (- 5 t) and yield increase (+ 17 Z) ₁ which is significantly higher than that of the corresponding individual components A and C respectively.

The synergistic effect can be calculated according to the formula of S.R. Colby ("Calculating syngeneic and antagonistic responses of herbicidal combinations"; Weeds 15, 196, pp. 29-22)

E = X ♦ Y - L1 100

where E is the expected added growth inhibition of the two active substances A ♦ C

X is the inhibition of growth of active ingredient A and Y is the inhibition of growth of active ingredient C,

determine.

The application to Example 1 leads to the following result:

E = 3.7 ♦ 0.7 - 3.7.0.7 = 4.37 cm 100

Compared to the expected growth inhibition of 4.37 cm, there is a growth inhibition of 7.5 cm, i. the synergistic effect is 3.13 cm. Accordingly, the synergistic effect of the mixture can be determined in the remaining examples.

Plant compatibility of the mixture A + C is illustrated by the compensation of the reduced yields of the individual substances A and C to an additional yield:

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example 1 Culture: Summer wheat of the sirocco variety Soil type: clay

5 sowing: 13.03.84

Evaluation: 18.06.84

medium g active ingredient treatment Growth height ( 82.6 Difference) 3) 10 he ha date cm 78.9 (-3.7) I 1 ) untreated 0 81, 9 (-0,7) 100 9) A 1000 05/04/84 75.1 (-7.5) 96 (- C 125 99 (· 15 A ♦ C 11) 00 τ <25 M 91 (- Example 2 20 Culture: Summer wheat the Sort of sirocco Soil: volume Sowing: 13/3/84 grain yield 71 Evaluation: 21/8/84 dt / ha cm medium g active ingredient treatment 64.9 (Difference 8th) he ha date 60.0 (-4.9 I 8th) 30 untreated 0 59.7 (-5.2 100 1) A 500 05/04/84 65.8 (»0.9 ) 92 (- C 250 ) 92 (- A + C 500 ♦ 250 ) 101 U

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Example 3 to 5

The treatment of summer wheat and winter barley with mixtures of substances A + E at the middle to the end of tillering leads to similar results. Compared with the individual components kon'.te a growth inhibition of -2 to -6 I can be achieved.

Example 3

10 Culture: Summer wheat of the variety Inia

Soil: sandy loam

Ausraat: 05.06.86

Evaluation: 07.OS.86

15 medium g active ingredient treatment height 86.2 13 (Difference) t (-16) he ha date cm 72.3 (- 0 100 (WHERE) untreated 0 86.2 (- 17 84 (-20) A 500 06/06/86 68.8 (- 9) 100 20 e 690 - 0) 80 A ♦ E 500 ν 690 4)

Example 4 Culture: Winter barley of the variety Gerbel Soil type: clay

30 sowing: 23.09.33

Evaluation: 24.05.84

medium g active ingredient treatment plant height -0 (Difference) ι (-1) .15 he ha date cm -1 100 (-1) untreated 0 107.3 -3 99 (-4) A 500 17/4/84 106.7 ( .6) 99 e 460 106.3 ( .0) 96 AO A + E 500 + 460 103.5 ( .8th)

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Example 5 Culture: Winter barley of the Igri variety Soil type: loamy sand

Sowing: 27.09.84

Evaluation: 20.05.85

medium

g active ingredient -e e ha

Treatment date

Growth height (difference)

cm

untreated AE t5 A ₊ E

0 - 84.1 100

750 09.04.85 75.5 (8.6) 90 (-10]

1380 "84.8 (♦ 0.7) 101 (♦ 1]

750 +1380 71.4 (-12.7) 85 1-15]

Example 6 to 7

Shorter blades have greater resistance to bearing. Using the example of winter barley, the use of the mixture A ♦ E at the middle to the end of tillering (Z. 25-29) improved the stability compared to the individual components A and E by +17 t . This better stability also resulted in a grain yield increase of +11 I = 6.5 dt / ha.

