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Chiral azobenzene polymer cross-linked film as well as preparation method and application thereof

A technology of polymer film and azobenzene, which is applied in the field of chiral azobenzene polymer cross-linked film and its preparation, can solve the problems such as being susceptible to external stimuli, poor stability, and limiting the application of supramolecular chiral materials. Achieve the effect of avoiding synthesis steps and simple operation

Active Publication Date: 2021-02-26
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003]In the prior art, supramolecular chiral self-assembly is based on hydrogen bonding, π-π stacking, acid-base interaction, metal-coordination interaction, host-guest interaction, etc. Molecular weak force, the chiral assembly built, no matter the building block is a chiral small molecule or a polymer, its driving force is a reversible non-covalent weak interaction, which is due to its weak Energy (generally less than 10 KJ / mol), poor stability, chiral supramolecular ordered structure is easy to respond to external stimuli (light, heat, pH, solvents, metal ions, etc.), even Irreversible dissociation, thus destroying the formed chiral supramolecular structure, largely limits the application of supramolecular chiral materials

Method used

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  • Chiral azobenzene polymer cross-linked film as well as preparation method and application thereof
  • Chiral azobenzene polymer cross-linked film as well as preparation method and application thereof
  • Chiral azobenzene polymer cross-linked film as well as preparation method and application thereof

Examples

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Synthetic example

[0106] 1) Synthesis of achiral methoxyazobenzene monomer

[0107] The raw material methoxyaniline (12.32 g, 0.1 mol) and concentrated hydrochloric acid were added to deionized aqueous solution (80 mL), magnetically stirred in an ice-salt bath for 0.5 h, and then 30 mL NaNO 2 (7 g, 0.1 mol / L) aqueous solution, after the dropwise addition, the reaction was continued for 0.5 h in an ice-salt bath to obtain a diazonium salt solution, and the system was red.

[0108] Phenol (16 g, 0.15 mol), NaOH (8 g, 0.2 mol), NaHCO 3 (8.4 g, 0.1 mol) was dissolved in 50 mL of deionized water, under ice-salt bath conditions (control temperature 0-5 °C), mechanically stirred, and then the previously obtained diazonium salt solution of p-methoxyaniline was added dropwise to the above In the phenol solution, the ice-salt bath condition still needs to be maintained at this time, and the solution gradually changes from colorless to yellow, and finally turns into brownish yellow. After the dropwise a...

Embodiment

[0125] Preparation of Achiral Azobenzene Polymer Thin Films and Chiral Azobenzene Polymer Thin Films by Chiral Steam Induction

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Abstract

The invention discloses a chiral azobenzene polymer cross-linked film as well as a preparation method and application thereof. The chiral azobenzene polymer cross-linked film is a novel super-molecular chiral construction and chiral immobilization method based on an achiral side chain type azobenzene polymer film. According to the invention, limonene steam is utilized to carry out chiral inductionon a polymer film at a high temperature, and then formaldehyde steam is utilized to carry out acetalation reaction with hydroxyl in an acidic environment to realize cross-linking; and then the difference of the stability of the super-molecular chirality of the polymer film before and after crosslinking is studied under the conditions of light, heat and good solvent dissolution, and the self-repairing performance of the microcosmic spiral chirality is researched. The cross-linked film prepared by the invention has good chiral performance and excellent solvent resistance, heat resistance and self-repairing performance.

Description

technical field [0001] The invention belongs to the technical field of supramolecular chiral immobilization, and relates to supramolecular chiral induction and cross-linking immobilization of achiral side-chain azobenzene random copolymers, in particular to chiral azobenzene polymer cross-linked films and Its preparation method and application. Background technique [0002] In recent years, due to the good application prospects of chiral polymers in the fields of chiral recognition, photopolarized fluorescence, and chiral catalysis, researchers have attracted widespread attention. However, most of the chiral polymers obtained directly through organic synthesis use expensive chiral reagents, and the types of chiral polymers synthesized are also very limited, which greatly restricts the development of chiral polymers. Therefore, if supramolecular chirality can be constructed in an achiral polymer system through some induction method, it can not only avoid the use of expensive...

Claims

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Application Information

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IPC IPC(8): C08J5/18C08J7/12C08L33/14C08F220/36
CPCC08J5/18C08J7/12C08F220/36C08J2333/14
Inventor 张伟缪腾飞程笑笑马浩天贺子翔张正彪周年琛朱秀林
Owner SUZHOU UNIV
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