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

Hydrogen bond-containing linear azobenzene polymer as well as preparation method and application thereof

A linear azobenzene and polymer technology, applied in the field of polymer materials, can solve the problems such as inability to reprocess, complex material synthesis, unfavorable for large-scale industrial production, etc., and achieves unrestricted molding size and shape, and simple synthesis steps. Effect

Active Publication Date: 2020-11-03
FUDAN UNIV
View PDF16 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As a result, most azobenzene polymers are difficult to process into three-dimensional structures, and are insoluble and infusible after molding, making it difficult to recycle and reuse
[0004] This problem can be improved to a certain extent by preparing a linear polymer first, and then crosslinking after melting or solution processing. For example, a photoresponsive block liquid crystal polymer with crosslinkable properties published in Chinese patent document CN101948562A and its preparation method, but the synthesis of this material is relatively complicated, and it cannot be processed again after processing once.
[0005] Synthesize a linear polymer with high molecular weight, and use the entanglement between its molecular chains to improve processability while maintaining deformability. For example, a side-chain linear azobenzene liquid crystal polymer published in Chinese patent document CN103087296A materials and their preparation methods, but this material has many synthesis steps, which is not conducive to large-scale industrial production

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
  • Hydrogen bond-containing linear azobenzene polymer as well as preparation method and application thereof
  • Hydrogen bond-containing linear azobenzene polymer as well as preparation method and application thereof
  • Hydrogen bond-containing linear azobenzene polymer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0072] Embodiment 1: the synthesis of azobenzene glycol AB1

[0073] Take 5 parts by weight of 4,4'-dihydroxyazobenzene, 10 parts by weight of 6-bromo-1-hexanol, 20 parts by weight of potassium carbonate or potassium hydroxide, and the parts by weight are 0.1 part of potassium iodide, the four raw materials are dissolved in 200 parts by weight of 2-butanone, N,N-dimethylformamide or N,N-dimethylacetamide, and the reaction is stirred at 80°C After 12 hours, the solution was precipitated in water and then recrystallized twice with absolute ethanol. The obtained solid was vacuum-dried at 40° C. for 12 hours to obtain highly pure azobenzenediol AB1. The reaction equation of monomer AB1 is:

[0074]

[0075] The infrared spectrum and hydrogen nuclear magnetic resonance spectrum data of monomer AB1 are as follows:

[0076] FT-IR (KBr), v (cm -1 ):3313(O–H),2939,2863(CH 2 ), 1601(C=C), 1249(Ar–O). 1 HNMR (600MHz, DMSO-d 6 )δ7.82(d, J=8.9Hz, 4H), 7.09(d, J=9.0Hz, 4H), 4.37(s...

Embodiment 2

[0077] Embodiment 2: the synthesis of azobenzene glycol AB2

[0078] Take the 4,4'-dihydroxyazobenzene of 5 parts by weight, the 11-bromo-1-undecanol of 15 parts by weight, the potassium carbonate or potassium hydroxide of 20 parts by weight, the parts by weight 0.1 part of potassium iodide, dissolve the four raw materials in 200 parts by weight of 2-butanone or N,N-dimethylacetamide, stir and react at 80°C for 12 hours, and precipitate the solution in water Recrystallize twice from absolute ethanol. The obtained solid was vacuum-dried at 40° C. for 12 hours to obtain highly pure azobenzenediol AB2. The reaction equation of monomer AB2 is:

[0079]

[0080] The infrared spectrum data of monomer AB2 are as follows:

[0081] FT-IR (KBr), ν (cm -1 ):3335(O–H); 2918,2850(CH 2 ); 1602(C=C); 1246(Ar–O).

Embodiment 3

[0082] Embodiment 3: the synthesis of azobenzene glycol AB3

[0083] Take 5 parts by weight of 4,4'-dihydroxyazobenzene, 15 parts by weight of 2-chloroethoxyethanol, 20 parts by weight of potassium carbonate or potassium hydroxide, and 0.1 parts by weight parts of potassium iodide, the four raw materials were dissolved in 200 parts by weight of 2-butanone, N,N-dimethylformamide or N,N-dimethylacetamide, and the reaction was stirred at 80°C for 12h , the solution was precipitated in water and recrystallized twice with absolute ethanol. The obtained solid was vacuum-dried at 40° C. for 12 hours to obtain highly pure azobenzenediol AB3. The reaction equation of monomer AB3 is:

[0084]

[0085] The proton nuclear magnetic resonance spectrum data of monomer AB3 are as follows:

[0086] 1 H NMR (400MHz, DMSO-d 6 )δ7.83(d, J=8.9Hz, 4H), 7.12(d, J=9.0Hz, 4H), 4.66(s, 2H), 4.27–4.15(m, 4H), 3.84–3.73(m, 4H ),3.52(q,J=2.9Hz,8H).

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 belongs to the technical field of polymer materials and relates to a hydrogen bond-containing linear azobenzene polymer as well as a preparation method and application thereof. The molecular chain of the polymer is of a linear structure, azobenzene elements are located on a main chain of the polymer, and hydrogen bonds provided by urethane bonds exist between the molecular chains forphysical crosslinking. Compared with the prior art, the hydrogen bond-containing linear azobenzene polymer provided by the invention is simple in synthesis steps, can be processed by a melting and solution method, is not limited in molding size and shape, and can be recycled after being processed and molded. After processing and molding, through pre-editing or non-editing, the shape of the polymer can be changed under the illumination of a specific wavelength. In addition, the polymer can greatly regulate and control the mechanical and photoresponse deformability of the polymer by regulatingand controlling spacer groups on two sides of azobenzene and the structure of diisocyanate.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to a linear azobenzene polymer containing hydrogen bonds, a preparation method and application thereof. Background technique [0002] Smart deformable material is a new type of functional material that can undergo specific shape changes under external stimuli, and has broad application prospects in smart fabrics, biomedicine, aerospace and other fields. By introducing photoresponsive groups or photothermal conversion particles, smart deformable materials can be controlled by light stimulation to achieve long-range non-contact, high-resolution, instantaneous and wavelength-responsive deformation. [0003] At present, there are two main methods for constructing light-responsive smart deformable materials. One is to introduce light-to-heat conversion particles and use the light-to-heat effect to realize remote control. Such materials are easy to process, but the ...

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
IPC IPC(8): C08G18/32C08G18/75C08J5/18C09K19/38C08L75/04
CPCC08G18/3836C08G18/755C08J5/18C09K19/38C08J2375/04
Inventor 竺翀宇俞燕蕾孙家豪
Owner FUDAN UNIV
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