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Preparation and application of boric acid functionalized resin

A technology of resin and macroporous resin, which is applied in the field of preparation of natural product separation materials, can solve the problems of large solvent consumption, cumbersome operation process, cumbersome operation, etc., and achieve improved purity and yield, simple process route, and simple preparation process Effect

Active Publication Date: 2020-11-03
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Chinese patent 201010549802.X discloses a method for extracting oleuropein from olive leaves. In this method, the olive leaves are extracted with ethanol, decolorized with activated carbon, extracted with n-butanol, and finally separated by high-speed countercurrent chromatography to obtain a purity of 90%. The above oleuropein, but this method is cumbersome to operate, consumes a lot of solvent, and the yield of oleuropein in the whole process is low, only about 1%, and the production cost is high, which is not conducive to industrialized production; Extracting oleuropein from leaves can produce oleuropein with a content greater than 40%. This method needs to be adsorbed by a macroporous resin and eluted with an alcoholic water solvent, decolorized resin adsorption and organic solvent extraction. The disadvantage is that it needs to go through two resin and One-time extraction, cumbersome operation, will lose a lot of oleuropein, low yield, increase production cost; Chinese patent CN102451235B discloses a preparation method of olive leaf extract, olive leaf is extracted by polar solvent, diatomaceous earth absorbs oil , Macroporous resin adsorption / desorption, the desorption solution is concentrated and dried to obtain olive leaf extract, and the purity of oleuropein can reach more than 55%. This method needs steps such as olive leaf removal, crushing, and water precipitation, and the process is time-consuming

Method used

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  • Preparation and application of boric acid functionalized resin
  • Preparation and application of boric acid functionalized resin
  • Preparation and application of boric acid functionalized resin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] (1) Weigh 10g of D101 resin into a three-necked round bottom flask, add 150mL 1,2-dichloroethane to swell overnight;

[0033] (2) Weigh 20g chloroacetyl chloride and add it to (1), then add 30g AlCl 3 , React for 12h at 40℃, after the reaction, filter the resin, wash it with ethanol and water several times, until the AgNO3 solution is added without precipitation, and finally vacuum dry to obtain the chloromethylated resin D101-Cl;

[0034] (3) Add 4g of D101-Cl to a three-necked round-bottom flask, add 100mL of 1,2-dichloroethane to swell overnight, add 2g of m-aminophenylboronic acid, and react for 12h at 60°C. After the reaction, discard the filtrate, and The resin was washed repeatedly with ethanol, HCl aqueous solution and distilled water, and finally dried under vacuum at 60°C for 12 hours to obtain the m-aminophenylboronic acid functionalized resin D101-BA, which passed the XPS spectrum ( figure 1 ) It can be seen that there are nitrogen and boron elements on the resin,...

Embodiment 2

[0038] (1) Weigh 10g of XAD-4 resin in a three-necked round-bottomed flask, add 150mL of 1,2-dichloroethane to swell overnight;

[0039] (2) Weigh 20g chloroacetyl chloride and add it to (1), then add 30g AlCl 3 , React at 40℃ for 12h, after the reaction, filter the resin, wash it with ethanol and water several times, until the AgNO3 solution is added without precipitation, and finally vacuum dry to obtain the chloromethylated resin XAD-4-Cl;

[0040] (3) Add 4g XAD-4-Cl to a three-necked round-bottom flask, add 100mL 1,2-dichloroethane to swell overnight, add 2g m-aminophenylboronic acid, and react at 60°C for 12h. After the reaction is over, discard the filtrate, The obtained resin was repeatedly washed with ethanol, HCl aqueous solution and distilled water, and finally vacuum dried at 60°C for 12 hours to obtain the m-aminophenylboronic acid functionalized resin XAD-4-BA. The XPS spectrum shows that there are nitrogen and boron on the resin, indicating the m-amino group Phenylbo...

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Abstract

The invention provides preparation of a boric acid functionalized resin and an application of the boric acid functionalized resin to separation and purification of high-purity oleuropein, so as to overcome the defects of high usage amount of a target solvent, complex process, low purity of the oleuropein and low yield in the prior art. A m-aminophenylboronic acid resin is simple in preparation process, simple and convenient to operate and free from corrosive chemical reagents; a process route for purifying the oleuropein is simple, the purity can reach 60% or above, the yield can reach 60% orabove, the cost is low, the efficiency is high, and the method is suitable for large-scale industrial production. The m-aminophenylboronic acid functionalized resin can be regenerated and repeatedly used, and the adsorption capacity is reduced by about 5% after the m-aminophenylboronic acid functionalized resin is recycled for five times.

Description

Technical field [0001] The invention belongs to the technical field of preparation and application of natural product separation materials, and specifically relates to the preparation of a boric acid functionalized resin and its application in the separation and purification of high-purity oleuropein. Background technique [0002] Olive (Oleaeuropaea L.), as an economic crop, was mainly planted in Greece, Italy and other countries along the Mediterranean coast at first, and then introduced to my country. At present, it is mainly cultivated in Yunnan, Sichuan, Gansu, Guizhou and other places. [0003] Olive leaves are the main by-product of the olive planting industry. They are discarded every year when pruning and harvesting fruits. However, olive leaves contain a variety of active substances such as polyphenols, flavonoids, seroid and diflavonoids, etc. The waste produced in the oil production process, such as olive pomace and olive wastewater, is also rich in oleuropein (OL). As...

Claims

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Application Information

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IPC IPC(8): C07H17/04C07H1/08B01D15/20C08F8/42C08F8/24C08F212/08
CPCC07H17/04C07H1/08B01D15/20C08F8/42C08F8/24C08F212/08Y02P20/582
Inventor 邸多隆刘宝乾
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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