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A kind of flexible polyurethane type amine curing agent and preparation method thereof

A technology of polyurethane amine and curing agent, which is applied in the field of toughening and modification of epoxy resin, which can solve the problems of limited toughness improvement of cured products, increase of self-viscosity, unfavorable practical application, etc., and achieve good engineering application performance and tensile strength High strength and remarkable toughening effect

Active Publication Date: 2021-04-02
ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Kong Xianzhi et al. used ethyl acrylate and butyl acrylate to modify hexamethylenediamine as a room temperature curing agent for epoxy resin, but this curing agent would undergo aminolysis reaction during the storage period, and its own viscosity would continue to increase, which is not conducive to practical application
Gong Yunjin reacted hexamethylenediamine with epoxy resin to form an amino-terminated adduct, and then reacted with acrylonitrile to obtain a modified epoxy resin curing agent. The toxicity was lower than that of hexamethylenediamine, but the The modified curing agent molecule does not have a long flexible chain segment, so the toughness improvement of the cured product is limited

Method used

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  • A kind of flexible polyurethane type amine curing agent and preparation method thereof
  • A kind of flexible polyurethane type amine curing agent and preparation method thereof
  • A kind of flexible polyurethane type amine curing agent and preparation method thereof

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Embodiment 1

[0032] The preparation method of flexible polyurethane type amine curing agent, the preparation steps are as follows:

[0033] (1) Add the reactant isophorone diisocyanate (IPDI) 44.4g (0.2mol) and 2 drops of organotin into a 250mL four-neck flask equipped with a stirrer, a nitrogen gas conduit and a thermometer, and pass it under nitrogen protection, and weigh Add 40.0g (0.1mol) polyethylene glycol (PEG-400) dropwise into the four-necked bottle at a rate of 2 s / drop in a constant pressure titration funnel, and control the temperature at 40°C under stirring conditions. , reacting for 0.5h to synthesize isocyanate-terminated polyurethane prepolymer;

[0034] (2) Weigh 26.0g (0.2mol) of β-hydroxyethyl methacrylate and drop it into the isocyanate-terminated polyurethane prepolymer prepared in step (1) at a rate of 2 s / drop in a constant pressure funnel And nitrogen protection, keep the temperature of the thermometer at about 40°C under stirring conditions, after the dropwise add...

Embodiment 2

[0038] The preparation method of flexible polyurethane type amine curing agent, the preparation steps are as follows:

[0039] (1) Add 21.7g (0.125mol) of reactant toluene diisocyanate (TDI) and 2 drops of organotin into a 250mL four-neck flask equipped with a stirrer, nitrogen conduit and thermometer, and pass through nitrogen protection, and weigh 100.0g ( 0.1mol) of polytetrahydrofuran (PTMEG-1000) was added dropwise into the four-neck flask at a rate of 2 s / drop in a constant pressure titration funnel, and the temperature was controlled at 20°C under stirring conditions. Cyanate-terminated polyurethane prepolymers;

[0040] (2) Weigh 26.0g (0.2mol) of β-hydroxyethyl methacrylate and drop it into the isocyanate-terminated polyurethane prepolymer prepared in step (1) at a rate of 2 s / drop in a constant pressure funnel And pass nitrogen protection, keep the temperature of the thermometer at about 40°C under stirring conditions, and prepare a double-bond-terminated polyuretha...

Embodiment 3

[0043] The preparation method of flexible polyurethane type amine curing agent, the preparation steps are as follows:

[0044](1) Add 44.4 g (0.2 mol) of the reactant isophorone diisocyanate (IPDI) and 2 drops of organotin into a 250 mL four-necked flask equipped with a stirrer, a nitrogen conduit, and a thermometer, and protect it with nitrogen, and weigh 90.0g (0.15mol) of polyethylene glycol (PEG-600) was added dropwise to the four-necked bottle at a rate of 2 s / drop in a constant pressure titration funnel, and the temperature was controlled between 35°C under stirring conditions. After the end, react 2h to synthesize the polyurethane prepolymer terminated by isocyanate;

[0045] (2) Weigh 42.3g (0.3mol) of β-hydroxypropyl methacrylate and drop it into the isocyanate-terminated polyurethane prepolymer prepared in step (1) at a rate of 2 s / drop in a constant pressure funnel And nitrogen protection, keep the temperature of the thermometer at about 40°C under stirring conditi...

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Abstract

The invention provides a flexible polyurethane type amine curing agent and a preparation method thereof. The preparation method comprises the following steps: (1) introducing nitrogen gas into reactants including diisocyanate and an organic tin catalyst and protecting; dropwise adding polyol and synthesizing an isocyanate-terminated polyurethane pre-polymer; (2) dropwise adding an acrylate compound containing active hydrogen into the isocyanate-terminated polyurethane pre-polymer prepared by step (1) and introducing the nitrogen gas for protecting; after dropwise adding, carrying out temperature-rising reaction to prepare a double-bond terminated polyurethane pre-polymer; (3) taking the double-bond terminated polyurethane pre-polymer prepared by step (2) and a small molecular amine curingagent to react under a stirring condition, so as to prepare a modified large molecular curing agent. The synthesized novel polyurethane type amine curing agent provided by the invention keeps the advantage that the small molecular amine curing agent can be cured at room temperature, also has relatively good flexibility and can be directly used for curing epoxy resin and polyurethane; a preparationtechnology is simple and is suitable for industrial production.

Description

technical field [0001] The invention relates to the field of toughening modification of epoxy resin, in particular to a flexible polyurethane amine curing agent and a preparation method thereof. Background technique [0002] Epoxy resin (EP) adhesives are widely used in the bonding of structural parts in water conservancy and hydropower engineering, aerospace and other fields due to their excellent bonding performance, high strength, and low shrinkage. Epoxy resins cured with organic amines have good overall performance, but due to the formation of a three-dimensional network structure with high cross-linking density after curing and cross-linking with epoxy resins, the brittleness is relatively large, so it needs to be toughened and modified before it can be practically applied . At present, there are mainly the following ways to modify the organic amine curing agent of epoxy resin: (1) react with epoxy-containing compounds; (2) react with carbonyl-containing compounds; (3...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/83C08G18/67C08G18/48C08G18/42C08L63/00C08L75/08C08L75/06C08G59/54
Inventor 陈荣源韩琳张忠厚谷建锋周洋闫春绵李亚东
Owner ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY