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

Synthetic method of amphiphilic block polymer with near infrared fluorescence characteristic

A technology of amphiphilic block and synthesis method, which is applied in the field of synthesis of amphiphilic block polymers, and can solve problems such as few types, light, heat, unstable chemical properties, and difficult synthesis

Active Publication Date: 2013-08-21
韩小兵
View PDF2 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Small-molecule near-infrared fluorescent probes have obvious advantages in biological tissue imaging, but there are also many shortcomings, such as the light, heat, and chemical properties of these compounds are unstable, and there are not many types, and the synthesis is also relatively difficult.

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
  • Synthetic method of amphiphilic block polymer with near infrared fluorescence characteristic
  • Synthetic method of amphiphilic block polymer with near infrared fluorescence characteristic
  • Synthetic method of amphiphilic block polymer with near infrared fluorescence characteristic

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] 1. There are two main steps in the synthesis of monomeric VDHBI:

[0044] (1) Combine o-phenylenediamine with β -After the naphthoic acid is mixed evenly, put it into a 10mL ampule bottle, and then add polyphosphoric acid. In an oil bath at about 180°C, vacuumize and react for about 30 minutes. Cool naturally after the reaction, add DMSO to dissolve. The solution was poured into deionized water, stirred, and a precipitate appeared. The filter cake was obtained by suction filtration, washed with water, filtered by suction, and recrystallized with absolute ethanol to obtain the pure product.

[0045] (2) Add DMF in a three-neck round bottom flask, intermediate α -Benzimidazolyl naphthalene, K 2 CO 3 (Grind finely), stir for about 20 minutes until completely dissolved. Add p-chloromethylstyrene (VBC), heat to 38°C-42°C, and react at this temperature for more than 48h. Spot plate control reaction end point, column chromatography purification.

[0046] 2. Synthesis ...

Embodiment 2

[0053] Embodiment two: block polymer PNIPAM- b - Self-assembly performance test of PVDHBI

[0054] In the block polymer PNIPAM- b - In the PVDHBI structure, the VDHBI segment is hydrophobic, while the NIPAM segment is hydrophilic. from figure 1 , figure 2 with image 3 It can be seen from the figure that in the THF solution of the block polymer, as the volume of the added water gradually increases, the fluorescence intensity of the polymer solution also gradually increases, which is because the polymer in the mixed solution of water and THF occurs Self-assembly. The fluorescence intensity reaches the maximum when the volume of water is 70% of the volume of THF. At the same time, it can be seen from the DLS curve that ( image 3 ), the particle size of the polymer increases with the increase of the amount of water added, which confirms that the polymer aggregates in the solution.

Embodiment 3

[0055] Embodiment three: block polymer PNIPAM- b - pH sensitivity test of PVDHBI

[0056] Due to the nitrogen atom on the benzimidazole, when the pH of the polymer THF solution was changed, the fluorescence intensity changed obviously. from Figure 4 with Figure 5 It can be seen that the fluorescence intensity of the block polymer solution changes significantly with the increase or decrease of pH, and can change repeatedly from strong to weak or from weak to strong. When the solution changed from neutral to alkaline, the fluorescence of the polymer solution did not change much. The solution is acidic, that is, when the pH value gradually decreases, the nitrogen atom on the benzimidazole is gradually protonated, resulting in a gradual red shift of the fluorescence emission peak of the polymer solution, and a gradual increase in fluorescence intensity. When the pH value is around 3, the fluorescence intensity reaches the maximum.

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

No PUM Login to View More

Abstract

The invention discloses a synthetic method of an amphiphilic block polymer with near infrared fluorescence characteristic, and a functional monomer VDHBI containing 2-benzimidazolyl-beta-naphthalene group is synthesized by a solid phase reaction of naphthoic acid and o-phenylenediamine; N-isopropyl acrylamide (NIPAM) and the VDHBI are respectively used as monomer, and alpha-2-cyanoprop-2-yl 1-dithionaphthalate (CPDN) is used as a RAFT reagent, and the homopolymer PNIPAM is obtained after RAFT polymerization; the PNIPAM is a macro-molecule RAFT reagent, and VDHBI is a second monomer for RAFT polymerization, and the amphiphilic block polymer PNIPAM-b-PVDHBI is synthesized. According to the invention scheme, an 'active' / controllable free radical polymerization method is provided for preparing the amphiphilic block polymer containing near infrared fluorescence characteristics with controllable molecular weight and narrow molecular weight distribution and delicate structure, and also a new method for synthesizing the amphiphilic block polymer containing the near infrared fluorescence characteristics with multiple stimulation responses.

Description

technical field [0001] The invention belongs to the field of macromolecular polymers, and in particular relates to a synthesis method of an amphiphilic block polymer with near-infrared fluorescence characteristics. Background technique [0002] Stimulus-responsive compounds have become a focus of attention in recent years. They are mainly a class of physical or chemical substances that are activated by their own micro-stimuli (such as light, temperature, pH, ionic strength, electric field and magnetic field, etc.) in the external environment. A compound whose properties undergo corresponding reversible or irreversible changes. When these stimulus signals change, the properties of the compound itself, such as phase state, shape, surface energy, reaction rate, penetration rate or recognition performance, etc. will change accordingly. Based on the unique physical and chemical behavior of responsive compounds, they play an important role in the field of detection and sensing. ...

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): C08F293/00C08F220/54C08F212/32C09K11/06
Inventor 朱秀林韩冰周年琛程振平朱健张正彪张伟潘向强
Owner 韩小兵
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