Example 6 Culture: Winter barley of the Igri variety Soil type: loamy sand

Sowing: 28.09.84

Evaluation: 24.05.85

35 medium g active ingredient treatment warehouse - 5) (Difference) he ha date - 2 / Ϊ untreated 0 60 -24) A 750 18/4/85 55 (55) 40 e 1380 - 58 (58) A ♦ E 750 +1380 36 (

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Example 7 Culture: Winter barley of the Igri variety Soil type: loamy sand

Sowing: 28.09.84

Evaluation: 17.07.85

medium g active ingredient Ha treatment grain yield /Ha ( Difference) 10 ie date dt Z untreated 0 58.8 (♦ 7 100 A 750 18/4/85 66.4 (- 2 .6 113 (+ 13) e 1380 + 1380 - 56.3 (+ 11 .5 ) 96 (- 4) 15 A ♦ E 750 70.4 .6 120 (+20)

Example β

In the case of winter rye (Seeale cereale L.), the application of the mixture A + E produces a growth inhibition that is superior to the sum of the individual effects (-20 Z). The application was made here as seed dressing.

Example β

Culture: winter rye of the variety Danko Soil type: loamy sand

Sowing: 30.09.83

Evaluation: 25.10.83

medium g us kstoff treatment height 10.0 - 1 , (Difference) t (-10) ie Ha date cm 9.0 ( - 2, 100 (-20) untreated 0 8.0 ( - 5. 90 (-50) A 10 29/9/83 5.0 ( 0) 80 e 250 0) 50 A ♦ E 10 ♦ 250 0)

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Examples 9 to 11

Not only the application of the substances A ♦ E as a mixture, but also as a temporally split sequence leads to a surprising synergistic effect. The example of oats (Avena sativa) illustrates that, for example, the application of Substance A during the developmental period 1 stalks until the appearance of the last leaf (Z. 32-37) and the subsequent application of Substance E during the appearance of the last Leaf until the beginning of Ährenschiebens (Z. 37-39) to a growth inhibition (-3 Z) and a corresponding improvement in the stability (+41 Ί.) And the grain yield (+4 Z) leads.

Example 9

15 Culture: oat of the variety Flämingskrone

Soil type: loamy sand

Sowing: 12.03.85

Evaluation: 27.06.85

20 medium g active ingredient treatment height cm (Difference) · / ( he ha I .2 100 ( untreated 0 122 , 0 ( 96 A 750 24 118 .9 ( .2) 90 ( 25 e 1380 30th 109 .3) A 750 24th .8th (- 83 ♦ E + 1380 30th 101 .4) - 4) ) ate -10) - 4 .05.85  12 -17) .05.85 .05.85  20 , 05.85

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Example 10 Culture: Oats of the Panther variety Soil: strong loamy sand

Sowing: 20.03.85

Evaluation: 01.08.85

medium g active ingredient treatment Warehouse ( Difference) 10 he ha date T. untreated 0 93 A 750 (H.06.85 84 (- 9) E * 1380 07/06/85 70 (-23) 15 A 750 06/04/85 ♦ E 1380 07/06/85 20 (-73)

Example 11 Culture: Hafor of the Flamingskrone variety Soil type: loamy sand

Sowing: 12.03.85

Evaluation: 07.08.85

medium g active ingredient treatment 24 grain yield (Difference) 3) · (. (-2) he ha [ 30 dt / ha 7) (H) 30 24 100 untreated 0 30 69.3 0) 98 (♦ 3) A 750 ) ate 68.0 (- 1 , 101 e 1380 70.0 (+ 0th A 750 - 103 35 ♦ E + 1380 .05.85 71, 3 (+ 2, .05.85 , 05.85 .05.85

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Examples 12 to U

If substance A is mixed and applied with substance G, a synergistic effect is also observed here. This becomes recognizable from attempts with 5 winter barley. The treatment took place when the ligule of the last leaf was visible until the beginning of the Ahrenschiebens. The mixture had the following effects compared to the individual applications: -3 J! Growth inhibition, +5 I additional yield and an increase of the exchange end grain weight by * 7 / (♦ 2.7 g) as a characteristic of the grain quality

10

Example 12 Culture: Winter barley of the variety Tapir B.odenart: Sandiger loam

Sowing: 25.09.8 *

Evaluation: 31.05.85

medium

g active ingredient -e ha

Behavior Date

Growth height (difference)

cm

untreated A G A ♦ G

0-130.2 100

750 17.05.85 1P.9.0 (- 1.2) 99 (- 1)

480" 115.9 (-H, 3) 89 (-11)

750 +1380 "110.4 (-19.8) 85 (-15)

Example 13 Culture: Winter barley of the variety Tapir Soil: clay loam

Sowing: 28.09.84

Evaluation: 15.07.85

Mean g active substance treatment grain yield (difference) ie ha date dt / ha I

untreated a

A + G

750 480 750 +

07/05/85

62.1 100

66.7 (+ 4.6) 107 U 7)

61.1 (- 1 .0. 98 (- 2)

68.6 (+ 6.5); i0 (»10)

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Example U Culture: Winter barley of the variety Tapir Soil: sandy loam

5 sowing: 25.09.84

Evaluation: 21.08.85

medium g active ingredient treatment Thousandgrainweight (Difference (♦ 1 , ) t (♦ CVI 10 each ha date q (- 0 100 (+ / -0) .6 (♦ 1, 102 (♦ 9) untreated 0 41 .6 100 A 750 17/5/85 42 .5 109 15 G 480 41 .2 , 0) A ♦ G 750 ♦ 480 45 1) , 6)

20 Examples 15 to 18

In accordance with the experimental results of Examples 9 to 10, the time-shared application sequence with the substances A ♦ H also led to synergistic effects. Thus, the substance A was applied during the time of midst till tillering of the 1st lialm knot in winter barley. In the period from the appearance of the last leaf to the appearance of the ear tips, the subsequent treatment of the same plants with the substance H. Compared to the corresponding simple applications could by the subsequent treatments synergistic effects of 3 t inhibition of growth, 23 to 25 Z improved stability and 2 I increased yield (+1.5 dt / ha).

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Example 15 Culture: Winter barley of the Igri variety Soil: loam

Sowing: 28.09.84

Evaluation: 05.06.8 ^r >

medium g active ingredient treatment height (Difference L 12) 10 he ha date cm IGS 3) untreated 0 106.2 98 (- A 750 18/4/85 94.0 (-1 2.2) 97 (- 18) H 690 09/05/85 102.7 (- 3.5) 15 A 750 18/4/85 82 (- + H ♦ 690 09/05/85 86./ (-1 9,5)

Example 16 Culture: Winter barley of the variety Viola Soil: strong loamy sand

Sowing: 25.09.84

Evaluation: 13.06.85

medium g active ingredient treatment Warehouse (difference) 100 he ha date 1 83 (-17) 30 100 (i 0) untreated 0 - 56 (-42) A 750 04/04/85 H 6AO 13/5/85 A 750 04/04/85 35 " H + 690 13/5/85

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Example 17 Kuitur: winter barley of the Franka variety Soil: strong loamy sand

Sowing: 30.09.84

Evaluation: 15.07.85

10 medium g active ingredient treatment Warehouse ( Difference) 42) he ha date I 12) untreated 0 100 77) A 750 17.04.85 58 (- 15 H 690 30/5/85 88 (- A 750 17/4/85 23 I- ♦ H ♦ 690 20/5/85

Example 18 Culture: Winter barley of the Igri variety Soil: loam

Sowing: 28.09.84

Evaluation: 17.07.85

h ^: ttel g active ingredient treatment grain yield 6 ( difference ΐ ) 30 he ha date dt / ha 3 100 untreated 0 67.6 11 110 (+ A 750 18/4/85 74.2 (+ .6 ) 104 (♦ 10) H 690 09/05/85 70.6 (► , 0 ) 116 (+ 4) 35 A 750 18/4/85 78.7 (♦ , 1 ) 16) + H ♦ 690 09/05/85

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Example 19

The temporally split subsequent treatment of winter barley plants with the substances A ♦ I led to a corresponding synergistic effect. Here was the application of the substance A to the end of tillering until lap commencement and the Ausbringunq of the substance I on the gleiction plants at the beginning of Ehrungschiebens. Compared to simple plant treatments, the corresponding follow-up application improved the stability by +31 '/. 10

