Salt structuresa trainingabout decollate with growth-stimulating activity against plant alfalfa


(57) Abstract:

The invention relates to new salts of sulfur-containing trainingabout decollate formula I, where X+= NH4+, K+or Na+. The growth-stimulating compounds exhibit activity against plant alfalfa, providing increased seed yield of alfalfa height regrowth after mowing, increase the weight and improve seed germination. 1 PL.

The invention relates to chemistry and agriculture, particularly to substituted 1,3,5-triazine as a growth promoter alfalfa.

Known 2-substituted 4,6-bis(4'-carboxyphenoxy)-1,3,5 - triazine General formula:

< / BR>
where R = OCH3N(C2H5)2, NHC2H5, NHC6H5N(CH2)4O, as curing agents in the composition of the adhesive compositions constructionno destination [see A. with. USSR N 836068; BI, 1981, N 21]. The use of such digisat as poststimulation alfalfa unknown.

Known application indolylacetic acid (IAA) as poststimulatory fruit and berry crops, consisting of pre-soaking seed in 0,001% of water, R is 1, S. 11 - similar]. The disadvantages of this costimulatory are: poor solubility in water and the complexity of working solution (need to pre-dissolve in alcohol), long (6 h) the period of soaking of planting material, relatively low astragalina activity. The ability of IAA to stimulate the growth of alfalfa is unknown.

It is also known the use of 2,2-dimethylhydrazide succinic acid (daminozide) to increase yield and compactness of red clover plants by foliar spraying water 75 - 85% variance wettable powder daminozide [see Regulators of growth and development of plants. - M.: Agropromizdat, 1991, S. 13 - analogue in the application]. Poor enforcement of daminozide is not solubility in water, high cost of DV (dispersion of 75 to 85 wt.% concentration), the necessity of special, able to spray a 75% water dispersion, spray units and environmental hazard his primigenia and low activity as poststimulatory. The use of daminozide to stimulate growth of alfalfa is unknown.

Technical solution to the problem of increasing the height of the otra is FL seed germination, obtained from the harvest, is the use of highly soluble in water, with small expense current substance (DV), environmentally safe, does not require the use of special spray units and with higher astragalina activity.

This object is achieved by obtaining new salts of serosoderjaschei of decislon: 2-diphenylamino-4,6-bis-[4'-carboxylatomethyl(X-)]- 1,3,5-triazine (tibouchina) General formula:

< / BR>
where X = Na+, K+, NH4+that can be used as poststimulation, in the form of an aqueous solution in a concentration of 0.0001 - 0.01 wt. %.

The novelty of the claimed proposal is seen that the use of salts structuresa decollate allows you to increase the options regrowth of alfalfa plants after mowing, mass of 1000 seeds and weight of seeds per plant, seed produktivnost and germination of alfalfa seed from harvest. Salts have good solubility in water and high astragalina activity, avoid the use of special spray equipment for highly concentrated dispersions, sharply reduce consumption by DV salt during processing, which improves ek is happening decollate with basis [see Preparative organic chemistry, under. Ed. N.With. Wolfson. - M. - L.: Chemistry, 1964, S. 355]. The original acid also get well-known method is the interaction of the aqueous-acetone solution of 2,4-dichloro-6-diphenylamino-1,3,5-triazine with an aqueous solution of thioglycolic and sodium hydroxide (at a molar ratio of the source, is equal to 1:2:4) followed by acidification with acetic acid [see, M. Poghosyan, I. A. Asaturyan, C. N. Zaplishny. Synthesis of 2-methoxy - 4,6-bis(p-carboxyphenoxy-s-triazine and polymers based on it. - Arm. chem.J., 1976, T. 29, N 6, S. 505-511].

For comparison, the industrial use drugs brand "chemically pure" - IAA (prototype structure) and Daminozide (prototype).

Examples of performance stated suggestions are presented below.

