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Polyglutamic acid macromolecule cross-linking agent containing carbon-carbon double bonds, preparation method and application thereof

A technology of macromolecular cross-linking agent and polyglutamic acid, applied in the field of polyglutamic acid macromolecular cross-linking agent and its preparation, can solve the problems of non-biodegradable, poor water solubility, cost reduction, etc., and achieve simple and easy preparation method Good performance, active reactivity, and wide range of monomers

Inactive Publication Date: 2014-01-15
GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of the crosslinking agents currently on the market have the following problems: poor water solubility, which makes them unable to be used in the safest, healthy and low-cost water system; toxic and harmful, most crosslinking agents for rubber and adhesives are harmful to organisms Harmful, direct or indirect contact with organisms will cause allergies and inflammation; non-biodegradable, most cross-linking agents are difficult to degrade naturally after cross-linking monomers into a network structure, which makes the materials prepared by them Must go through an insertion-removal process, and it is not conducive to environmental protection
[0005] At present, the polyglutamic acid macromolecular crosslinking agent containing carbon-carbon double bonds is prepared by esterification reaction between the carboxyl group on polyglutamic acid and the hydroxyl group of hydroxyethyl methacrylate. This reaction is only suitable for molecular weight below 10w The polyglutamic acid needs to be carried out in the organic phase, and needs 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride or dicyclohexylcarbodiimide as a catalyst, both Not good for environmental protection, not good for cost reduction, strong limitations

Method used

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  • Polyglutamic acid macromolecule cross-linking agent containing carbon-carbon double bonds, preparation method and application thereof
  • Polyglutamic acid macromolecule cross-linking agent containing carbon-carbon double bonds, preparation method and application thereof
  • Polyglutamic acid macromolecule cross-linking agent containing carbon-carbon double bonds, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] (1) Epoxy ring-opening grafting reaction: Dissolve 2g of polyglutamic acid in 98g of distilled water and stir evenly to obtain a polyglutamic acid solution; add 0.2g of glycidyl acrylate to the above polyglutamic acid solution, stir Evenly, to obtain a mixed solution, then add glacial acetic acid to the mixed solution, adjust the pH of the solution to 2, and stir at 20°C for 12 hours to obtain solution A;

[0038] (2) Extraction and cleaning: Add 50ml of dichloromethane whose volume is 0.5 times the volume of solution A into solution A of step (1), stir for 5 minutes, stand for extraction, remove the oil phase after layering, and take the water layer solution; extract 3 times, the resulting aqueous layer solution was combined;

[0039] (3) Freeze-drying: put the aqueous layer solution obtained in step (2) into a freeze dryer, and dry at -5°C until the water is completely removed to obtain a polyglutamic acid macromolecular cross-linking agent;

[0040] The polyglutamic...

Embodiment 2

[0044] (1) Epoxy ring-opening grafting reaction: Dissolve 4g polyglutamic acid in 96g water, stir well to obtain polyglutamic acid solution; add 2g glycidyl methacrylate to the above polyglutamic acid solution, stir Evenly, to obtain a mixed solution, then add glacial acetic acid to the mixed solution, adjust the pH of the solution to 2.5, and stir at 25°C for 24 hours to obtain solution A;

[0045] (2) Extraction and cleaning: Add 100ml of ethyl acetate whose volume is 1 times the volume of solution A to the solution A of step (1), stir for 6 minutes, stand for extraction, remove the oil phase after layering, and take the water layer solution; extract 3 times, the resulting aqueous layer solution was combined;

[0046] (3) Freeze-drying: put the aqueous layer solution obtained in step (2) into a freeze dryer, and dry at -20°C until the water is completely removed to obtain a polyglutamic acid macromolecular cross-linking agent;

[0047]The polyglutamic acid macromolecular cr...

Embodiment 3

[0051] (1) Epoxy ring-opening grafting reaction: Dissolve 6g of polyglutamic acid in 94g of water and stir evenly to obtain a polyglutamic acid solution; add 6g of glycidyl methacrylate to the above polyglutamic acid solution, stir Evenly, to obtain a mixed solution, then add glacial acetic acid to the mixed solution, adjust the pH of the solution to 3, and stir at 30°C for 36 hours to obtain solution A;

[0052] (2) Extraction and cleaning: Add 150ml of diethyl ether whose volume is 1.5 times the volume of solution A to solution A of step (1), stir for 7 minutes, stand for extraction, remove the oil phase after layering, and take the water layer solution; extract 4 times, Combine the resulting aqueous solution;

[0053] (3) Freeze-drying: put the aqueous layer solution obtained in step (2) into a freeze dryer, and dry at -40°C until the water is completely removed to obtain a polyglutamic acid macromolecular cross-linking agent;

[0054] The polyglutamic acid macromolecular ...

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Abstract

The present invention discloses a polyglutamic acid macromolecule cross-linking agent containing carbon-carbon double bonds, a preparation method and an application thereof. According to the present invention, polyglutamic acid is adopted as a raw material, and the carboxyl group on the polyglutamic acid is adopted to initiate an epoxy ring opening grafting reaction of an epoxy group of glycidyl methacrylate or glycidyl acrylate to prepare a polyglutamic acid macromolecule cross-linking agent, wherein the prepared polyglutamic acid macromolecule cross-linking agent contains carbon-carbon double bonds, has characteristics of good acid tolerance, good alkali tolerance, live reaction performance, and wide monomer application range, and can be subjected to a photo-cross-linking reaction. The base material of the macromolecule cross-linking agent is the polyglutamic acid, such that the polyglutamic acid macromolecule cross-linking agent of the present invention further has characteristics of good water-solubility, environment protection, and biodegradability, and a process of implanting and removing is not required when the material is used in an organism. In addition, the preparation method of the present invention has characteristics of simpleness, easy performing, and low cost, and can be applicable for industrial mass production.

Description

technical field [0001] The invention belongs to the technical field of crosslinking and curing, and in particular relates to a polyglutamic acid macromolecular crosslinking agent containing carbon-carbon double bonds, a preparation method and application thereof. Background technique [0002] Polyglutamic acid (γ-PGA) is a water-soluble, biodegradable, non-toxic biopolymer produced by microbial fermentation. γ-PGA is a viscous substance that was first discovered in fermented beans . Polyglutamic acid is a special anionic natural polymer. It is a homopolyamide composed of α-amine and γ-carboxyl through amide bonds. The molecular weight of polyglutamic acid ranges from 50,000 to 2 million. Dalton waited. Polyglutamic acid has the following characteristics: it is non-toxic to the human body and the environment and can be biodegraded, which is an eco-friendly polymer; it is water-soluble and can be dissolved in water to obtain a clear and transparent solution; it contains spec...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G69/48C08G69/10C08F290/06C08F220/54
Inventor 吕满庚苗磊
Owner GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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