Example 19 Culture: WintergerstR of the variety Illia Soil: clay loam

75 sowing: 11.10.84

Evaluation: 27.06.85

medium g effect, ff treatment warehouse (Difference) ? 0 he ha date t untreated 0 38 A 750 13/4/85 21 (- 17) I 1150 21/5/85 65 (♦ 27) 25 A 750 13/4/85 17 (- 21) + I O150 21.05.8S

30 Example 20 to 22

Similar to the mixture of the substances A ♦ E (Example 8), the mixture A ♦ J used as seed dressing applied to summer wheat and winter rye to synergistic effects. Thus, the firmness could be improved by 20 to 36 7 and the grain yield by 0 1 (* 5.1 dt / ha).

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Example 20 Culture: Summer wheat of the variety Kolibri Soil type: clay

5 sowing: 16.03.84

Evaluation: 26.06.84

medium g active ingredient treatment Warehouse (difference) 50 28) I 10 he ha date t 78 (♦ 37) 100 untreated 0 13 (- 45) 96 (- 4) A 2.5 15/3/84 5 (- 99 (- 1) 6 2.5 » 103 (+ 3) 15 A + G 2.5 ♦ 2.5 Example 21 20 Culture: Summer wheat the Sort of hummingbird Soil: volume Sowing: 16/3/84 grain yield Evaluation: 21/8/84 dt / ha medium g active ingredient treatment 63.5 he ha date 61, 21-2. 30 untreated 0 62.7 / (- 0, A 2.5 15/3/84 65. 5U 2, J 2.5 - A + J 2.5 + 2.5 (Difference) 3) 8th) 0)

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Example 22 Culture: Wints rye of the variety Danko Soil type: loamy sand

5 sowing: 30.09.83

Evaluation: 10.07.84

medium g active ingredient treatment Warehouse ( Difference) 10 he ha date Z untreated 0 70 A 10 29/9/83 30 (- 40) J 5 - 50 (- 20) 15 A ♦ J 10 ♦ 5 0 (- 70)

That the above-mentioned synergistic effects of mixtures or combinations with triazoles and other bioregulatory active substances are not limited to a specific triazole is demonstrated by the following examples.

Examples 23 to 2R

Thus, leaf treatments in winter and summer wheat as well as winter rapeseed (Brassica napus L.) with the mixture of the substances B ♦ E compared to the corresponding individual components led to synergistic growth inhibition. These were 4 to 5 t and summer wheat 6 Z when the leaves were used for tillering in winter wheat. If the oilseed rape was treated during the shooting, this growth inhibition was 13 I.

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Example 23 Culture: Winter wheat of the variety Kronjuwel Bedenart: sandy loam

5 sowing: 17.10.85

Evaluation: 22.05.86

medium g active ingredient treatment Growth height (Differtz) cm (- 1.0) 1 Z ( - 2) gm (- 7/2) 1 ι ( - 4) 10 he ha date , 0 (- 5,0) 00 ( - 8th) , 0 (- 8,2) 00 ( -12) untreated 0 67 , 0 (- 10.0) 98 ( -15) .3 (- 14.0) 98 ( - 0) B 450 23/4/86 66 .0 92 .8th 88 F. 345 M 62 , 0 85 .0 80 15 Β ♦ E 450 + 345 57 Example 24 20 Culture: Winter wheat the Variety Chancellor Soil: loamy sand Sowing: 28/10/85 Growth height (difference) Evaluation: 22/5/86 ? 5 70 medium g active ingredient treatment 67 he ha date 61 30 untreated 0 56 B 450 25/4/86 e 690 M B ♦ E 450 ♦ 690 M

