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Preparation method and application method of chiral-atom-free helically chiral all-cis polyphenylacetylene derivative materials

A technology of helical chirality and dimethylol, which is applied in the field of preparation of helical polymers, can solve problems such as little research, and achieve the effects of good chiral resolution, low cost and broad application prospects.

Active Publication Date: 2018-08-10
HARBIN ENG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the research on helical polyacetylene mainly focuses on the cis-trans polyacetylene with a relaxed main chain structure, while the all-cis helical polyphenylene vinylene has a very tight helical structure and has better structural rigidity and helical stability, but there are few related studies. , especially in chiral high-performance liquid chromatography has not yet seen the application

Method used

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  • Preparation method and application method of chiral-atom-free helically chiral all-cis polyphenylacetylene derivative materials
  • Preparation method and application method of chiral-atom-free helically chiral all-cis polyphenylacetylene derivative materials
  • Preparation method and application method of chiral-atom-free helically chiral all-cis polyphenylacetylene derivative materials

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Experimental program
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Embodiment 1

[0029] (1) Preparation of helical chiral all-cis polyacetylene DDOHPA without chiral atoms:

[0030] Measure 50 mL of (R)-α-methylbenzylamine and bubble it with helium for 5 minutes. Weigh 0.50 g non-optically active all-cis polyphenylene vinylene DDOHPA, and dissolve it in 50 ml of (R)-α-methylbenzylamine after bubbling helium at normal temperature and pressure to prepare a solution. This solution was poured into a dialysis bag (cellulose dialysis bag, molecular weight cut off 5000). After the dialysis bag is sealed, place the dialysis bag containing the solution in a beaker filled with 500 ml of tetrahydrofuran, heat the beaker to 35 degrees Celsius, and replace the tetrahydrofuran every 1 hour. After replacing 3 times, take out the dialysis bag and open it, use a dropper to take out the solution in the dialysis bag and drop it into 500ml of methanol for precipitation and precipitate an orange-red precipitate. After centrifugation, vacuum-dry the resulting precipitate for 4...

Embodiment 2

[0035] (1) Preparation method of helical chiral all-cis polyphenylene vinylene PhEDOHPA without chiral atoms: measure 50 mL of (S)-α-methylbenzyl alcohol, and use helium gas bubbling for 5 minutes. Weighed 0.50 g non-optically active all-cis polyphenylene vinylene PhEDOHPA, and dissolved it in 50 ml of (S)-α-methylbenzyl alcohol bubbled with helium at normal temperature and pressure to prepare a solution. This solution was poured into a dialysis bag (cellulose dialysis bag, molecular weight cut off 5000). After the dialysis bag is sealed, the dialysis bag filled with the solution is placed in a beaker filled with 300ml toluene, the beaker is heated to 45 degrees Celsius, and the toluene is replaced every 45 minutes. After replacing 3 times, take out the dialysis bag and open it, use a dropper to take out the solution in the dialysis bag and drop it into 500ml of methanol for precipitation and precipitate an orange-red precipitate. After centrifugation, vacuum-dry the resulting...

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Abstract

The invention provides a preparation method and an application method of chiral-atom-free helically chiral all-cis polyphenylacetylene derivative materials. The preparation method comprises: dissolving a non-optically active poly 3,5-dihydroxymethyl-4-substituted phenylacetylene derivative in a chiral solvent to prepare a solution, replacing the chiral solvent in the solution with an achiral solvent through a membrane permeation method, and carrying out precipitation washing to prepare a series of the chiral-atom-free all-cis helical poly 3,5-dihydroxymethyl-4-substituted phenylacetylene derivative materials with helical chirality and the corresponding coating type high-performance liquid chromatography chiral stationary phase. According to the present invention, the used chiral reagent ofthe preparation method can be repeatedly used, the preparation method has characteristics of low cost and simple operation, the chiral stationary phase has good chiral splitting performance, and themethod has broad application prospects.

Description

technical field [0001] The present invention relates to the preparation and application method of a helical polymer, in particular to the preparation and application of a helical chiral all-cis poly 3,5-dimethylol-4-substituted phenylacetylene derivative without chiral atoms. its application method. Background technique [0002] Chirality is derived from the phenomenon that human's left and right hands are mirror image enantiomers of each other and cannot be superimposed, so the phenomenon that a molecule or compound cannot be superimposed with its enantiomer is called chirality. Polysaccharides, proteins, nucleic acids, etc. in biomolecules are all chiral molecules. The isomerism phenomenon caused by different spatial arrangements of chiral compounds is called enantiomer. The chemical composition and physical properties of enantiomers are the same, but the optical rotation of the two is completely opposite. Chirality is a phenomenon ubiquitous in nature. Studies have foun...

Claims

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Application Information

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IPC IPC(8): C08F138/00C08F8/00C07C39/21C07F7/08C07F7/20C07C37/68B01D15/08B01J20/285
CPCB01D15/08B01J20/285C07C37/685C07F7/20C08F8/00C07C39/21C08F138/00
Inventor 刘立佳顾缘缘王玉丹董红星白建伟
Owner HARBIN ENG UNIV
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