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Thermally reversible crosslinked polyurethane containing dicyclopentadiene crosslinked bridge, preparation method and application thereof

A technology of crosslinking polyurethane and dicyclopentadiene, which is applied in the field of polymer materials, can solve the problems of inability to obtain heat resistance of thermoplastic processing temperature materials, poor heat resistance, high temperature thermal oxygen aging of polymers, etc., and achieve excellent repeated processing Sexuality and high mechanical properties

Active Publication Date: 2020-09-01
BEIJING UNIV OF CHEM TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

If the decrosslinking temperature is too high, the processing temperature of the crosslinked polymer will inevitably rise, which will lead to high temperature thermal oxygen aging of the polymer
If the decrosslinking temperature is too low, the heat-resistant temperature of the crosslinked polymer is low, and it is difficult to use it as an elastomer material, especially the decrosslinking temperature of polyurethane crosslinked by disulfide bonds and diselenium bonds is basically between room temperature and 100 Between ℃ (CN106589289A, CN108503782A, CN106750115A), the heat resistance of the material is very poor
Acylhydrazone bond cross-linked polyurethane (CN107236106 A) also has the problem of poor heat resistance
It can be seen that the existing thermally reversible cross-linked polyurethane material manufacturing technology is still unable to obtain cross-linked polyurethane thermoplastic elastomers that meet the requirements of thermoplastic elastomer materials in terms of thermoplastic processing temperature and material heat resistance

Method used

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  • Thermally reversible crosslinked polyurethane containing dicyclopentadiene crosslinked bridge, preparation method and application thereof
  • Thermally reversible crosslinked polyurethane containing dicyclopentadiene crosslinked bridge, preparation method and application thereof
  • Thermally reversible crosslinked polyurethane containing dicyclopentadiene crosslinked bridge, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] A method for preparing a thermally reversible cross-linked polyurethane containing dicyclopentadiene cross-linked bridges, the steps are as follows:

[0056] (1) Preparation of hydroxyl-terminated polyurethane prepolymer

[0057] Take 117.89g (0.40mol) of polyester polyol PS1922 and place it in a 500ml three-neck flask, then weigh 28.97g (0.20mol) of liquefied diphenylmethane diisocyanate and pour it into the bottle. One port of the three-neck flask is connected to mechanical stirring, the other port is connected to the inlet of high-purity nitrogen gas, and the other port is connected to the gas outlet. Stirring and reacting for 3 hours at 60°C under high-purity nitrogen to obtain a hydroxyl-terminated polyurethane prepolymer;

[0058] (2) Preparation of isocyanate-terminated component (crosslinking agent)

[0059] Weigh 2.20g (0.02mol) of a crosslinking agent containing dicyclopentadiene dicarboxylic acid and place it in a 100ml three-necked flask, add 6.60g of diox...

Embodiment 2

[0065] A method for preparing a thermally reversible cross-linked polyurethane containing dicyclopentadiene cross-linked bridges, the steps are as follows:

[0066] (1) Preparation of hydroxyl-terminated polyurethane prepolymer

[0067] Take 117.89g (0.40mol) of polyester polyol PS1922 and place it in a 500ml three-neck flask, then weigh 28.97g (0.20mol) of liquefied diphenylmethane diisocyanate and pour it into the bottle. One port of the three-neck flask is connected to mechanical stirring, the other port is connected to the inlet of high-purity nitrogen gas, and the other port is connected to the gas outlet. Stirring and reacting for 3 hours at 60°C under high-purity nitrogen to obtain a hydroxyl-terminated polyurethane prepolymer;

[0068] (2) Preparation of terminal isocyanate group components

[0069] Weigh 3.30g (0.03mol) of cross-linking agent containing dicyclopentadiene structure into a 100ml three-necked flask, add 9.90g of dioxane, then add 14.23g (0.105mol) of P...

Embodiment 3

[0073] A method for preparing a thermally reversible cross-linked polyurethane containing dicyclopentadiene cross-linked bridges, the steps are as follows:

[0074] (1) Preparation of hydroxyl-terminated polyurethane prepolymer

[0075] Take 117.89g (0.40mol) of polyester polyol PS1922 and place it in a 500ml three-neck flask, then weigh 28.97g (0.20mol) of liquefied diphenylmethane diisocyanate and pour it into the bottle. One port of the three-neck flask is connected to mechanical stirring, the other port is connected to the inlet of high-purity nitrogen gas, and the other port is connected to the gas outlet. Stirring and reacting for 6 hours at 50°C under high-purity nitrogen to obtain a hydroxyl-terminated polyurethane prepolymer;

[0076] (2) Preparation of terminal isocyanate group components

[0077] Weigh 1.10g (0.01mol) of cross-linking agent containing dicyclopentadiene structure into a 100ml three-necked flask, add 1.10g of dioxane, then add 14.23g (0.105mol) of P...

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Abstract

The invention provides thermally reversible crosslinked polyurethane containing dicyclopentadiene crosslinking bridged bonds, and a preparation method and applications thereof. Dicyclopentadiene dicarboxylic acid and polyisocyanate (I) carry out reactions to generate a terminal isocyanate component, which contains a dicyclopentadiene structure and is taken as a crosslinking agent, and the terminalisocyanate component and a terminal hydroxyl component carry out reactions to form a crosslinked polyurethane network. By introducing dicyclopentadiene bridged bonds into polyurethane, at a high temperature, bridged bonds are broken; at a low temperature, bridged bonds are formed again; and repeated processing of chemical crosslinking type polyurethane is realized. The primary reverse Diels-Alderreaction temperature of dicyclopentadiene bridged bonds is 170 DEG C; and dicyclopentadiene bridged bonds are introduced into polyurethane to realized thermoplastic processing of crosslinking type polyurethane in a temperature range of 170 to 210 DEG C. The prepared thermally reversible polyurethane has an excellent repeated processing property, and still has good mechanical properties after manytimes of processing and moulding.

Description

technical field [0001] The invention relates to the field of polymer materials, in particular to a thermally reversible crosslinked polyurethane containing dicyclopentadiene crosslinked bridges, a preparation method and an application thereof. Background technique [0002] Polymer materials can be divided into linear polymers and cross-linked polymers from the molecular structure. Linear polymers are characterized by their fluidity at elevated temperatures, enabling repeated processing. The molecular structure of cross-linked polymers is in the form of a three-dimensional network. Once the material is formed, it cannot be processed by thermoplastic again. [0003] Polyurethane is a kind of polymer with urethane bonds in its molecules. There are hydrogen bonds between molecules, forming a microscopic phase separation structure with coexistence of "soft segment" and "hard segment", which has excellent performance. Polyurethane is usually obtained by reacting isocyanate, poly...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/67C08G18/42
CPCC08G18/42C08G18/6755
Inventor 陈晓农孙延松马东风李红渊李向阳
Owner BEIJING UNIV OF CHEM TECH
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