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Preparation and application of biodegradable functional hyperbranched polycarbonate compound

A polycarbonate and compound technology, applied in the field of preparation of functional hyperbranched polycarbonate compounds, can solve problems such as low yield and complex synthetic route, and achieve simple and convenient synthetic process, great application prospects, and good biocompatibility Effect

Active Publication Date: 2022-05-13
CHINA PHARM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis of functional polycarbonates always involves the protection and deprotection of functional groups, resulting in complex synthetic routes and low yields

Method used

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  • Preparation and application of biodegradable functional hyperbranched polycarbonate compound
  • Preparation and application of biodegradable functional hyperbranched polycarbonate compound
  • Preparation and application of biodegradable functional hyperbranched polycarbonate compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Embodiment 1 synthesizes hyperbranched polycarbonate dPC (HAC: AEC 2: 1) containing azide group

[0021] One-pot Synthesis of Hyperbranched Polycarbonate

[0022]

[0023] hyperbranched H Synthesis of P(HAC-co-AEC): In a glove box, AC (1g, 5mmol) monomer was dissolved in 10mL of dichloromethane, added to a closed reactor, and then mercaptoethanol ME (197.27mg, 2.525 mmol) and catalytic amount of triethylamine, reacted at room temperature for 4h. After the reaction time finishes, add the AEC monomer (427.9mg, 2.5mmol) solution that is dissolved in 4mL dichloromethane, then directly add catalyst DBU in the reaction solution, then the reactor is sealed, transfer out glove box, put into 50 The reaction was carried out in an oil bath at ℃ for 48 hours. After the reaction was completed, the reaction was terminated with 2 drops of glacial acetic acid, precipitated in glacial ether, the supernatant was discarded, the transparent oily viscous liquid at the bottom was collec...

Embodiment 2

[0024] Example 2 Synthesis of hyperbranched polycarbonate dPC (HAC: AEC 1: 1) containing azide group

[0025] hyperbranched H Synthesis of P(HAC-co-AEC): In the glove box, AC (500mg, 2.5mmol) monomer was dissolved in 8mL of dichloromethane, added to a closed reactor, and then mercaptoethanol ME (394.5mg, 5.05 mmol) and catalytic amount of triethylamine, reacted at room temperature for 4h. After the reaction time ended, a solution of AEC monomer (427.9 mg, 2.5 mmol) dissolved in 4 mL of dichloromethane was added, and then directly to the reaction solution, catalyst 1,8-diazabicycloundecene-7-ene ( DBU), then seal the reactor well, transfer it out of the glove box, put it into an oil bath at 50°C for 48 hours, stop the reaction with 2 drops of glacial acetic acid after the reaction, precipitate in glacial ether, discard the supernatant, collect Transparent oily viscous liquid at the bottom, vacuum dried to obtain the product H P(HAC-co-AEC). NMR results show that the ratio o...

Embodiment 3

[0026] Embodiment 3 synthesizes the hyperbranched polycarbonate dPC (HAC: AEC 1: 2) of azide group

[0027] hyperbranched H Synthesis of P(HAC-co-AEC): In the glove box, AC (500mg, 2.5mmol) monomer was dissolved in 8mL of dichloromethane, added to a closed reactor, and then mercaptoethanol ME (394.5mg, 5.05 mmol) and catalytic amount of triethylamine, reacted at room temperature for 4h. After the reaction time finished, add the AEC monomer (855.8mg, 5mmol) solution that is dissolved in 8mL dichloromethane, then directly add catalyst 1,8-diazabicycloundec-7-ene (DBU ), then seal the reactor well, transfer it out of the glove box, and put it in an oil bath at 50°C for 48 hours. After the reaction, stop the reaction with 2 drops of glacial acetic acid, precipitate in glacial ether, discard the supernatant, and collect the bottom Transparent oily viscous liquid, vacuum dried to obtain the product H P(HAC-co-AEC). NMR results show that the ratio of HAC unit and AEC unit in the ...

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Abstract

The invention discloses preparation and application of a biodegradable functional hyperbranched polycarbonate compound. According to the functional hyperbranched polycarbonate, a cyclic carbonate monomer and a mercapto alcohol compound react to generate hydroxylated cyclic carbonate, and then the hydroxylated cyclic carbonate and cyclic carbonate with a functional group are subjected to ring opening polymerization to obtain the functional hyperbranched polycarbonate. According to the method, the functionalized polycarbonate is rapidly, simply and conveniently obtained through a one-pot method, the drug loading rate is high, a highly-branched three-dimensional topological structure is achieved, good biocompatibility is achieved, the synthesis route is simple, and the method for preparing the functional polycarbonate is more convenient to develop and more effective.

Description

technical field [0001] The invention relates to a preparation method and application of a polymer material, in particular to a preparation method and application of a biodegradable functional hyperbranched polycarbonate compound. Background technique [0002] Hyperbranched polymers (HBPs), a type of highly branched three-dimensional network molecules, have received extensive attention in the past decades. This new type of hyperbranched polymer has been widely used in drug delivery due to its highly branched three-dimensional topology with many excellent properties such as monodispersity, multiple reaction sites at the periphery, controllable size, and good repeatability. field. However, the preparation of hyperbranched polymers requires cumbersome multi-step synthesis steps, and common hyperbranched polymer carriers such as hyperbranched polyethyleneimine, hyperbranched polyamidoamine, etc., generally have high cytotoxicity and biodegradability. shortcoming. [0003] In o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G64/30A61K47/34
CPCC08G64/305A61K47/34
Inventor 陈维吕梦桐赵昌顺潘井芳黄德春钟伊南
Owner CHINA PHARM UNIV
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