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Method for synthesizing plant growth regulator furalane

A growth regulator and synthesis method technology, applied in the direction of organic chemistry, etc., can solve the problems of slow reaction speed, large energy consumption, environmental pollution, etc., and achieve the effects of high product yield and quality, low production cost and environmental friendliness

Inactive Publication Date: 2014-03-05
北京格瑞华阳科技发展有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] Comprehensive analysis of previous documents, it can be seen that there are following four disadvantages in the previous Furaoling synthesis technology: 1) raw material furfural is very easy to oxidize in the constant time azeotropic reaction, see document 2 description The "reaction liquid is black", especially in the final high-temperature process of vacuum distillation, it is easy to carbonize together with the product, forming a dark brown viscous substance, which is not only not conducive to the recovery of raw material furfural, but also reduces the yield of Furaoling products. Yield makes it very difficult to remove the brown viscous matter in the reactor, and the brown viscous liquid will also bring environmental pollution; 2) the boiling point of the product Furaoling and the raw material ethylene glycol are very close, and the addition of vacuum distillation The system often causes the temperature shift of the product Furaoling fraction due to the error of pressure and temperature. In a wide range of fractions, it is difficult to separate the product Furaoling and the raw material ethylene glycol fraction, and to ensure the yield and quality of the product. See the vacuum distillation fraction of Furaolin reported in reference 1 is 42°C / 1.7mmHg; 60°C / 0.35mmHg; 93°C / 13mmHg; kPa=13.5mmHg; the vacuum distillation fraction of Furaoling reported in reference 3 is 71℃ / 1mmHg
The boiling point of the raw material ethylene glycol is 195-198°C, just in the middle of the boiling point of the product Furaoling; 3) The step of vacuum distillation not only requires a large investment in equipment, but also consumes a lot of energy for heating and decompression , causing the production cost of the product Furaoling to be higher; 4) According to the organic chemical reaction equilibrium theory, after the condensation reaction of ethylene glycol and furfural is carried out to a certain stage, with the increase of product concentration, the reduction of ethylene glycol concentration, the raw material ethylene glycol The concentration of diol no longer has an advantage in the equilibrium reaction. At this time, the condensation reaction speed will slow down or stop, so the water carrying speed of benzene will also slow down or stop accordingly. If the reaction solution is kept azeotropic, not only will the reaction not be promoted Proceeding in the direction of producing products consumes time and energy, and also oxidizes all unreacted furfural

Method used

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  • Method for synthesizing plant growth regulator furalane

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Experimental program
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Effect test

Embodiment 1

[0014] Nitrogen gas was passed into a 1000 ml flask equipped with a water trap. After the nitrogen gas was stabilized, 500 ml of benzene, 48.04 g of furfural, 62.07 g of ethylene glycol, and 0.38 g of L-tartaric acid were added to the flask at room temperature. Continue to feed nitrogen stably, stir and heat the reaction solution to reflux, until no more water is added in the water separator, and when about 7 milliliters of water is collected, quickly add 2 grams of anhydrous sodium sulfate, and continue to reflux the reaction solution. until raw material 1 disappears. The mixture was naturally cooled to room temperature, filtered to remove solid sodium sulfate, allowed to stand for layers, and the ethylene glycol layer was separated for the next synthesis test. The solvent benzene in the benzene layer was distilled and recovered to obtain 72 grams of the product Furaoling with a purity of 96.7% (gas chromatography analysis) and a yield of 99.3%.

Embodiment 2

[0016]Argon was introduced into a 1000 ml flask equipped with a water trap. After the argon flow was stabilized, the benzene recovered in Example 1 and the ethylene glycol layer containing catalyst L-tartaric acid, 100 milliliters of benzene, 48.04 grams of furfural, 42 grams of ethylene glycol and 0.3 gram of L- Tartaric acid was added to the flask. Continue to feed nitrogen stably, stir and heat the reaction solution to make reflux, no more water to increase in the water separator, and when about 7 milliliters of water is collected, quickly add 3 grams of anhydrous magnesium sulfate, continue to reflux the reaction solution, until raw material 1 disappears. The mixture was naturally cooled to room temperature, filtered to remove solid magnesium sulfate, allowed to stand for layers, and the ethylene glycol layer was separated for the next synthesis test. The benzene in the benzene layer was recovered by distillation to obtain 72.2 grams of the product Furaoling with a purit...

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Abstract

The invention relates to a method for synthesizing a plant growth regulator furalane. By the method, the defect that furfuraldehyde serving as a raw material is easy to oxidize in long-time azeotropic reaction and the defect that a product furalane and ethanediol serving as a raw material are difficult to separate completely during reduced pressure distillation due to a close boiling point in the prior art are overcome. The method comprises the following steps of: 1) introducing nitrogen or other inert gases into a reaction system in the reaction process to protect the furfuraldehyde which serve as the raw material and is easy to oxidize from being oxidized or reduce the oxidization of the furfuraldehyde; 2) performing reaction until the water carrying speed of benzene is reduced or the water-carried amount is constant, and adding a drying agent to absorb water powerfully to ensure that balanced reaction is performed towards the direction of generating the product; and 3) separating the product furalane from the excessive ethanediol serving as the raw material and a catalyst directly by a demixing method; therefore, the synthetic process of the product furalane is easy to operate, low in production cost, low in energy consumption, and environment-friendly; and yield and quality of the product are high.

Description

1. Technical field [0001] This patent belongs to the technical field of fine chemicals, and relates to a method for synthesizing plant growth regulator Furaoling. 2. Background technology [0002] The chemical structure of Prosperity is: [0003] [0004] According to the international systematic nomenclature, its English name is 2-(2-furyl)-1,3-dioxolane, which is translated into Chinese as 2-(2-furyl)-1,3-dioxolane. The molecule is condensed from the hydroxyl group of ethylene glycol and the aldehyde group of furfural. According to the nomenclature of the characteristic base system and the nomenclature of aldehyde derivatives, its English name is also Furfural EthyleneAcetal, which is translated into Chinese as ethylene glycol furfural. The English trade name of this compound is Furalane, and it is called ΦypoлaHa in Russian (see Russian patent RU2042326). In China, the names of ethylene glycol furfural as a plant growth regulator technical (95%) and emulsifiable conc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D407/04
Inventor 王玉兰陈洁华
Owner 北京格瑞华阳科技发展有限公司