Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Polyesteramide and polyethyleneglycol periodic copolymer and preparation method thereof

A block copolymer and polyethylene glycol technology, applied in the field of biomedical polymer materials, can solve the problems of high cardiotoxicity and myelosuppressive toxicity, endangering the lives of patients, etc., to reduce toxic and side effects, simple steps, and expand the scope of application Effect

Inactive Publication Date: 2013-12-04
NORTHEAST NORMAL UNIVERSITY
View PDF2 Cites 12 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Doxorubicin is a broad-spectrum and highly effective antineoplastic drug, which has significant therapeutic effects on breast cancer, ovarian cancer, gastric cancer, liver cancer, etc., but it also has high cardiotoxicity and myelosuppressive toxicity. , sometimes even endangering the patient's life

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Polyesteramide and polyethyleneglycol periodic copolymer and preparation method thereof
  • Polyesteramide and polyethyleneglycol periodic copolymer and preparation method thereof
  • Polyesteramide and polyethyleneglycol periodic copolymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Example 1: Synthesis of polyethylene glycol with terminal amino groups.

[0029]Polyethylene glycol monomethyl ether (mPEG) with a molecular weight of 2000 45 -OH) The terminal hydroxyl group is modified into an amino group. The specific synthesis method is:

[0030]

[0031] Take 30 g mPEG 45 Add 300 mL of toluene to -OH to azeotropically remove water, distill off excess toluene after 4 hours, add dry 200 mL of dichloromethane and 10.50 mL of triethylamine to the reaction flask, add 4.65 mL of mL of methanesulfonyl chloride in 25 mL of dichloromethane solution, after 24 hours of reaction, remove the triethylamine hydrochloride produced by filtration, wash the reaction solution three times with NaCl solution, separate the layers, and wash with anhydrous NaSO 4 The solution was dried, filtered, concentrated by rotary evaporation, and precipitated with ether to obtain polyethylene glycol monomethyl ether methanesulfonate (mPEG 45 -Ms), dried under vacuum at 40 °C t...

Embodiment 2

[0035] Example 2: p-nitrophenol sebacate (electrophilic monomer) and 1,6-hexanediol diphenylalanine ester p-toluenesulfonate (nucleophilic monomer) synthesis.

[0036] Sebacic acid p-nitrophenol ester (electrophilic monomer) is synthesized according to the synthetic route shown below. The specific synthesis method is:

[0037]

[0038] Dissolve 43.00 g of p-nitrophenol and 43.13 mL of triethylamine in 500 mL of acetone, and cool the solution in an ice-water bath at 0 °C. Dissolve 28.54 mL of sebacoyl chloride in 100 mL of acetone and drop into the p-nitrophenol solution. The reaction is gradually warmed to room temperature and carried out under stirring for 12 hours. After the reaction, pour into 2000 mL of distilled water to precipitate the product, filter it with suction, recrystallize three times with ethyl acetate, and dry it under vacuum at 40°C to constant weight, with a yield of 75%.

[0039] 1,6-Hexanediol diphenylalanine ester p-toluenesulfonate (nucleophilic mo...

Embodiment 3

[0042] Example 3: Polyesteramide and mPEG 45 -NH 2 Amphiphilic triblock copolymer (mPEG 45 -PEA-mPEG 4 )Synthesis.

[0043] Through solution polycondensation, the molecular weight of the polyester amide chain segment is controlled by changing the ratio of nucleophilic and electrophilic monomers. The polyester amide segment molecular weight synthesized in the present embodiment is 2000, and concrete synthetic method is:

[0044] Under the protection of nitrogen, take 0.50 g of 1,6-hexanediol diphenylalanine ester p-toluenesulfonate, 0.37 g of p-nitrophenol sebacate (the molar ratio of nucleophilic and electrophilic monomer substances is 4 : 5) Add 0.20 mL triethylamine and 0.13 mL dimethylacetamide to a 10 mL reaction flask, heat up to 80°C under stirring conditions, and react for 12 hours, then add 0.66 g mPEG 45 -NH 2 After adding the reaction flask to continue the reaction for 12 hours, the reaction temperature was lowered to room temperature, and 4 mL of dimethylforma...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
degree of polymerizationaaaaaaaaaa
degree of polymerizationaaaaaaaaaa
degree of polymerizationaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the field of biological and medical polymer materials, and relates to a polyesteramide and polyethyleneglycol periodic copolymer and a preparation method thereof. According to the invention, polyesteramide with an amino acid unit structure and polyethyleneglycol with amino at tail ends of molecular chains are subjected to condensation reaction to obtain the triblock copolymer or segmented copolymer. The periodic copolymer has favorable biocompatibility and biological degradability. Through selecting amino acids, divalent alcohol, and dibasic acid (or Binary chloride) of different structures and polyethyleneglycol of different molecular weights, adjustment for the mechanical property and degradation behavior of the copolymer is realized. The method is simple. The novel copolymer can be automatically assembled in the water into nano particles, and package load and release control of the medicine are realized.

Description

technical field [0001] The invention belongs to the field of biomedical polymer materials, and relates to a novel block copolymer of polyester amide and polyethylene glycol and a preparation method thereof. Background technique [0002] With the development of drug controlled release and tissue engineering technology, biodegradable polymers as drug carriers have attracted more and more attention. People are constantly looking for polymer materials with better drug release properties to meet the requirements of clinical research and practical applications. Amphiphilic copolymers are one of the functional polymer materials that are biodegradable and have good biocompatibility. Amphiphilic copolymers are special block copolymers composed of hydrophilic segments and hydrophobic segments. Due to the difference in solubility of the two chain segments, nanoscale polymer nanoparticles with a core / shell structure can be spontaneously assembled in water. Using polymer nanoparticles...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C08G81/00C08G65/48C08G69/48A61K47/34
Inventor 邓明虓杜保国宋丽
Owner NORTHEAST NORMAL UNIVERSITY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com