Vanillin-based imine structure-containing degradable polyurethane elastomer and preparation method thereof

A polyurethane elastomer, aldehyde-containing imine technology, applied in the field of degradable polyurethane elastomer based on vanillin-containing imine structure and its preparation, can solve the problems of large consumption of petroleum resources, difficult degradation of synthetic polyurethane, etc., and achieve simple reaction process Low toxicity, high degradation rate, improved thermal stability and mechanical properties

Pending Publication Date: 2022-02-08
CHANGCHUN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to solve the problem of difficult degradation of traditional synthetic polyurethane and large consumption of petroleum resources, and provides a degradable polyurethane elastomer based on vanillin-containing imine structure and its preparation method

Method used

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  • Vanillin-based imine structure-containing degradable polyurethane elastomer and preparation method thereof
  • Vanillin-based imine structure-containing degradable polyurethane elastomer and preparation method thereof
  • Vanillin-based imine structure-containing degradable polyurethane elastomer and preparation method thereof

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preparation example Construction

[0033] The present invention first provides a method of preparing an imine-containing degradable polyurethane elastomer, comprising the steps of:

[0034] Step 1: The vanilla and hydroxide are dissolved in ethanol, then 1,2-dibromoethane and phase transfer catalyst iodide reactions, the steps of the chalcal dehydrate: 1,2-dibromoethane: Sodium hydroxide: the molar ratio of potassium iodide is 2: 1: 2: 0.05. The reaction temperature is preferably from 60 to 80 ° C, and the reaction time is preferably 24-48 h. After the reaction is completed, the dried dried to obtain a polyurethane chain extender precursor (VV); the vapildehyde and 1,2-dibromoethane The molar ratio is preferably 2: 1; the reaction process is as follows:

[0035]

[0036] Step 2: The polyurethane chain extender precursor (VV) and a ethanolamine mixed by the step, the reaction temperature is preferably from 50 to 70 ° C, and the reaction time is preferably 3-5 h, and the product is cooled to room temperature after ...

Embodiment 1

[0041] (1) Weigh 24.6 g of vapildehyde and 7.12 g of sodium hydroxide addition in a flask containing 200 ml of ethanol, then weighing the phase transfer catalyst 1.35 g of potassium iodide and 7 ml of 1,2-dibromoethane added to the flask, at 60 The reaction was reacted under the conditions of ° C for 24 h to obtain a sterior compound (VV).

[0042] (2) Take ethanolamine 12.2 g and 33 g of adel compound (VV), placed in a 250 mL flask, then 150 ml of ethanol, then react at a temperature of 60 ° C for 4 h, filtered, washed 5 times with deionized water, obtained The product is dry after drying.

[0043] (3) Putting the product 3.328g from step (2) into a 100 mL flask to add polytetrahydrofuran toionate 4g, MDI isocyanate 3g, dibutyl tin ketaraenate, reacting at a temperature of 40 ° C for 3 h, pour into the mold into the mold The product was obtained after drying.

[0044] Example 1 Nuclear magnetic resonance spectrum pattern having an imine-containing degrading polyurethane elastomer...

Embodiment 2

[0047] (1) Weigh 24.6 g of vapildehyde and 7.12 g of sodium hydroxide addition in a flask containing 200 ml of ethanol, then weighing the phase transfer catalyst 1.35 g of potassium iodide and 7 ml of 1,2-dibromoethane were added to the flask. The reaction was reacted at 70 ° C for 24 h to obtain a sterior compound (VV).

[0048] (2) Take ethanolamine 12.2 g and 33 g of adel compound (VV), placed in a 250 mL flask, then 150 ml of ethanol, then react at a temperature of 60 ° C for 4 h, filtered, washed 5 times with deionized water, obtained The product is dry after drying.

[0049] (3) Putting the product 3.328g from step (2) into a 100 mL flask to add polytetrahydrofuran toionate 4g, MDI isocyanate 3g, dibutyl tin ketaraenate, reacting at a temperature of 40 ° C for 3 h, pour into the mold into the mold The product was obtained after drying.

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Abstract

The invention provides a vanillin-based imine structure-containing degradable polyurethane elastomer and a preparation method thereof, and belongs to the technical field of preparation methods of polyurethane elastomer materials. The preparation method of the elastomer comprises the following steps: dissolving vanillin and sodium hydroxide in ethanol, and then adding 1, 2-dibromoethane and a phase transfer catalyst potassium iodide for reaction to obtain a dialdehyde compound; mixing and reacting the dialdehyde compound and ethanolamine to obtain a polyurethane chain extender; finally, reacting the polyurethane chain extender with polyester or polyether polyol, a catalyst dibutyltin dilaurate and isocyanate, and obtaining the imine structure-containing degradable polyurethane elastomer. The elastomer has excellent thermal stability and mechanical properties, and can complete rapid replacement and decomposition within 4 hours under the condition of 20 DEG C and 5% ethylenediamine solution, and the obtained polyurethane elastomer has environmental protection property.

Description

Technical field [0001] The present invention relates to the preparation method of polyurethane elastomer material, and is relanted to a vanillic aldehyde-containing imine-containing degradable polyurethane elastomer and a preparation method thereof. Background technique [0002] The polyurethane is generated by polyurethane, and is formed from a polyethylene isocyanate and a polyol polymer or the like. The most important group is a urethane bond, followed by ether, ester, urea, etc., has high strength, anti-resistance Tearing, wear resistance, etc., is widely used in medical, clothing, electrical, transportation and other fields. Polyurethanes are high polymers, good durability, not easy to degrade, environmental pollution, and exacerbate environmental pollution under natural conditions. However, most polyurethanes are derived from petroleum resources, while petroleum resources are a non-renewable resource, accompanied by the increasing reduction of their reserves, will inevitabl...

Claims

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Application Information

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IPC IPC(8): C08G18/32C08G18/48C08G18/66
CPCC08G18/3819C08G18/4854C08G18/6666C08G2230/00
Inventor 肖凌寒张佳良敖玉辉王瑞强
Owner CHANGCHUN UNIV OF TECH
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