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Polyester of biological carbonic-ester-contained structure and preparing method and application of biological polyester

A bio-based, carbonate technology, applied in chemical recycling and other directions, can solve problems such as large pollution, poor production conditions, equipment corrosion, etc., and achieve the effects of simple preparation process, excellent hydrolysis resistance, and good biocompatibility

Active Publication Date: 2018-07-31
GUIZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

literature( Macromolecules, 1998, 31(22):7865-7870. ) It is reported that phosgene and bisphenol A are used to prepare cyclic polycarbonate materials, but because the phosgene used is highly toxic and a large amount of hydrogen chloride is produced as a by-product, it causes serious corrosion to the equipment, the production conditions are harsh, and the pollution is large. At the same time, its synthesis The molecular weight of polycarbonate is small, and the phosgene method has been basically eliminated
However, the cost of synthesizing cyclic carbonate is relatively high, and there is not much industrial application value
literature (Macromolecules, 2013, 46(9):3301- 3308.) It has been reported that polycarbonate is prepared by dimethyl carbonate and dibasic alcohol, but this method generates a large amount of azeotrope of methanol and dimethyl carbonate, and it needs complex treatment to reclaim methanol and dimethyl carbonate, resulting in The whole process of preparing polycarbonate diol is very complicated, and the organic volatiles such as methanol are very easy to pollute the environment.

Method used

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  • Polyester of biological carbonic-ester-contained structure and preparing method and application of biological polyester
  • Polyester of biological carbonic-ester-contained structure and preparing method and application of biological polyester
  • Polyester of biological carbonic-ester-contained structure and preparing method and application of biological polyester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] Embodiment 1: a kind of preparation method of bio-based polyester containing carbonate structure, comprises the following steps:

[0053] (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;

[0054] (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 molar...

Embodiment 2

[0056] Embodiment 2: a kind of preparation method of bio-based diol polymerizable monomer containing carbonate structure, comprises the following steps:

[0057] (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;

[0058] (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

[0060] Embodiment 3: a kind of preparation method of bio-based diol polymerizable monomer containing carbonate structure, comprises the following steps:

[0061] (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;

[0062] (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 polyester of a biological carbonic-ester-contained structure and a preparing method and application of the polyester. The structural formula of the polyester is shown in the description. The preparing method includes the steps of making one biological monomer in vanillic aldehyde, syringaldehyde and p-hydroxy benzaldehyde serve as the raw material to react with triphosgene under the effect of a catalyst, recrystallizing a reaction product to obtain a dialdehyde monomer of a biological carbonic-ester-contained structure, making the dialdehyde monomer serve as the raw material to react with sodium borohydride, conducting recrystallizing or column-passing separating on a reaction product to obtain a diol polymerizable monomer of a biological carbonic-ester-contained structure, making the diol polymerizable monomer react with acyl chloride under the effect of a catalyst, dropping a reaction product in an anti-solvent for regeneration, and conducting washing and purifying to obtain the polyester of the biological carbonic-ester-contained structure. The polyester is of the biological carbonic-ester-contained structure and is friendly to the environment; the preparing method of the polyester is simple, no harmful substances are generated in production, pollution is low, and cost is low.

Description

technical field [0001] The invention belongs to the field of polymer materials, and in particular relates to a bio-based polyester containing a carbonate structure and 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): C08G63/64
CPCC08G63/64Y02P20/584
Inventor 谢海波白德陈沁
Owner GUIZHOU UNIV
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