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Preparation and application of lignin-phenolic group modified amine waterborne epoxy hardener

A water-based epoxy and phenol-based technology, used in the field of epoxy resin curing agents, can solve the problems of being discarded in rivers and lakes, polluting water quality and the environment, and achieving the effects of reducing consumption, saving energy, and increasing the content of phenolic hydroxyl groups

Inactive Publication Date: 2011-09-07
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in addition to recycling waste liquid from sulfite wood pulping plants and some straw pulping plants to produce lignosulfonate products in China, a large amount of pulping waste liquid is thrown as fuel or discharged into rivers and lakes. Serious pollution of water quality and environment

Method used

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  • Preparation and application of lignin-phenolic group modified amine waterborne epoxy hardener
  • Preparation and application of lignin-phenolic group modified amine waterborne epoxy hardener
  • Preparation and application of lignin-phenolic group modified amine waterborne epoxy hardener

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Step 1: In a 500ml four-neck flask equipped with a heating mantle, a stirring device, a condenser, and a thermometer, add 20g of sodium lignosulfonate and 20g of water, stir for 5 minutes, then add 90g of diethylenetriamine and 30g of phenol and stir After uniformity, when the dropwise addition is completed and the temperature is slowly raised to about 85°C, slowly add 69.6 g of formaldehyde dropwise to the flask, and after the dropwise addition is completed, keep warm for 5 hours and then extract the solvent and unreacted polyamine under reduced pressure to obtain lignin -Phenol-based modified polyamines, the primary amine content of the product is 8.2%

[0039] Step 2: Dilute 100 g of the lignin-phenol-based modified polyamine prepared in the first step with water, stir evenly, and slowly add 67.24 g of benzyl glycidyl ether to it, that is, benzyl glycidyl ether and lignin- The ratio of the amount of primary amine contained in the phenol-based modified polyamine is 0.8:...

Embodiment 2

[0042] The molecular structure of lignosulfonate is complex, and elemental analysis to determine the change of nitrogen content in the reaction product is one of the most commonly used methods to identify the effect of Mannich reaction modified lignosulfonate. Elemental analysis was performed on sodium lignosulfonate and the lignin-phenol-based modified polyamine prepared in Example 1, and the results are shown in Table 1. It can be seen from Table 1 that after sodium lignosulfonate is modified by Mannich reaction, the average content of N element in the product increases from 0.34% to 22.14%. The results of elemental analysis showed that diethylenetriamine groups were introduced into the molecular structure of lignin after reacting with diethylenetriamine and formaldehyde.

[0043] Table 1 Elemental analysis results

[0044]

Embodiment 3

[0046] attached figure 1 Among them, (A) figure is the infrared spectrum figure of sodium lignosulfonate, (B) figure is the infrared spectrum figure of the lignin-phenol group modified polyamine prepared in embodiment 1, (C) figure embodiment 1 prepares Infrared spectrum of lignin-phenol modified amine waterborne epoxy curing agent. attached by figure 1 (A) It can be seen that sodium lignosulfonate is at 3425 cm -1 Nearby is the hydroxyl stretching vibration peak of phenolic hydroxyl and alcoholic hydroxyl connected by hydrogen bond; 1610~1600cm -1 and 1520~1500 cm -1 Vibrates for the aromatic ring skeleton; 1046 cm -1 It is the characteristic absorption peak of sulfate. Comparison between (B) and (A) shows that the height is 1464cm -1 The absorption peak representing the deformation vibration of methylene is obviously enhanced; 1122cm -1 The C-N stretching vibration absorption peak of aliphatic amines appears at , and the aliphatic aldehyde group in the reactant molecu...

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Abstract

The invention discloses preparation and application of a lignin-phenolic group modified amine waterborne epoxy hardener. The method takes lignosulfonate and phenol as raw materials, and comprises the following steps of: performing Mannich reaction on the lignosulfonate, the phenol, polyamine and formaldehyde to prepare lignin-phenolic group modified polyamine, and then terminating the primary amine in the lignin-phenolic group modified polyamine by a single epoxy compound to obtain the lignin-phenolic group modified amine waterborne epoxy hardener. The hydrophilic sulfonic group and the rigid benzene ring structure are introduced into the molecule of the waterborne epoxy hardener product, thus enhancing the hydrophilicity of the hardener and also improving the hardness of a curing system. If matched with liquid epoxy resin, the lignin-phenolic group modified amine waterborne epoxy hardener can be extensively used in cement concrete materials for improving the fracture resistance, tensile property and the like of cement concrete. The preparation method disclosed by the invention is simple and environment-friendly without using toxic solvents in the reaction process, has little energy consumption, fully utilizes rich biomass raw materials of China and is favorable for saving petrochemical resources.

Description

[0001] technical field [0002] The invention belongs to the field of epoxy resin curing agents, and in particular relates to the preparation and application of a lignin-phenol-based modified amine water-based epoxy curing agent product. Background technique [0003] Lignin is a very abundant renewable material resource on the earth, its amount is second only to cellulose, and its content in plant raw materials is about 20-30%. Industrial lignin is mainly derived from the waste liquid of the pulp and paper industry, and less than 20% of it has been effectively utilized at present. Lignosulfonate is mainly extracted from pulp and papermaking waste liquid by sulfite method or sulfate method, and can also be obtained by sulfonation of lignin. It is a hydrophobic group and sulfonate with phenylpropane as the skeleton. Anionic macromolecular compounds composed of hydrophilic groups such as acid groups and carboxyl groups have good surface activity, adhesion, complexation and oth...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G14/12C08H6/00C08G59/50C04B24/18C08H7/00
Inventor 夏建陵李梅连建伟杨小华张燕
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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