Example 1. 2 Diphenylamino-4,6-bis(carboxymethylthio)-1,3,5-triazine (VCT). A solution of 3,17 g (0.01 mol) of 2,4-dichloro-6-diphenylamino-1,3,5-triazine in 20 ml of acetone under stirring rapidly added to 50 g melkorazdroblennyh ice. To the resulting dispersion at a temperature of 02oC was added dropwise an aqueous solution 2,282 g (0.02 mol) of sodium salt of thioglycolic. To the resulting dispersion under stirring at the same temperature, slowly add small porcesses stirred for further 1 h at 10oC and distilled acetone in water-jet vacuum on a boiling water bath. The distillation continued until the reduction of the volume of the reaction mixture by 1/2. The residue is cooled and under stirring, and 20 2oC slowly acidified with hydrochloric acid to pH 4-5. The resulting white flakes filtered off, washed with water until the absence of chlorine in the wash water and dried at 80 - 90oC. Get 3,835 g (89,6%) VCT in the form of a white powder with so pl. 218 - 220oC, is not soluble in water and most organic solvents, soluble in dioxane, DMF, DMSO, sparingly soluble in acetone and alcohol.

C15H16N4S2O4. Found,%: C 53,10; H 3,50; N 12,89; S Of 14.76.

Calculated, %: C 53,26; H 3,76; N 13,08; S 14,96

X , cm-1(group): 3410-3260 (IT sour.); 1685 cf. (C=O); 1580, 1500, 1485, 1465 (C=C, C=N - t. and cyanurates cycle.).

DMR , M. D. (group): 7,46 - 7.32 m (10H C6H5); is 4.21 (4H S-CH2).

Example 2. 2 Diphenylamino-4,6-bis-[carboxylatomethyl(potassium)] -1,3,5 - triazine (KMTC). To a suspension 2,185 g (0,0051 mol) of finely ground DTK in 8 ml of water under stirring at a temperature of 20 1oC added dropwise 3 ml of an aqueous solution containing 0.56 g (0.01 mol) sodium hydroxide. The mixture is stirred for further 0.5 h at Etsy precipitate is filtered, washed with 2 x 50 ml dry ethanol and dried in vacuum (12 ml) at 50 - 60oC to constant weight. Get 2,288 g (88.8% of the with so different. > 258oC; CMD in the form of a white powder, soluble in water and insoluble in common organic solvents.

C19H14N4K2S2O4. Found, %: C 45,05; H 2,62; N 11,25; S 12,59.

Calculated, %: C 45,22; H 2,79; N 11,10; S 12,71.

X , cm-1(group): 1635 - 1625 ush.CL. (COO); 1590 - 1565, 1495, 1445 - 1435 cf., C. (C=C, C=N - t. and zinurova cycle).

Example 3. 2 Diphenylamino-4,6-bis[carboxylatomethyl(sodium)] -1,3,5 - triazine (KMTN). Under conditions analogous to example 2, from 2,185 g (0,0051 mol) VCT and 0.4 g (0.01 mol) of caustic soda with the only difference that the reaction is carried out at 251oC in 15 ml of water, and the target salt visidot the addition of water to the filtrate in 40 ml of acetone, get 2,325 g (96,5%) KMTN in the form of a white powder with so different. > 250oC, soluble in water and insoluble in common organic solvents.

C19H14N4Na2S2O4. Found, %: C 48,12; H Was 2.76; N 11,72; S 13,41.

Calculated, %: C 48,30; H 2,98; N Up 11,86; S 13,57.

X , cm-1(group): 1645-1620 ush.CL. (COO-); 1570, 1495, 1450-1440 cf., C. (C=C, C=N - t. and zinurova cycle).

C19H22N6S2O4. Found, %: C 49,55; H To 4.98; N 18,03; S 13,95.

Calculated, %: C 49,33; H 4,79; N 18,17; S 13,86.

X , cm-1(group): 1650-1635 SL.(SOO-); 1590-1575, 1455-1430 ush.with. (C=C, C=N - t. and cyanurates cycle).

The salts triazinetrione acids (tibouchina) used as poststimulation comprising means for processing vegetative plants of alfalfa.

