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

Accurate sequence stimuli-responsive polymer as well as preparation method and application thereof

A stimuli-responsive polymer technology, applied in the field of precise sequence stimuli-responsive polymers and their preparation, can solve problems such as less precise sequence structure, and achieve the effects of short reaction time, high yield and high reaction efficiency

Inactive Publication Date: 2021-04-16
UNIV OF SCI & TECH OF CHINA
View PDF6 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The trigger self-degradation polymers reported so far include linear (Angew.Chem.Int.Ed.2008,47,7804-7806; Macromolecules.2011,44,5539-5553) and dendritic or hyperbranched polymers (Angew. .Chem.Int.Ed.2003,42,4494-4499; J.Am.Chem.Soc.2008,130,5434-5435), while there are few studies on triggering self-degradation polymers with precise sequence structure, the reason is a big challenge in the synthesis

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
  • Accurate sequence stimuli-responsive polymer as well as preparation method and application thereof
  • Accurate sequence stimuli-responsive polymer as well as preparation method and application thereof
  • Accurate sequence stimuli-responsive polymer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0064] The present invention provides a method for preparing a precise sequence stimuli-responsive polymer described in the above technical solution, comprising the following steps:

[0065] With the material of formula Ⅱ structure and Tag-CON 3 reaction to obtain a precise sequence stimuli-responsive polymer with the structure of formula I;

[0066]

[0067] Specifically, the present invention prepares a stable carbamate-linked polymer intermediate with a determined number of repeating units by using a stimulus-responsive molecule (Trigger) containing a terminal hydroxyl group and a molecule containing an acyl azide functional group through an iterative stepwise growth method. , and then combine with a hydrophilic tag molecule (Tag) to obtain a precise sequence stimulus-responsive polymer. The polymer induces the breakage of trigger motifs under the corresponding stimulus conditions, followed by 1,4- or 1,6-rearrangement and continuous elimination degradation (similar to ...

Embodiment 1

[0079] Example 1: Preparation method of molecules containing acyl azide functional groups

[0080]

[0081] 1) Weigh compound 1 (4.88g, 40mmol) and anhydrous potassium carbonate (7.37g, 53.3mmol) into a 250mL round bottom flask, add 80mL of anhydrous N,N-dimethylformamide (DMF) Make it dissolve and disperse, and stir at room temperature for 30min; then compound 2 (11.93g, 44mmol) was quickly added to the above system under nitrogen atmosphere, and reacted at room temperature for 8 hours under nitrogen protection; after the reaction, add 500mL deionized water, Extract with EA (repeated three to four times), collect the organic phase; then wash three times with saturated brine, dry over anhydrous sodium sulfate, spin off the solvent by rotary evaporator, wash with petroleum ether / ethyl acetate (5 / 1, v / v) Purify and separate by column chromatography as eluent, and obtain compound 3 (11.4 g, yield: 91.2%, purity 99%) after vacuum drying.

[0082] 2) Put compound 3 (10.9g, 35m...

Embodiment 2

[0085] Example 2: Synthesis of precise sequence stimuli-responsive polymer intermediates starting from the end of the trigger motif

[0086]In the present invention, the preparation of the precise sequence stimuli-responsive polymer adopts the method of iterative step-by-step growth, and the synthesis from the Trigger end to the Tag end can be carried out through the synthesis method in the figure below, that is, the efficient reaction between the isocyanate group and the hydroxyl group is used to synthesize a stable The intermediate product containing the carbamate structure, and then the terminal aldehyde group is reduced to a hydroxyl group, and then reacted with the repeating unit containing the acyl azide functional group to achieve step-by-step growth. Among them, the precursor of the phenyl isocyanate structure is benzoyl azide, which can be converted into the phenyl isocyanate structure under heating conditions. Using the different building blocks in the above-mentione...

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
radiusaaaaaaaaaa
Login to View More

Abstract

The invention provides an accurate sequence stimuli-responsive polymer as well as a preparation method and application thereof. The polymer has a structure shown in a formula I in the specification. The polymer induces a trigger element to break under corresponding stimulation conditions, and then spontaneous sequential depolymerization is carried out through electron rearrangement. Compared with most stimulus-responsive polymers researched at present, the polymer has the advantages that the number of repeated units is determined, the sequence is controllable, and the preparation method is efficient in reaction, short in reaction time and high in yield. According to the characteristics of the accurate polymer, the polymer is expected to be used in the application fields of signal amplification, degradable nano materials, sensing application devices, drug delivery, controllable release and the like.

Description

technical field [0001] The invention belongs to the field of stimuli-responsive intelligent materials and their applications, in particular to a precise sequence stimuli-responsive polymer and its preparation method and application. Background technique [0002] Triggered self-degrading polymers are a unique class of stimuli-responsive materials, usually composed of polymer backbones that are thermodynamically unstable at room temperature and reactive capping groups that can respond to external stimuli. Once the capping group of the polymer is cleaved and removed under external stimuli, the polymer will undergo a head-to-tail depolymerization process similar to a domino pattern, which will be triggered by successive elimination or cyclization reactions. The self-degrading polymer is completely degraded and converted into small molecular fragments. In the past few decades, various types of linear and dendritic polymers have been derived based on simple triggered self-degrada...

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): C07C271/28C07C269/00C07C269/06A61K47/16B82Y30/00B82Y40/00
Inventor 张国颖王平
Owner UNIV OF SCI & TECH OF CHINA
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