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

Methoxy polyethylene glycol-poly-N-isopropyl acrylamide-metal tetramino phthalocyanine and preparation method therefor

A technology of polyethylene glycol monomethyl ether and isopropylacrylamide, applied in the field of polyethylene glycol monomethyl ether-polyN-isopropylacrylamide-tetraaminometallophthalocyanine and its preparation, can solve the target Weak tropism, poor water solubility, limited application due to π-π stacking effect, etc., to achieve stable properties, not easy to aggregate, and improve tumor targeting

Inactive Publication Date: 2016-02-24
CHANGCHUN UNIV OF SCI & TECH
View PDF1 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the existing phthalocyanine photosensitizers have poor water solubility, weak targeting, and unstable π-π stacking, which limits their application in photodynamic therapy.

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
  • Methoxy polyethylene glycol-poly-N-isopropyl acrylamide-metal tetramino phthalocyanine and preparation method therefor
  • Methoxy polyethylene glycol-poly-N-isopropyl acrylamide-metal tetramino phthalocyanine and preparation method therefor
  • Methoxy polyethylene glycol-poly-N-isopropyl acrylamide-metal tetramino phthalocyanine and preparation method therefor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] First, MPEG 23 -OH and 2-bromoisobutyryl bromide carry out halogenation reaction, obtain ATRP initiator MPEG 23 -Br. The specific process is as follows:

[0047] MPEG 23 -OH (1.0g, 1mmol) and triethylamine (279μL, 2mmol) were added to a two-necked flask and dissolved in 50mL of dry dichloromethane, and 2-bromoisocyanate dissolved in 10mL of dry dichloromethane was placed in an ice-water bath Butyryl bromide (188μL, 1.5mmol) was added dropwise to the reaction solution and stirred slowly, N 2 Reaction at room temperature under protection for 24 hours, the reaction solution was settled with glacial ether, filtered, the crude product was dissolved in 300mL of dichloromethane after vacuum drying, and washed with deionized water (3×50mL), the organic layer was dried with anhydrous magnesium sulfate, filtered Concentrate the methylene chloride solution after removing the magnesium sulfate, the product settles in glacial ether, and vacuum-dries at room temperature to obtain...

Embodiment 2

[0081] First, MPEG 114 -OH reacts with α-chloropropionyl chloride to obtain ATRP initiator MPEG 114 -Cl. The specific process is as follows:

[0082] MPEG 114 -OH (5.0g, 1mmol) and triethylamine (279μL, 2mmol) were added to a two-neck flask and dissolved in 50mL of dry dichloromethane, and the α-chloro Propionyl chloride (154 μ L, 1.5 mmol) was added dropwise in the reaction solution and stirred slowly, N 2 Reaction at room temperature under protection for 24 hours, the reaction solution was settled with glacial ether, filtered, the crude product was dissolved in 300mL of dichloromethane after vacuum drying, and washed with deionized water (3×50mL), the organic layer was dried with anhydrous magnesium sulfate, filtered Concentrate the methylene chloride solution after removing the magnesium sulfate, the product settles in glacial ether, and vacuum-dries at room temperature to obtain the ATRP initiator MPEG 114 -Cl, yield 67%.

[0083] By replacing α-chloropropionyl chlor...

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
phase transition temperatureaaaaaaaaaa
Login to View More

Abstract

The invention relates to methoxy polyethylene glycol-poly-N-isopropyl acrylamide-metal tetramino phthalocyanine and a preparation method therefor and belongs to the field of photodynamic therapy. Methoxy polyethylene glycol-poly-N-isopropyl acrylamide-metal tetramino phthalocyanine is used for solving the problem that the existing phthalocyanine photosensitizer is poor in water solubility and low in tumor targeting performance and the application in the photodynamic therapy is limited by unstable PI-PI accumulative action. Methoxy polyethylene glycol-poly-N-isopropyl acrylamide-metal tetramino phthalocyanine disclosed by the invention has the skeleton symbol of MPEG-PNIPAM-MTAPc, wherein MPEG means methoxy polyethylene glycol, PNIPAM means poly-N-isopropyl acrylamide, and MTAPc means metal tetramino phthalocyanine. The preparation method disclosed by the invention comprises the steps: firstly, preparing an ATRP (Atom Transfer Radical Polymerization) initiator MPEG-X from MPEG-OH and a halogenated substance; secondly, initiating an NIPAM (N-isopropyl acrylamide) monomer to subject to ATRP by the initiator, so as to obtain a temperature-sensitive diblock copolymer MPEG-PNIPAM-X; then, carrying out terminal group functionalization on the MPEG-PNIPAM-X with MA (Maleic Anhydride), so as to obtain MPEG-PNIPAM-MA-X; and finally, bonding MTAPc to the MPEG-PNIPAM-MA-X, thereby obtaining the MPEG-PNIPAM-MTAPc. The prepared photosensitizer is good in water solubility and high in tumor targeting performance, is not liable to aggregation in aqueous solutions and is a phthalocyanine photosensitizer with development potential.

Description

technical field [0001] The invention relates to a polyethylene glycol monomethyl ether-polyN-isopropylacrylamide-tetraamino metal phthalocyanine and a preparation method thereof. The polyethylene glycol monomethyl ether is prepared into a macromolecular initiator to trigger N- Isopropyl acrylamide undergoes atom transfer radical polymerization, and after it is functionalized with maleic anhydride (MA), it undergoes amidation reaction with tetraaminometal phthalocyanine, and finally obtains a product with good water solubility and temperature sensitive The invention relates to a phthalocyanine photosensitizer with sex and tumor targeting, belonging to the technical field of photodynamic therapy. Background technique [0002] Photodynamic therapy (Photodynamic therapy, PDT) is currently one of the most promising non-invasive methods for the treatment of malignant tumors. The basic principle is to use the selective uptake and retention of photosensitizers by tumors, resulting ...

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): C08F293/00C08F220/54C08F8/20C08F8/32
Inventor 段潜刘永哲李艳伟李艳辉常晶晶高波
Owner CHANGCHUN UNIV OF SCI & TECH
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