CS256566B1 - A method of producing a plant growth stimulator and / or regulator - Google Patents

Abstract

A plant growth stimulator and/or regulator based on organic halogen compounds is produced by substitution catalytic or non-catalytic chlorination of χ-butyrolactone at a temperature of 80 to 200 °C until a refractive index nD25 = 1.4700 to 1.4780 (1.4755 to 1.4760) is reached. Hydrogen chloride and possibly unconverted χ-butyrolactone are separated from the chlorination product and/or the chlorination product is saponified or neutralized with an alkali metal compound. The method is suitable for the production of biologically active substances in the chemical industry.

Description

256566

The present invention relates to the production of a plant growth stimulator and a plant growth regulator, respectively. the production of active components of stimulators or growth regulators based on organic halogens, using substitution chlorination. Many compounds such as physiologically active substances such as auxinides, kinins and retardants have been successfully applied in agricultural and forestry practice, despite the fact that the biochemical nature of their activities is still subject to various hypotheses [Au-J.J.J. Plant Science Monographs. Lon-don-New York (1963); Turkey R. Ch., Po-Lykarpova F. Ja .: Vegetatiinnoe Growth] with Stimulation of Stimulators, Moscow (1966)]. Here, growth regulators have spit structures [Appel P., Natr. L .: Biochem Physiol. Pfl. 1976, 169; Wegler R .: Chemie der Pflanzenschutz und Shadlingsbekamffungsmittel, Band 4. Sprinter Verlag, Berlin-Heidelberg-New York (1977)]. Succinic Acid Growth Growth Acid is known and an explanation of the biochemical effect of the effect of quantum biochemistry [Blagoveshchenski] A.V., Rachman R.R .: Jantarnaya kislota i povyusi urozaev, Tashkent (1966); Blagoveshchenskij A. V., Rachman R. R., Biochimicheska-ja priroda povysenija urozajnosti s pomos-cju jantarno] kisloty. Izdatefstvo Moskovs-kogo Gusudarstvennogo Universiteta, Moskva (1970)], as and] organic slurries from the a-dical] oxidation of aluminum, mainly containing succinic acid (Czechoslovakia Certificate No. 229 411). Further, maleic anhydride, maleic acid, is both salts and esters (U.S. Pat. No. 226,318), as well as byproducts from the production of cyclohexanone oxidation cyclohexane (Czechoslovakia Certificate 220 936, etc.). An effective growth regulator is α] dichloroisobutyric acid and its salts (U.S. Pat. No. 2,823,232), which is well known in the art (Prieber: Bull. Soc. Chem. France 1954, page 199).

These and other well-known plant growth regulators and stabilizers are of interest; they find their application in practice, but they are still not sufficient to meet the needs of intensive agricultural crops and lees. Thus, the range of potent plant growth stimulator regulators is expanding more frankly, according to the invention. According to the present invention, a process for the production of a stabilizer and / or a growth regulator for plants and effective growth stimulator / regulator components based on mainly organic halogen compounds is carried out in such a way that ω-butyrolactone is substituted or unatalystically catalytically chlorinated at 80 to 200 ° C until the refractive index nD25 = 1.4700 to 1.4780, preferably 1.4755 to 1.4760. Hydrogen chloride is removed from the chlorination product and optionally unconverted ω-butyrolactone and / or the productification is saponified and / or neutralized with an alkali metal compound, preferably carbonate or bicarbonate. An advantage of the method of producing the plant growth stimulator and / or the plant growth regulator of the present invention is the feasibility in one technological stage with good yields, even on a type plant. You do not require heavy insulation. Then the raw material availability, the low energy demand and the virtually waste-free process.

Chlorination products of ω-butyrolactone are mainly α-chloro-γ-butyrolactone, α, α-dichloro-β-butyrolactone, ω-chlorobutyric acid and α, ω-dichloromethane. However, unreacted γ-butyrolactone is preferably isolated and recirculated from the reaction product. By neutralization or saponification of the chlorination products, whether alkali metal carbonates or bicarbonates, or with lower temperatures, alkali metal hydroxides (care must be taken to avoid dechlorination or dehydrochlorination of the chloro-butyrolactone chlorination products), the corresponding alkali salts are formed Those similar to the primary products of chlorination may be applied in the form of solutions, in particular dilute aqueous solutions, by concentrating from 1 to 10 -5% by weight, but also in the form of dispersions, emulsions, optionally together with other organic substances. They can also be applied by spraying lens-active active ingredients, suitable to be combined with the application of pesticides, fertilizers or preservatives.For impregnation of the seeds in seed preparation, they can be applied in the form of a powder, in fact in the soil after sowing činokstimulátora and / or plant growth regulators. In cases catalytic chlorination χ-butyl tyrolaktónu using conventional halogenating catalysts such as Lewis KYSE oxyacid, but also antimony trioxide, antimony trichloride ap. From the chlorination product, it is appropriate to separate the hydrogen chloride, which would make it difficult to handle the stimulator, respectively the growth regulator, to cause corrosion and the like. Optionally, the chlorination products can be stabilized, for example by the addition of 1 to 3% of urea or hexymethylenetetraamine.