BASF Aktiengesellschaft

J66A ^ 5

860617 O.Z. 0050/39048

Example 25 Culture: summer wheat of the variety Inia Soil: sandy loam

5 sowing: 05.06.86

Evaluation: 10.09.86

medium e g active ingredient treatment Growth height ι cm - 9, ι 10 26 "he ha date 0 -10, 100 0 89th 0 ( -25, 90 (90 500 08/06/86 80 6 ( 88 (- untreated 460 - 78 0 ( !Difference) 72 ( 15 B  iOO + 460 64 e B ♦ , 0) example 4)  10) , 0)  12) -28)

Culture: Winter rape of the variety Elena Soil type: loess

Sowing: 27.08.85

Evaluation: 06.05.86

medium g active ingredient Ha treatment Growth height ( cm -42. Difference) % (-42) ie date 02.0 W- 100 (WHERE) 30 untreated 0 1 59.6 ( -55, 58 (-55) B 450 17/4/86 02.0 ( 4) 100 e 1300 ♦ 250 1 46.3 ( 0) 45 B + E 450 7)

Example 27 to 32

Even mixtures of the substances D + E lead in comparison to the respective individual components to a synergistic effect. Was e.g. in winter and summer wheat treatment during tillering, synergistic growth inhibition of 5 to 12% was found and in summer wheat 9 to 12%.

BASF Aktiengesellschaft

860617 O.Z. 0050/39048

Example 27 Culture: summer wheat of the variety Inia Soil: sandy loam

5 sowing: 04.06.86

Evaluation: 08. 09.86

medium g active ingredient treatment height cm - 9 cm (Difference) Z ι 10 he ha date 2 - 1 .0 100 100 uiiuehandelt 0 86 .4 ( -18 .6 ( 89 (-11) 80 (-20) D 250 08/07/86 76 , 2 ( .6 I- .8th) 99 (- U 88 (-12) e 630 " 85 .9 ( .0 ( .0) 79 (-21) 56 (-44) 15 D + E 250 +1380 M 67 .3) Example 28 20 • 17 Culture: Summer wheat the Variety Inia • 10 Soil: sandy loam  39 Sowing: 06/05/86 plant height Evaluation: 10/9/86 ? 5 89 (Difference) medium g active ingredient treatment 71 he ha date 78 30 untreated 0 50 .4) D 500 08/06/86 .4) e 460 - .4) D ♦ E 500 + 460

BASF Aktiengesellschaft

, 2601 IfST

860617 O.Z. 0050/39048

Example 29

Culture: Winter wheat the Variety dolomite height cm (Difference) 7 (-16) Soil: volume .8th 100 (- 9) 5 Sowing: 17 76 .2 (-12 84 (-35) Evaluation: 22 64 .2 <- 6 .6) 91 medium treatment 70 .0 (-26 .3) 65 10 Oatum 50 .8th) untreated D 25/4/86 e M 15 0 ♦ E M .10.85 .05.86 g active ingredient he ha 0 500 460 500 + 460

Example 30

Culture: Soil: Sowing:

Winter wheat of the sort Chancellor sandy loam 16.10.85

Evaluation: 22.05.86

medium g active ingredient treatment height (Difference) ι (-18) he ha date cm 100 I- 9) 30 unbehaniielt 0 54.8 82 (-32) D 500 25/4/86 45.0 (- 9 .8th) 91 e 690 » 50.0 (- 4 .8th) 68 D + E 500 * 690 37.5 (-17 .3)

BASF Aktiengesellschaft

860617 O.Z. 0050/39048

example Culture: Winter wheat of the Dolomite variety Soil: sandy loam

Sowing: 17. 10.85

Evaluation: 22.05.86

medium g active ingredient treatment plant height cm (Difference) ι ( 10 he ha date .2 1J0 ( untreated 0 74 , 5 (-11 84 ( D 750 23/4/86 62 .8 I- 4 .7) 94 e 460 69 .2 (-20 .4) 73 15 D ♦ E 750 ♦ 460 H 54 , 0) Example 32 ft / Culture: Winter wheat the Variety dolomite Soil: sandy loam Sowing: 17/10/85 Evaluation: 22/5/86 -16)   6) -27)

medium

g active ingredient ie ha

Treatment date

Growth height (difference) cm %

30 untreated 0 690 - D 750 23/4/86 e 690 N D ♦ E 750 ♦ M

74.2 100

62.5 (-11.7) 8t (-16)

70.5 (- 3.7) 95 (- 5)

49.8 (-24.4) 67 (-33)

BASF Aktiengesellschaft

Θ60617 O.Z. 0050/39048

Example 33

Synergistic effects of mixed urogens from triazoles and other bioregulators were found not only on yraser-like plants and oil plants but also on legumes. For example, foliar treatment during the flower bud stage of peas (Pisum sativum L.) with the mixture D ♦ H compared to the corresponding individual components D and H resulted in a synergistic growth inhibition of -10 Ί.