Meanwhile, prepare aqueous solutions of tibouchina concentrations of 0.01 and 0.0001 wt. % and process of vegetating plants alfalfa twice, method of ground spraying. For comparison, the use aqueous indolylacetic acid (IAA) and the variance of diamide succinic acid (Daminozide) at a concentration of 0.001 and 75 wt.% respectively. As a control, use the variant with two processing plants luzernerstrasse treatment of vegetating plants alfalfa is illustrated by the following examples (examples 5-15).

Example 5. On the sowing of Lucerne second year of vegetation mowed plants and weeds to a height of 7 cm from the soil surface and divided into plots with an area of 1 m2. Under each version of the experiment is prepared in 3 plots, which are sprayed by ground sprayers, on the second day after the cut - water, an aqueous solution of IAA (200 l/ha, prototype), or 75% aqueous emulsion of Daminozide (analog), or by means of appropriate variation of the concentration of an aqueous solution of Tibouchina. The disinfectant or water (all except Daminozide) options, including control - 200 l/ha At the same time, Daminozide used in the form of 75% water dispersion, and the IAA, due to the poor solubility in water, pre-podrastet in alcohol. After 7 days conduct spot measurements height regrowth on each plot (lithat compared with the control (lk), and determine the amount of regrowth in % according to the formula:

< / BR>
In the phase of beginning of flowering (botanicare) the processing of all plots look similar to the 1-th processing quantities and concentrations of the prototype and declared Tibouchina. The weight of 1000 seeds, weight of seeds per plant and seed productivity (yield) is determined for achrya placed in a Petri dish on constantly moist filter paper and germinated them in a closed Cup under 25 1oC. On day 7 to determine the content of germinated seeds in % in % of control.

Examples of use of the proposed salt structuresa trainingabout decollate to intensify the growth parameters of alfalfa: to increase plant height, weight of 1000 seeds and weight of seeds per plant, and yield and germination are presented in table (examples 5-15; see the end of the description).

As can be seen from the table data, the application of the proposed method intensification parameter growth of alfalfa (examples 5-15) provides in comparison with control increases the height of the plants on the 7th day after mowing on 20,15 - 46,49% (13,0 - 15,85 instead 10,82 cm), at the same time spraying the plants with an aqueous solution of known means of IAA and Daminozide increases this parameter only 10,35 and 14,78%, respectively (11,94 and 12,42 cm, respectively).

Weight of 1000 seeds and weight of seeds per plant is increased in comparison with control 3.16-8,42% and results were 23.08-45%, respectively (1,96 - of 2.06 g and 3,20 - 3.77 g instead 1,90 and 2,60 g, respectively); at the same time, treatment with IAA and Daminozide increases these figures only 2,63; 16,15% and 3.05; to 21.15%, respectively.

Seed production of alfalfa increased by 43,19 - 73,24% (3,05 - 3,69 ,98 and 25,82%, respectively (2,30 and $ 2.68 t/ha, respectively).

Germination of seeds obtained in yield increases in comparison with the control 8,08 - 16,61%, while treatment with IAA and Daminozide increases this rate by only 0.25 and is 5.06%, respectively.

An important advantage of the proposed postregulatory is to reduce the concentration and flow rate required for the processing of funds: from 75 wt.% (Daminozide) to 0.01 and 0.0001 wt.% (Tibouchina), as well as improving the solubility of funds in the water and the simplification of its preparation - exception operation prior bodrstvovaniya in alcohol (IAA) and the use of direct dissolution in water at ordinary temperature.

Thus, the use of the claimed salts Diauxie as poststimulation allows you to increase height after alfalfa hay harvest, weight of 1000 seeds and weight of seeds per plant, seed production and germination of alfalfa seed to harvest, as well as reduce the costs and simplify the technology of its preparation and use.

Salt structuresa trainingabout decollate General formula

< / BR>
where X+= NH4+, K+, Na+,

with growth stimulating activity against the plant


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