Synthesis method of s-triazine boronic acid pinacol ester

Abstract

The invention relates to a synthesis method of s-triazine boronic acid pinacol ester, particularly discloses a synthesis method of a photoelectric material intermediate, namely 2, 4-diphenyl-6-[4-(4,4, 5, 5-tetramethyl-1, 3, 2- dioxaborolane -2-yl) phenyl]-1, 3, 5-triazine, and belongs to the field of organic chemical synthesis. According to the method, 2-(4-bromophenyl)-4, 6-diphenyl-1, 3, 5-triazine is used as a raw material to obtain an intermediate, and then the intermediate reacts with pinacol to obtain the target compound. In the synthesis of the intermediate, the reaction temperature is reduced to -90 DEG C, and meanwhile, diethoxymethane is adopted to reduce the activity of a solvent, so that halogen lithium exchange directionally occurs in the reaction; when the pinacol ester issynthesized, a one-pot method is adopted, and a molecular sieve is added, so that the effect of synthesizing the pinacol ester through dehydration at a relatively low temperature is achieved, and industrial production is facilitated.

Description

technical field [0001] The invention belongs to the field of organic chemical synthesis and relates to photoelectric material intermediate 2,4-diphenyl-6-[4-(4,4,5,5-tetramethyl-1,3,2-dioxolane The synthetic method of borane-2-yl)phenyl]-1,3,5-triazine. Background technique [0002] Generally speaking, in organic electroluminescent devices (OLED), the introduction of s-triazine structure can effectively improve the electron injection performance and thermal stability of optoelectronic materials. It is often used in electron transport materials and also in light-emitting materials, especially blue color organic electroluminescent materials. The structure of s-triazine is symmetrical in space, the ring is easy to be modified by other groups, and has strong electron transport ability, so this kind of compound is widely used in various organic electroluminescent devices. [0003] Boric acid pinacol ester adopts two kinds of methods more in synthesis, and one is under the effec...

AI Technical Summary

Problems solved by technology

The first method introduces a heavy metal catalyst, and trace residues in the photoelectric material will affect the performance of the photoelectric material

The second method is limited by the activity of the triazine ring, and the preparation of the corresponding boronic acid is relatively difficult and the yield is low

At the same time, when boric acid and pinacol are dehydrated into esters under the condition of THF with strong water solubility, it is easier to remove a molecule of water and cause the final product to be unable to be obtained. Reaction with pinacol, in this way, boric acid needs to be taken out from the reaction solution, which will cause a certain loss

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