10 Example 33

Culture: peas of the standing gold variety Soil: sandy loam

Sowing: 07.04.86

f5 Evaluation: 18.06.86

medium active substance treatment plant height 3 (Difference) ) ι (- ) q / ha date cm 2 ) 100 ( ) 20 untreated 0 - 58.0 1 ) 94 ( ) D 500 21/4/86 54.5 I- .5 96 H 1380 55.7 (- 3 80 D ♦ H 500 ♦ 1380 46.4 (-1 .6 - 6 - 4 -20

Example 34

The synergistic effect of the mixtures according to the invention in cotton, summer and winter rape are shown in Examples 34 to 39.

Culture: IAC-20 cotton Soil: sandy loam

Sowing: 05.11.86

Evaluation: 15.04.87

medium active substance treatment earnings (Difference) ι (♦ 6) q / ha date kq / ha 100 (♦ 6) untreated 0 - 1340 106 (♦ 21) 40 B 500 14.01 .87 Multipliers 142 o (* 80) 106 F 50 - 1420 (* 80) 121 B ♦ F 500 ♦ 50 162K + 281)

BASF Aktiengesellschaft

860617 O.Z. 0050/39048

Example 35

Culture: Summer rape of the variety Callypso Soil: sandy loam Sowing: 10.03.87

Evaluation: Stock: 20.08.87 Yield: 30.09.87

10 medium active substance treatment storage area 100 15 ( Crtrag (♦ 5 Z (♦ 36) g / ha date (Difference) 100 (♦. 0) 20 (♦ 0, 100 (+ 4) t 100 (+. 0) 15 Difference) (♦ 6, 136 ( »43) untreated 0 0 (-100) 21 dt / ha 104 15 B 300 30/6/87 2 143 I 920 - , 7 , 5) B ♦ I 300 ♦ 'j20 3 , 6) , 7 , 5)

Example 36

Culture: Western rape variety Westor Soil: sandy loam Sowing: 09.06.87

Evaluation: Growth height: 27.07.87 Stock: 06.08.87

30 mean active substance treatment growth height (difference) storage (difference) g / ha date cm I

untreated 0 460 14/7/87 101, 7 ♦ 1 .6) 100 (- 6) , ₇ (- 19) B 125 - (103.3 0) 94 (- 4) 28 (- 17) 35 e 460 (101.7 -3 .7) 96 (-20) 30 (- 30) B + E 125 + (98.0 80 8th

BASF Aktiengesellschaft

29

860 '·' .; O.Z. 0050 / 3904β

example

Culture: Callypso summer rape Soil: sandy loam 5 Sowing: 12.03.87

Evaluation: Stock: 27.07.07 Yield: 30.09.87

10 Agent Active ingredient Treatment Storage area (diff.) Yield (difference) aZää Oälym I dt / ha /.

unbehsndelt O 920 19 - 87 100 • ** 300 .06. 75 ( e 920 " 100 l B ♦ E 300 ♦ - 0 ( : - 25) ± ο) -100)

16.0

19.8 (O, 8) 124 (+24)

16.3 (+0.3) 102 (2)

21.4 (+5.4; 134 (* 34)

20 example

Culture: Winter rape of the sort Jupiter Soil: sandy loam Sowing: 26.08.86 '5 Evaluation: Height of growth: 24.05.87 Stock: 21.08.87

Mean drug treatment stature height (difference) stock (difference) q / ha date cm 1 inclination t

untreated

B 450 05.05.87

E 1380

35 B + E 450 ♦ 1380

106.0 100

97.5 (- 8.5) 92 (- 8)

