Method for modifying aryl boronic acid on surface of oxide containing hydroxyl group

Abstract

The invention discloses a method for carrying out arylboronic acid modification on the surface of an oxide containing hydroxy in the surface. The method comprises the following steps: adding an oxide material containing the hydroxy in the surface, 3-glycidyl ether propoxy trimethoxy silane, phenylboronic acid and triethylamine to an anhydrous alcohol solvent, wherein on the basis of the specific surface area of the oxide material containing the hydroxy in the surface, 1-8 microL of the 3-glycidyl ether propoxy trimethoxy silane and 0.5-10mg of the phenylboronic acid are added in the per square meter surface area, 5-100ml of the anhydrous ethyl alcohol is added to each gram of the material according to the mass of the oxide material containing the hydroxy in the surface, and the concentration of the triethylamine is 0.5-2% (v / v); carrying out stirring reaction at 60-90 DEG C for 4-24 hours, carrying out solid-liquid separation, and washing off residual reactants on the surface of solid. According to the method, the modifying quantity of the arylboronic acid can be improved; the technological process is shortened; the environment protection is facilitated; and the production cost can be reduced.

Description

technical field [0001] The invention relates to a method for modifying the surface of an oxide containing hydroxyl groups with aryl boronic acid. Background technique [0002] In aqueous solution at normal temperature and pressure, arylboronic acid can form five-membered or six-membered ring borates with dihydroxy compounds (cis-1,2-dihydroxyl or 1,3-dihydroxyl) to adjust the pH of the solution The generation or breakage of the borate can be controlled, and the strength of the borate is closely related to the three-dimensional structure of the dihydroxy compound. The unique chemical properties of fast and reversible formation of cyclic boronic esters with dihydroxy compounds have attracted great attention as recognition elements of aryl boronic acids, and have been extensively studied in sensing, separation, and molecular self-assembly. application. Among them, the functional modification of aryl boronic acid on the surface of oxide materials of various shapes containing h...

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Problems solved by technology

This method also needs to carry out two-step reaction (about 16 hours), each step will be repeated twice, different temperatures need to be strictly controlled, two solid-liquid separations and one washing are required, the operation is cumbersome, time-consuming, and at pH It is difficult to avoid the self-condensation of the silane coupling agent during the reaction in the alkaline aqueous solution of 9.18, which affects the modification amount of the aryl boronic acid

Method three (Fanglou Li, etal.Anal.Chimi.Acta, 2006,580:181-187) also belongs to the method of "modification first and then grafting". The preparation method of the joint agent is different. This method is obtained by the hydrosilylation addition reaction of arylboronic acid containing vinyl groups and hydrogen-containing silane under the action of platinum catalyst. The hydrosilylation addition reaction must first convert the boric acid group Protected (otherwise the boronic acid group will interfere with the catalyzer), the method [3] adds a step group protection reaction, this method needs to carry out three-step reaction (about 16 hours), two solid-liquid separations and washings, the operation is loaded down with trivial details, Time-consuming, also requires the use of toxic toluene, and requires the use of more expensive platinum catalysts and hydrosilanes, resulting in higher production costs