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Preparation method of boric acid functional group resin

A technology of functional groups and resins, applied in the field of resins, can solve problems such as the difficulty in efficiently introducing specific boric acid functional groups, low adsorption capacity, and lack of precise control of the material modification process.

Active Publication Date: 2020-10-16
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The present invention aims to solve the existing process of extraction and separation of polyols, polyphenols, sugars and other high value-added derivatives, which has poor selectivity of adsorption materials, low adsorption capacity, high price, lack of precise control in the material modification process, and is difficult to efficiently introduce To solve the technical problem of specific boronic acid functional group, a preparation method of boronic acid functional group resin is provided

Method used

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  • Preparation method of boric acid functional group resin
  • Preparation method of boric acid functional group resin
  • Preparation method of boric acid functional group resin

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Experimental program
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Effect test

specific Embodiment approach 1

[0067] Specific embodiment one (PS-B1 resin): The preparation method of a boric acid functional resin in this embodiment is carried out in the following steps:

[0068]

[0069] 1. Add 100mL of DMF into a 250mL three-necked flask equipped with a stirrer and a thermometer, add 10g of chloromethyl polystyrene divinylbenzene resin to DMF, and swell for 12 hours at room temperature;

[0070] 2. First, add 3-aminophenylboronic acid (11.40g, 73.6mmol) to the reaction system of step 1, and then add potassium carbonate (10.15g, 73.6mmol), mix well under normal temperature and mechanical stirring, and react at 353K for 24h. After completion, the resin was filtered out, washed with 95% industrial ethanol and water sequentially, washed 4 times each, and dried under vacuum at 313K for 12 hours to obtain PS-B1 resin, which is a boronic acid functional resin.

specific Embodiment approach 2

[0071] Specific embodiment two (PS-B2 resin): The preparation method of a boric acid functional resin in this embodiment is carried out in the following steps:

[0072]

[0073] 1. Add 100mL of DMF into a 250mL three-necked flask equipped with a stirrer and a thermometer, add 10g of chloromethyl polystyrene divinylbenzene resin to DMF, and swell at room temperature for 12 hours;

[0074] 2. First add 3-aminophenylboronic acid pinacol ester (16.12g, 73.6mmol) to the reaction system of step 1, and then add potassium carbonate (10.15g, 73.6mmol), mix well under normal temperature and mechanical stirring, under 353K After the reaction is completed for 24 hours, the resin is filtered out, washed sequentially with 95% industrial ethanol and water, washed 4 times each, and dried under vacuum at 313K for 12 hours to obtain a borate pinacol ester modified resin;

[0075] 3. Put the boric acid pinacol ester modified resin (2g) into a 100mL three-necked flask, then add 30mL methanol and ammoniu...

specific Embodiment approach 3

[0076] Specific embodiment three (PAA-B1 resin): The preparation method of a boric acid functional resin in this embodiment is carried out in the following steps:

[0077]

[0078] 1. Add 100mL of DMF into a 250mL three-necked flask equipped with a stirrer and a thermometer, add 10g of D113 weak acid ion exchange resin to DMF, and swell for 12h at room temperature;

[0079] 2. Firstly add 3-aminophenylboronic acid (14.87g, 96.0mmol) to the reaction system of step 1, and then add HATU (43.77g, 115.2mmol), DIPEA (14.89g, 115.2mmol), and mix at room temperature under mechanical stirring. After the reaction was completed, the resin was filtered out, washed with 95% industrial ethanol and water, 4 times each, and dried under vacuum at 313K for 12 hours to obtain PAA-B1 resin, which is a boronic acid functional resin.

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Abstract

The invention discloses a preparation method of boric acid functional group resin, belongs to the field of resin, and aims to solve the technical problems of poor adsorption material selectivity, lowadsorption capacity, high price, lack of accurate regulation and control in the material modification process and difficulty in efficient introduction of specific boric acid functional groups in the existing extraction and separation process of polyhydric alcohols, polyhydric phenols, saccharides and other high-added-value derivatives. The method comprises the following steps: selecting an anilineboric acid monomer with higher reaction activity and aniline and benzylamine boronic acid pinacol ester monomers, and loading the monomers on a polystyrene resin skeleton through an efficient and mild nucleophilic substitution reaction or loading the monomers on a polyacrylic resin skeleton through a condensation reaction to prepare the boric acid functional group resin with high functional grouploading capacity and high selectivity. The method overcomes the defects of low boric acid functional group loading rate, poor stability, poor recyclability and the like of the existing material, canefficiently and mildly load the boric acid function based on the resin carrier, and can effectively enrich and separate the polyhydroxy compound with the cis-vicinal diol or m-diol structure.

Description

Technical field [0001] The invention belongs to the field of resins; in particular, it relates to a preparation method of a boric acid functional base resin. Background technique [0002] There are many types of polyhydroxy compounds, including polyols such as glycerol, 1,2,4-butanetriol and 1,3-propanediol, polyhydroxy aldehydes or ketoses such as glucose, fructose and cellulose, phloroglucinol, gallic acid, Polyphenolic compounds such as catechins. Such compounds contain two or more hydroxyl groups, have a high boiling point, and have a strong ability to dissolve polar substances. Natural products with polyhydroxyl structures often have regioselectivity, three-dimensional configuration, and complex conformational diversity. It is difficult to separate and purify such compounds. At present, due to various needs in the food industry and biomedical industry, naturally occurring or prepared polyhydroxy compounds are obtained through physical, biological, chemical and other method...

Claims

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Application Information

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IPC IPC(8): C08F8/42C08F8/24C08F212/08C08F220/06C07F5/04
CPCC08F8/42C07F5/04C08F8/24C08F212/08C08F220/06Y02P20/55
Inventor 咸漠姜龙徐超
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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