Amphiphilic temperature-sensitive block polymer base on phenylboronic acid and preparation method and application thereof

A temperature-sensitive block and amphiphilic technology, applied in the field of fractional purification of natural products, can solve the problems of time-consuming procedures, limited large-scale application, complex operation, etc., and achieve good compatibility and fast association/desorption kinetics Effect

Active Publication Date: 2020-01-10
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Fractional precipitation with ethanol is a simple and effective method for the initial purification of extracts, however, the main problems of this method are time-consuming procedures and low product purity
Gel permeation chromatography is an efficient purification method, but expensive equipment and complicated operation limit its large-scale application
Ion exchange chromatography is time consuming and requires a lot of organic solvents
The membrane dialysis method is convenient and the yield is high, but the viscosity of the crude polysaccharide is relatively high, without further treatment, the membrane polysaccharide is easily polluted by the crude polysaccharide

Method used

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  • Amphiphilic temperature-sensitive block polymer base on phenylboronic acid and preparation method and application thereof
  • Amphiphilic temperature-sensitive block polymer base on phenylboronic acid and preparation method and application thereof
  • Amphiphilic temperature-sensitive block polymer base on phenylboronic acid and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0066] Example 1: Thermosensitive Polymer PEG 113 -b-PVBA 49 -b-PNIPAM 105 preparation of

[0067] Synthesis of Triblock Copolymer PEG Using Reversible Addition-Fragmentation Chain Transfer Polymerization Mechanism 113 -b-PVBA 49 -b-PNIPAM 105 . First synthesize the PEG macromolecular chain, and then add the PNIPAM block and the BA block to the polymer in sequence. The detailed synthesis flow chart is as follows: figure 1 , in the figure a is the synthesis process of BTPA, b is the synthesis process of PEG macromolecular chain, and c is the synthesis process of PEG 113 -b-PNIPAM 105 The preparation process, d is PEG 113 -b-PVBA 49 -b-PNIPAM 105 preparation process. Specific steps are as follows:

[0068] (1) Preparation of benzyl trithiocarbonate (BTPA):

[0069]

[0070] Add 5.00 mL of 3-mercaptopropionic acid (MPA, 28.65 mmol) into 65.00 mL of KOH (1.84 mol / L) aqueous solution, and then add 3.65 mL of CS 2Slowly drop into the above mixed solution; then react...

Embodiment 2

[0090] Example 2: Thermosensitive Polymer PEG 113 -b-PVBA 49 -b-PNIPAM 105 preparation of

[0091] The preparation steps of benzyl trithiocarbonate (BTPA) and PEG macromolecular chains are the same as step (1) and step (2) in Example 1. Then include the following steps:

[0092] PEG 113 -b-PNIPAM 105 Preparation: Synthesize amphiphilic block copolymers by modifying PEG macromolecular chain transfer agent, including:

[0093] Put N-isopropylacrylamide, PEG macromolecular chains, azobisisobutyronitrile and 1,4-dioxane into a reaction vessel equipped with magnetic stirring; remove the air in the reaction vessel, and the solution is Protected oil bath reaction; after the reaction is completed, the solution is frozen in the refrigerator, and excess ether is used to remove impurities to obtain light yellow powder, which is PEG 113 -b-PNIPAM 105 , where b represents the combination of PEG macromolecular chains and PNIPAM in the form of block polymerization.

[0094] Wherein,...

Embodiment 3

[0101] Example 3: Thermosensitive Polymer PEG 113 -b-PVBA 49 -b-PNIPAM 105 preparation of

[0102] The preparation steps of benzyl trithiocarbonate (BTPA) and PEG macromolecular chains are the same as step (1) and step (2) in Example 1. Then include the following steps:

[0103] PEG 113 -b-PNIPAM 105 Preparation of:

[0104] Synthesis of amphiphilic block copolymers by modifying PEG macromolecular chain transfer agents, including:

[0105] Put N-isopropylacrylamide, PEG macromolecular chains, azobisisobutyronitrile and 1,4-dioxane into a reaction vessel equipped with magnetic stirring; remove the air in the reaction vessel, and the solution is Protected oil bath reaction; after the reaction is completed, the solution is frozen in the refrigerator, and excess ether is used to remove impurities to obtain light yellow powder, which is PEG 113 -b-PNIPAM 105 , where b represents the combination of PEG macromolecular chains and PNIPAM in the form of block polymerization.

...

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Abstract

The invention belongs to the field of classification and purification of natural products, and particularly relates to an amphiphilic temperature-sensitive block polymer based on phenylboronic acid and a preparation method and application thereof. Accord to that invention, a temperature-sensitive block and a phenylboronic acid block are polymerized by use a chain transfer technology to obtain theamphiphilic temperature-sensitive block polymer based on phenylboronic acid, and the obtained block polymer has the functions of ortho-dihydroxy identifying and temperature-sensitivity; according to the invention, the amphiphilic temperature-sensitive block polymer is combined with polysaccharides containing ortho-dihydroxy, polysaccharides with different molecular weights are aggregated and precipitated by adjusting different temperatures, and classification and purification of the polysaccharides are realized. Compared with the current common method, the temperature-controlled precipitationmethod for different fractions of polysaccharide is more green and environment-friendly, and the structure and activity of each polysaccharide sample are not damaged.

Description

technical field [0001] The invention belongs to the technical field of fractional purification of natural products, and in particular relates to a phenylboronic acid-based amphiphilic temperature-sensitive block polymer and its preparation method and application. Background technique [0002] Polysaccharides have been widely studied in the food and pharmaceutical industries due to their low toxicity and high specificity in activating the immune system. Studies have shown that polysaccharides have many biological activities, such as anti-oxidation, anti-tumor, anti-virus, anti-diabetes, anti-inflammatory, and immune regulation and liver protection. The biological activity of polysaccharides is usually closely related to its chemical and physical properties, including glycosidic bonds, functional groups, monosaccharide composition and molecular weight (Mw) and other characteristics, especially the molecular weight of polysaccharides has a significant impact on the activity of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F293/00C08B37/00
CPCC08B37/0003C08F293/005C08F2438/03
Inventor 王赟敖文梅崔鑫韩娟吴嘉聪王蕾李春梅
Owner JIANGSU UNIV
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