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A nanoparticle-assisted preparation of chiral patterning technology and its application

A metal nanoparticle, chirality technology, applied in physical/chemical process catalysts, organic compound/hydride/coordination complex catalysts, organic chemistry, etc. strong effect

Active Publication Date: 2020-08-28
UNIV OF SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the chirality of the currently disclosed supramolecules is not very strong, so

Method used

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  • A nanoparticle-assisted preparation of chiral patterning technology and its application
  • A nanoparticle-assisted preparation of chiral patterning technology and its application
  • A nanoparticle-assisted preparation of chiral patterning technology and its application

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preparation example Construction

[0016] The invention provides a kind of preparation method of chiral polydiacetylene, comprising:

[0017] The metal nanoparticles modified by cysteine ​​are added dropwise on the surface of the diacetylene monomer molecular film, and then irradiated by achiral ultraviolet light to obtain chiral polydiacetylene.

[0018] According to the present invention, the metal nanoparticles modified by cysteine ​​are metal nanoparticles modified by L-cysteine ​​or metal nanoparticles modified by D-cysteine; A stable covalent bond is formed between the thiol functional group on the molecule and the metal. Wherein, the metal nanoparticles are preferably silver nanoparticles, gold nanoparticles, platinum nanoparticles or copper nanoparticles, more preferably silver nanoparticles; in the present application, the preparation method of the cysteine-modified metal nanoparticles Preferably, it is prepared by adding L-cysteine ​​or D-cysteine ​​solution dropwise into the metal nanoparticle solut...

Embodiment 1

[0030] The synthesis method of spherical silver nanoparticles is as follows: first add 20 mL of ethylene glycol solution to a 50 mL round bottom flask, add 1 gram of PVP (polyvinylpyrrolidone, K-30) after heating up to 60 ° C, and stir to make the PVP completely dissolve in ethylene glycol , a transparent liquid was obtained. Then the system was heated up to 120°C, and 80 mg of AgNO was added 3 , stirred for 1 h to obtain a bright yellow transparent liquid. Using the method of ultracentrifugation (speed 13000rpm, duration 20min), take out the supernatant, redisperse the yellow-brown solid with ultrapure water, wash and centrifuge repeatedly three times, purify the silver nanoparticles, and remove unreacted ethylene glycol and PVP. The washed silver nanoparticle aqueous solution was stored in the refrigerator until use.

[0031]The spherical silver nanoparticles were characterized by ultraviolet-visible absorption spectrum, and it was found that the spherical silver nanoparti...

Embodiment 2

[0033] Take 4 mL of the newly synthesized spherical silver nanoparticle solution, place it in a 25 mL round bottom flask, and stir it with a magnet. Slowly add 5*10 -4 M's L- / D-Cys aqueous solution 600 μL, constant temperature water bath 25 ℃ for half an hour. After the reaction, a centrifuge (12000 rpm, 20 min) was used to remove the cysteine ​​that was not attached to the silver nanoparticles, and the deposited cysteine ​​chiral-modified spherical nanoparticles were redispersed with ultrapure water. The L- / D-cysteine ​​chiral modified silver nanoparticles can be obtained.

[0034] The chiral modified silver nanoparticle aggregates were characterized by circular dichroism spectrum, and the circular dichroism spectrum is shown in figure 2 . figure 2 It is the circular dichroism spectrum of the spherical silver nanoparticles after L- / D-cysteine ​​chiral modification obtained in Example 2.

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Abstract

The invention provides a preparation method of chiral polydiacetylene. According to the preparation method, cysteine modified metal nanometer particles are added onto the surface of a diacetylene molecular film drop by drop, and then achiral ultraviolet irradiation is carried out so as to obtain chiral polydiacetylene. It is found in results that in polymerization process, diyne molecules possess adsorption difference on left-hand circularly polarized light and right-hand circularly polarized light, dropwise adding of the cysteine modified metal nanometer particles is capable of converting achiral ultraviolet light into a chiral light source, and inducing monomer polymerization, so that helical structures of polydiacetylene are formed. It is found through study on the influences of two single wavelength achiral ultraviolet lights at 254 and 313nm on polydiacetylene optical activity that, in CD signals, the directions of continuous double peaks are completely opposite. The preparation method can be combined with conventional ink-jet printing technology and lithography technology to realize construction of chiral patterns, realize control on difference micro-area chirality; and at the same time, the chirality of the obtained polydiacetylene is high, and the polydiacetylene can be used in identification of chiral small molecule configurations.

Description

technical field [0001] The invention relates to the field of asymmetric synthesis, in particular to a technique for preparing chiral patterns assisted by nanoparticles and its application. Background technique [0002] The reason for the generation of metal surface plasmons is that there are a large number of free electrons on the surface, so when light is incident on its interface with the dielectric, the incident photons interact with a large number of free electrons, so that the free electrons on the metal surface are excited to undergo coherent oscillation . Resonance occurs when the collective oscillation frequency of free electrons is consistent with that of incident light, which greatly enhances the absorption of incident electromagnetic waves. This phenomenon is surface plasmon resonance. [0003] The so-called chirality means that an object does not overlap with its mirror image, just like our hands, the left and right hands are mirror images of each other but cann...

Claims

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Application Information

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IPC IPC(8): C07C11/30C07C2/38B01J31/26C09K9/02
CPCB01J31/26C07B2200/07C07C2/38C09K9/02C09K2211/10C07C11/30
Inventor 邹纲何晨露冯泽雨
Owner UNIV OF SCI & TECH OF CHINA
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