Spiral polyphenylacetylene derivative with self-assembly characteristic, assembly and preparation method thereof

A technology of polyphenylene vinylene and derivatives, which is applied in the field of helical polymers and their preparation, and the fields of helical polyphenylene vinylene derivatives and their preparation, and can solve problems such as limited application and the like

Active Publication Date: 2020-10-27
SHANGHAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the preparation of existing polyphenylene vinylene derivative assemblies is basically realized in organic solvents or interfaces, and it is difficult to realize in water, which limits its application.

Method used

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  • Spiral polyphenylacetylene derivative with self-assembly characteristic, assembly and preparation method thereof
  • Spiral polyphenylacetylene derivative with self-assembly characteristic, assembly and preparation method thereof
  • Spiral polyphenylacetylene derivative with self-assembly characteristic, assembly and preparation method thereof

Examples

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Effect test

Embodiment 1

[0043] In this example, a method for preparing helical polyphenylene vinylene derivatives with self-assembly properties, according to the molar ratio of hydrophobic repeating units in the polymer, the prepared target products are respectively named as PPA-0.05~PPA- 0.7, the steps are as follows:

[0044] a. Dissolve the first-generation or second-generation dendritic alkoxyether, L-Boc-Ala-OH, and DMAP in dry DCM, add EDC·HCl in an ice-salt bath and nitrogen protection, and stir for 1 hour in an ice-salt bath. Stir at room temperature for 18 hours until the reaction is complete; the reaction solution is washed with saturated brine, the organic phase is dried with anhydrous magnesium sulfate, the solvent is spin-dried, and the product is purified by column chromatography to obtain a colorless oily product;

[0045] b. Dissolving the product prepared in step a above in dry DCM, adding dropwise TFA to stir the reaction for at least 2 hours, adding dropwise methanol to terminate t...

Embodiment 2

[0061] This embodiment is basically the same as Embodiment 1, especially in that:

[0062] In this example, for the assembly of helical polyphenylene vinylene derivatives with self-assembly properties, the following method is used to prepare the assembly on the interface or the assembly of the water phase:

[0063] (1) Preparation method of the assembly on the interface:

[0064] A 0.1 mg / mL solution of helical polyphenylene vinylene derivatives with self-assembly properties was dropped on the HOPG substrate, under N 2 Under the atmosphere, wait for the solvent to volatilize completely, then perform solvent annealing treatment, then place it on a high platform in a closed 500mL container, add the corresponding solvent to the bottom of the container, and place the container in a light-proof environment for at least 24 hours. Finally, the product is taken out to obtain a two-dimensional ordered supramolecular assembly;

[0065] (2) Preparation method of aqueous phase assembly:...

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Abstract

The invention discloses a temperature-sensitive spiral polyphenylacetylene derivative with a self-assembly characteristic, an assembly and a preparation method thereof. The structural formula of the derivative is shown as the specification, wherein m is equal to 0.05-0.7, n is equal to 1-m, and X is equal to Me and Et. According to the preparation method, two primitives with different hydrophilicity and hydrophobicity are grafted to a side group of phenylacetylene through alanine to obtain two hydrophilic and hydrophobic monomers, and the two monomers are copolymerized to obtain the spiral polyphenylacetylene derivative with the self-assembly characteristic. Due to the existence of the alanine primitive, the chirality of the alanine primitive is conducted to a polymer main chain to form asecondary ordered spiral conformation; the dendritic alkoxy ether primitive endows the derivative with hydrophilicity and excellent temperature-sensitive characteristics, and the alkane primitive endows the polymer with hydrophobicity. Therefore, the polyphenylacetylene derivative not only has excellent temperature sensitivity, but also can realize self-assembly on a solution or an interface through hydrophilic and hydrophobic difference between two repetitive units, and has potential application value in the fields of intelligent response materials and molecular devices.

Description

technical field [0001] The invention relates to a helical polymer and a preparation method thereof, in particular to a helical polyphenylene vinylene derivative and a preparation method thereof, which are applied in the technical fields of supramolecular self-assembly and helical polymer biomimetic materials. Background technique [0002] The spiral structure exists in every part of the living body. In life and nature, the spiral structure can be seen everywhere. The importance of the spiral structure to our human beings, it can be said that life originated from the spiral. Since the discovery of the helical structure, it has explained the life structure of human beings and nature very well, and gradually opened the history of helical polymers. [0003] Polyphenylene vinylene is a helical polymer that has been widely studied and used. Its structural feature is the alternating single and double bond structure of the main chain, so that the main chain of polyphenylene vinyle...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F238/00C08J3/00C08J3/05C08L49/00
CPCC08F238/00C08J3/00C08J3/05C08J2349/00
Inventor 张阿方仲国强张晏宁张杨文任亮璇张夏聪刘坤李文
Owner SHANGHAI UNIV
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