SU1313855A1 - Method for producing tris-(2-hydroxymethyl)-isocyanurate - Google Patents

Abstract

The invention relates to heterocyclic compounds, in particular to the preparation of tris (2-hydroxyethyl) isocyanurate (HEC), which is used as a modifying agent for polymeric materials. An increase in the yield of HEC is achieved by using a different catalyst (QD). Synthesis of HECs is carried out from cyanuric acid and ethylene oxide in water at a molar ratio of 1: (3.2–3.4): (22–26), atmospheric pressure and the boiling point of the solvent in the presence of QD — weakly acid cationites in Na -form selected from the group containing the following brands: KB-2-7P, KB-2-10 P, KB-2E-7, KB-2N-2.5. The method provides an increase in yield from 56 to 78-82%. 1 tab. § (L with so 00 JV ate

Description

The invention relates to organic chemistry, namely to a method for producing tris (2-hydroxyethyl) isocyanurate, which is used as a valuable modifying agent for polymeric materials, its methacrylic esters are particularly used in adhesives and sealants to impart the latter high thermal and heat resistance.

The aim of the invention is to increase the yield of the target product - achieved by using the tris- (2-hydroxyethyl) -isocyanure and weakly acidic cation exchanger in the form of a catalyst for the oxyethylation reaction, not previously used for these purposes.

Examples 1-5 (see table) illustrate the invention.

6A, 5 g (0.5 mol) of cyanuric acid (CK), 200-240 g (11-13 mol) of water, and 4- 30 mol.% Of the amount of cyanuric acid weakly acid cation exchanger. Then for 17-10 hours at the temperature in the reactor

100 C, 70-75 g (1.61.7 mol) of ethylene oxide are passed through (non-absorbed ethylene oxide is condensed in a trap dipped in the cooling mixture and returned to the reaction). The end of the reaction is determined by the weight of the reactor. At the end of the reaction, the cation-nitrite is filtered off and an aqueous solution of tris- (2-hydroxyethyl) -isocyanurate is obtained with an admixture of isomeric tris- (2-hydroxyethyl) -cyanurate. The presence of tris- (2-hydroxyethyl) -cyanurate is confirmed by the data of the IR spectra of the mixture: there is a band in the region of 1600–1610 cm, corresponding to

five

0

five

the nurate ring is absent in the IR spectrum of the pure desired product.

The content of tris- (2-hydroxyethyl) - cyanurate (TGEC) in the product obtained by this method was determined by IR spectroscopy. To do this, TGEC was synthesized, a series of mixtures of TGEC with obviously pure Tris (2-hydroxyethyl) -isocyanurate (TGEIC) containing 1,3,5 and 10 wt.% Of TGETs were prepared and their IR spectra were taken.

Claims (1)

By comparing the intensity of the absorption band in the region 1600-1610, corresponding to the cyanurate ring, the percentage ratio of the isomeric products was determined on these spectra with the intensity of the corresponding bands in the spectra of the ethoxylation products. The aqueous solution was found to contain 4-7% TGETS. In order to isolate the desired product in its pure form, the aqueous solution obtained during the reaction is evaporated in vacuo. A syrupy product is obtained, which is diluted with 150 ml of isopropanol and cooled to 0 ° C. The resulting crystals are filtered, washed with cold methanol and dried in vacuo. Invention Formula The method of obtaining tris- (2-hydroxyethyl) -isocyanurate by reacting cyanuric acid with ethylene oxide in water at a molar ratio of 1: 3.2-3.4: 22-26, respectively, atmospheric pressure and the boiling point of the solvent in the presence of a catalyst, characterized by that, in order to increase the yield of the target product, weak-acid cation exchangers in the Na-form, selected from the group containing the following brands, are used as catalysts: 1KB-2-7C, KP-2-10P, kB-23- 7, KB-2N-2.5. , csi "S on CNI f GO CM H m -cr H fO CN "H CM о rо rо r in r ABOUT CM CM 3CM N CN v) CN CM N ABOUT about CM About About About cm About cm cm cm ABOUT about cm