In the case of saponification of the chlorination product, care must be taken that chlorine is not removed. Therefore, it is desirable to neutralize and saponify the chlorination product at 0 to 50 ° C.

The process of the invention can be carried out discontinuously, semi-continuously or continuously. Unconverted χ-butyrolactone should be recycled. Another characteristic of the method of producing and utilizing the properties of the plant growth stimulator and / or regulator, including woody plants, can be seen from the examples.

25B5BB 6 Example 1

According to the known methodology [A. Murina et al.: Biology 35, 937 (1980)] identifies the keyness and length of the corn root of the TO440 variety and according to the Hojčuš [R. Hojčuš ainí: Instructions for Exercises in Plant Physiology, Nature, Bratislava (1981)] germination and the length of the spring barley of barley O-pál variety depending on the concentration of the aqueous solution of chlorinated χ-butyroiactone. The chlorinated ω-butyrolactone alone has the following composition (in% by weight): α-chloro-γ-butyrolactone - 26.4; α, α-dichloro-γ-butyrolactone ~ 12.7; χ-butyrolactone - 12.6; α, ω-dichloro-butyric acid = 31.4; χ-chlorobutyric acid = 13.4. The results obtained are summarized in Table 1 and are the arithmetic ratio of three replicates. At the same time, the effect of an aqueous solution of chlorinated ω-butyrolactone is examined under a light ramp with similar variants in a three-week experiment. In this way, 30 grains of spring Opal barley are seeded in small containers containing 200 g of soil and 200 g of powdered quartz sand with the same spreading, and after emergence, they are seeded in a number of 20 plants. The grain is used as such in distilled water (control) but in aqueous solutions of chlorinated ω-butyrolactone of varying concentration. 50 grams of grain in 60 cm 3 of aqueous 24-hour spinning time are possible. In those variants where the grain has not been pickled, sprayed solutions of chlorinated ω-butyrolactone of various concentrations as well as neutralized by application are applied to the plants 7 days after sprouting. 5 cm 3 per container. Each variant has 4 repetitions. The results obtained in Table 1 are the arithmetic mean of the values obtained. Statistical analysis is followed by a variance analysis. The optimal concentration of germination, root length, and hypocotyl is the concentration of the solution. 10 "3 wt.

Table 1

Type and concentration of aqueous solution (w / w)

Weight of barley spring weight - dry matter [%] grain pickled crop spray

Control (distilled water) 100.0 - α-Naphthylacetic acid conc. 3. 10-3% 115.7 115.1 o conc. 3. 10 _4% 111.1 110.8 Aqueous solution of chlorinated χ-butyrolactone at a concentration of 3.10-1% 89.7 90.9 3.10 "2% 106.0 105.1 3.ΙΟ3% 126.6 128, 4 3 .10 "4% 118.2 120.7 3.10" 5% 124.6 125.0 Evidence P 0.05 14.54 Differences P 0.01 19.44 2SSS68

Variation - Harvest of grain Harvest of straw Number Weight 1000 Harvest of hay Throw [° / o] L%] Productive grains (HTZ) [%] [% offshoots [%] weight] 1983 1984 1983 1984 [%]

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Claims (2)

Process for the production of a stimulator and / or a plant regulator as well as active components of a stimulator and / or a growth regulator, based mainly on organic halogen compounds, characterized in that χ-butyrolactone is substituted non-catalytically or catalytically chlorinated at 80 to 200 ° C reaching a refractive index n _D ²⁵ = 1.4700 to 1.4780, preferably 1.4755 to 1.4760, z According to the invention of the chlorination product, hydrogen chloride and optionally unconverted β-butyrolactone are separated and / or the chlorination product is saponified and / or neutralized with an alkali metal compound. 2. Method according to claim 1, characterized in that the neutralization is preferably carried out with a carbonate or a bicarbonate.