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Bio-based carbonate-containing polyurethane, and preparation method and application thereof

A bio-based, carbonate technology, applied in polyurea/polyurethane coatings, polyurea/polyurethane adhesives, adhesive types, etc., can solve water resistance, heat resistance, chemical resistance, solvent resistance and Insufficient mechanical properties and other problems, to achieve good chemical resistance and solvent resistance, simple preparation process, and less pollution

Active Publication Date: 2018-08-14
GUIZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Polyurethane materials for different purposes can be synthesized by adjusting the structure of isocyanate and alcohol. However, this polyurethane material still has deficiencies in water resistance, heat resistance, chemical resistance, solvent resistance and mechanical properties.

Method used

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  • Bio-based carbonate-containing polyurethane, and preparation method and application thereof
  • Bio-based carbonate-containing polyurethane, and preparation method and application thereof
  • Bio-based carbonate-containing polyurethane, and preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0047] Embodiment 1: a kind of preparation method of bio-based polyurethane containing carbonate structure, comprises the following steps:

[0048] (1) Dissolve vanillin and triethylamine in dichloromethane, slowly add triphosgene solution in dichloromethane dropwise under ice bath conditions, the molar ratio of vanillin to triphosgene to triethylamine is 6 :1:7.5, after the dropwise addition is completed, gradually rise to room temperature and react for 5h, wash with 1mol / L dilute hydrochloric acid and water, extract the inorganic phase with dichloromethane, spin dry the solvent, and recrystallize with dichloromethane / n-hexane to obtain Bio-based dialdehyde monomers containing carbonate structure;

[0049] (2) Add sodium borohydride to the tetrahydrofuran solution of the bio-based dialdehyde monomer containing carbonate structure obtained in step (1) in batches under ice-bath conditions, and control the separation between the dialdehyde monomer and sodium borohydride. The mo...

Embodiment 2

[0051] Embodiment 2: a kind of preparation method of bio-based diol polymerizable monomer containing carbonate structure, comprises the following steps:

[0052] (1) Said that syringaldehyde and trimethylamine were dissolved in dichloromethane, and the dichloromethane solution of triphosgene was slowly added dropwise under ice bath conditions, and the molar ratio of syringaldehyde to triphosgene to trimethylamine was 6: 1:6, after the dropwise addition, gradually rise to room temperature and react for 1h, wash with 1mol / L dilute hydrochloric acid and water, extract the inorganic phase with dichloromethane, spin dry the solvent, and recrystallize with dichloromethane / n-hexane to obtain biological A dialdehyde monomer containing a carbonate structure;

[0053] (2) Add sodium borohydride to the tetrahydrofuran solution of the bio-based dialdehyde monomer containing carbonate structure obtained in step (1) in batches under ice-bath conditions, and control the separation between th...

Embodiment 3

[0055] Embodiment 3: a kind of preparation method of bio-based diol polymerizable monomer containing carbonate structure, comprises the following steps:

[0056] (1) Dissolve vanillin and triethylamine in dichloromethane, slowly add triphosgene solution in dichloromethane dropwise under ice bath conditions, the molar ratio of vanillin to triphosgene to triethylamine is 6 : 1:9, after the dropwise addition is completed, gradually rise to room temperature and react for 10h, wash with 1mol / L dilute hydrochloric acid and water, extract the inorganic phase with dichloromethane, spin dry the solvent, and recrystallize with dichloromethane / n-hexane to obtain Bio-based dialdehyde monomers containing carbonate structure;

[0057] (2) Add sodium borohydride to the tetrahydrofuran solution of the bio-based dialdehyde monomer containing carbonate structure obtained in step (1) in batches under ice-bath conditions, and control the separation between the dialdehyde monomer and sodium borohy...

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Abstract

The invention provides a bio-based carbonate structure-containing polyurethane, and a preparation method and an application thereof. The structural formula of the polyurethane is shown in the description. The preparation method comprises the following steps: reacting a bio-based monomer in vanillin, syringaldehyde or p-hydroxybenzaldehyde, used as a raw material, with triphosgene under the actionof a catalyst, and recrystallizing the obtained reaction product to obtain a bio-based carbonate structure-containing dialdehyde monomer; reacting the dialdehyde monomer, used as a raw material, withsodium borohydride, and performing recrystallization or column separation on the obtained reaction product to obtain a bio-based carbonate structure-containing diol polymeric monomer; and reacting thebio-based carbonate structure-containing diol polymeric monomer with diisocyanate under the action of a catalyst, dropwise adding the obtained reaction product into an anti-solvent, regenerating thereaction product, and washing and purifying the regenerated reaction product to obtain the bio-based carbonate structure-containing polyurethane. The polyurethane has the characteristics of good waterresistance, good heat resistance, good chemical resistance, good solvent resistance and good mechanical properties, and the preparation method has the advantages of simplicity, no harmful substancesgenerated during production, small pollution and low cost.

Description

technical field [0001] The invention belongs to the field of polymer materials, and in particular relates to a bio-based polyurethane containing a carbonate structure, a preparation method and application thereof. Background technique [0002] The over-exploitation of fossil resources has led to serious energy crisis and environmental problems, and the synthesis of environmentally friendly and renewable bio-based materials from bio-based monomers has attracted increasing attention as a substitute for petroleum-based products. The emergence of bio-based materials avoids the dependence of human beings on fossil resources, and has the advantages of low carbon and environmental protection. However, the current usage of bio-based materials is less than 1% of polymer materials. Therefore, bio-based materials will be one of the important directions for the future development of the polymer field. Research results have shown that bio-based materials are completely comparable to pet...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/32C08L75/04C09D175/04C09J175/04
CPCC08G18/3215C08L75/04C09D175/04C09J175/04Y02P20/584
Inventor 谢海波白德陈沁
Owner GUIZHOU UNIV
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