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A method for enantioselective amplification polymerization of diacetylenic compounds combined with surface plasmon resonance enhanced technology

A technology of plasmon resonance and surface binding, which is applied in the field of molecular polymerization, can solve the problems of small excess value and poor single chirality of living organisms, and achieve the effect of enhancing the effect of chirality

Active Publication Date: 2019-10-22
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 enantiomeric excess value (ee%) obtained simply by the asymmetric photochemical reaction induced by circularly polarized light is very small, the highest so far is only 4.19%, which is far worse than the monochirality of living organisms.

Method used

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  • A method for enantioselective amplification polymerization of diacetylenic compounds combined with surface plasmon resonance enhanced technology
  • A method for enantioselective amplification polymerization of diacetylenic compounds combined with surface plasmon resonance enhanced technology
  • A method for enantioselective amplification polymerization of diacetylenic compounds combined with surface plasmon resonance enhanced technology

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0098] A method for synthesizing compounds with the structure shown in formula I. Weigh 1mmol of 10,12-pentacosadiynoic acid (PCDA) and dissolve it in 25mL of dichloromethane solvent, ultrasonically dissolve it, remove a small amount of polymerized PDA by filter membrane, and place the filtrate in 50mL clean anhydrous sample in the bottle. Sequentially add p-hydroxybenzaldehyde (0.134g, 1.1mmol), dicyclohexylcarbodiimide DCC (0.388g, 2mmol) and a certain amount of catalyst 4-dimethylaminopyridine DMAP (0.0671g, 0.55mmol) in a single-necked flask , magnetically stirred, reacted at room temperature and normal pressure for 36 hours, and detected the final reaction degree by thin-layer chromatography. The final product was purified and separated by chromatographic column to obtain white powder BSDA with a yield of 70%. Protect from light and freeze. NMR spectrum see figure 2 , figure 2 It is the nuclear magnetic spectrum of the compound having the structure shown in formula...

Embodiment 2

[0100] 1, the preparation method of spherical silver nanoparticles solution

[0101] Step 1. Take a 100mL round bottom flask and place it in an ice-water bath, add 2.4mL NaBH 4 solution (3mM), magnetically stirred, in which dissolved NaBH 4 The ultrapure water is placed in the refrigerator for 10 minutes in advance, AgNO 3 Store the aqueous solution away from light.

[0102] Step 2. Add 20μL AgNO dropwise to the round bottom flask every 10s 3 solution (2mM, dissolved in an ice-water bath).

[0103] Step 3. AgNO 3 After the dropwise addition, set the water bath stably at 38°C, slowly raise the temperature, and add 2mL, 3mM NaBH after reaching 38°C 4 aqueous solution and stirred for 20 minutes to obtain a spherical silver nanoparticle solution.

[0104] 2, the preparation method of triangular silver nanoparticle solution

[0105] Step 1, add 0.01mol / LAgNO respectively 3 Aqueous solution, 0.03mol / L sodium citrate aqueous solution, 0.1mol / LNaBH 4 Aqueous solution in which...

Embodiment 3

[0111] The silver nanoparticles involved in the present invention have two kinds of morphology characteristics, namely spherical and triangular silver nanoparticles, wherein the spherical silver nanoparticles are isotropic and have only one plasmon resonance mode, and when the silver nanoparticles are triangular, That is, when anisotropy occurs, multi-level resonance modes will appear, and multiple extinction bands will appear.

[0112] Take 10 mL of the spherical and triangular silver nanoparticle solution just synthesized in the above-mentioned Example 2, place it in a 25 mL round-bottomed flask, and stir it with a magnet. Slowly add 3*10 -4 M's L- / D-Cys aqueous solution, constant temperature water bath 25 ℃ overnight. After the reaction, a centrifuge (9000 rpm, 15 min) was used to remove the cysteine ​​that was not attached to the silver nanoparticles, and the deposited cysteine ​​chiral-modified nanoparticles were redispersed with ultrapure water. The spherical silver na...

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Abstract

The invention provides a method for combining a surface plasma resonance enhancement technology to achieve enantioselective amplified polymerization of diyne compounds. The surface plasma resonance enhancement technology is combined with a circular polarized light technology, and the chirality performance of circular polarized light is enhanced by means of interaction of light and plasma. Meanwhile, the influences of different plasma resonance patterns of isotropous spherical silver nanoparticles and anisotropic triangular silver nanoparticles on enantioselective amplified polymerization of molecular films of the diyne compounds are compared, and the comparison result plays a certain enlightening role on biological identical chirality phenomena and the origin of life.

Description

technical field [0001] The invention belongs to the technical field of molecular polymerization, and in particular relates to a method for realizing enantioselective amplification polymerization of diacetylenic compounds in combination with surface plasmon resonance enhancement technology. Background technique [0002] The essence of surface plasmons is the collective oscillation mode of free electrons on the surface of conductors (usually metals). It is the product of the interaction of incident photons and free electrons on the metal surface. In this interaction, free electrons, excited by incident photons, oscillate coherently and resonate when the oscillation frequency matches the frequency of the incident light. It is this resonant interaction between the oscillating surface charge and the incident photoelectric magnetic field that forms surface plasmons, giving rise to their unique optical properties and attracting great interest. Surface plasmons are collective osci...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F138/00C08J5/18C08K7/18C08K7/00C08K9/04
Inventor 邹纲何晨露单思桢
Owner UNIV OF SCI & TECH OF CHINA