104.71-1.1) 99 (-1)

88.0 (-18, O) 89 (-17)

72 (- 24) 48 (- 10) 62 (- 52) 20

BASF Aktiengesellschaft

860617 O.Z. 0050/390 * 8

example

Culture: Soil: 5 Sowing: Evaluation:

Winter rape of the Lirabin variety

sandy loam

U.OB.87

Growth height: 20.05.87

Location inclination: (H.08.87

Harvest: 20.08.87

Hittel drug treatment plant height g / ha date (difference) cm

Stock appreciation (difference) I

Yield (difference) dt / ha

f5 uribeh. O - 138.4 100 70 32.4 100

B 455 08.05.87 133.2 (-3.2) 98 (-2) 45 (-25) 39, 1 (* 6.7) 120 (* 20)

H 1380 "135.Π-1.3) 99 (-1) 74 (* 4) 36,7 (4,3) 113 (♦ 13)

B * H 450 * 1380 "119.4 (-17) 88 (-12) 18 (-52) 51.1 (18.7) 1571 * 57)

Claims (5)

860617 BASF Aktiengesellschaft O.Z. 0050/39048 invention claim , Plant growth regulating agent containing a synergistic mixture of a growth-promoting triazole compound of general formula Ia, Ib ₁ Ic or Id OH Ia ib ic H ₃ C
A id where A is unsubstituted or substituted by halogen, Ci-C ^ alkyl, Ci-Ci »alkoxy or CF ₃ substituted phenyl u R T tert-butyl or the group CH3 ko> ^ R2 in which R ^{2 is} hydrogen, methyl or ethyl, and η is an integer from 2 to 5 860617 BASF Aktiengesellschaft3 O.Z. 0050/39048 and either a quaternary substituted thianium or ammonium salt from the group comprising:
NN-dimethyl-azacycloheptaniumsalze
N, N-Oimethyl-piperidinium Ν, Ν-dimethyl-hexahydropyridaziniumsalze
N, N-dimethyl-tetrahydropyridazinium salts N-methyl-pyridium salts
N, N-Dirnethy1-pyrrolidiumsalze
fO S-methyl-thiacyclohexaniumsalze and N.N.N-trimethyl-N-Z-chlorethylammoniumsalz and or a phosphonic acid compound from the group comprising: 2-chloroethylphosphonic 2-Chlorethylaminoethylphosphonsäure 2-Chlorethyl2minobutylphosphonsäure 2-chloroethylphosphonic acid N, N-dimethylamide Z-chloroethylphosphonic acid N-methylamide Viny phosphoric acid! propylphosphonic phosphonomethylglycine Bis-phosphonomethylglycine and
Benzyl-phosphonic acid and or the compound 5-U-chlorophenyl) -3,4,5,9,10-pentaaza-tetra-cyclo-15,4,1,0 ² · ⁶ , 0 ^{β '11} IdOJeCa-3,9-diene. 2. A method for regulating the development of plants, characterized in that treating the soil, the seed and / or the plants with a synergistic mixture according to claim 1. 3. The method according to claim 2, characterized in that treating the soil, the seed and / or the plants with 0.1 to 95 wt .- / a synergistic mixture according to claim 1 in addition to conventional carriers. 4. Composition according to claim 1, comprising a synergistic mixture of a triazole compound Ia. Ib ₁ Ic or Id and N, N-dimethyl-piperidinium chloride, 2-chloroethylphosphonic acid or 5- (4-chlorophenyl) -3,4,5,9, 10-penta-aza-tetra-cyclotS ^{2. 6} , 0 ⁸ · ¹ '] dodeca-3,9-diene. MS 860617 BASF Aktiengesellschaft 3ft O.Z. 0050/39048 5. Composition according to claim 1, containing ei.ie synergistic mixture of a triazole compound Ia ₁ Ib ₁ Ic or Id and N, N-dimethyl-piperidinium chloride or N, N, N-trimethyl-N-2-chloroethylammonium chloride each in admixture with 2 -Chlorethylphosphonsäure.