Chiral coordination polymer crystal and preparation method thereof

A technology for coordination polymers and crystals, which is applied to the field of chiral coordination polymer crystals and their preparation, can solve the problems that crystals do not reflect optical rotation properties and the like, and achieve the effects of controllable structure, low cost and simple method.

Inactive Publication Date: 2017-08-08
SHANDONG UNIV OF SCI & TECH
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Problems solved by technology

However, if a non-unichiral compound is used for a coordination reaction, a meso structure in which left-handed and right-handed chains are mixed together is generally obtained, and the obtained crystal does not reflect the chiral optical rotation characteristics.

Method used

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  • Chiral coordination polymer crystal and preparation method thereof
  • Chiral coordination polymer crystal and preparation method thereof
  • Chiral coordination polymer crystal and preparation method thereof

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preparation example Construction

[0031] In the second aspect, the present invention provides a method for preparing chiral coordination polymer crystals, including the following steps:

[0032] Step A, providing the ligand 3-(3-carboxy)-4-allyloxyazophenylacetic acid;

[0033] In step B, the organic solution of the ligand and the aqueous solution of the Zn salt are respectively configured, and the organic solvent and the organic solution of the ligand are sequentially added to the aqueous solution of the Zn salt, and the reaction is allowed to stand still to obtain an orange flake crystal product.

[0034] Preferably, in the step A, the ligand 3-(3-carboxy)-4-allyloxyazophenylacetic acid is synthesized by the Williamson reaction after the diazotization coupling reaction, and the specific preparation steps are as follows:

[0035] Using methyl meta-aminobenzoate as a raw material, diazonium salt is prepared by diazotizing with nitrous acid at low temperature, and then reacted with ethyl p-hydroxyphenylacetate to prepar...

Embodiment 1

[0041] Weigh 20 mg of 3-(3-carboxy)-4-allyloxyazophenylacetic acid and dissolve it in 2 mL of ethanol to obtain an ethanol solution of the ligand;

[0042] Weigh 30 mg of zinc nitrate and dissolve it in 2 mL of water to obtain an aqueous solution of zinc nitrate;

[0043] Add the aqueous solution of zinc nitrate to a 5 mL flat-headed test tube, add 1 mL of ethanol along the wall, and then slowly add the ethanol solution of the ligand. After standing for seven days, orange flake crystals are obtained.

Embodiment 2

[0045] Weigh 42 mg of 3-(3-carboxy)-4-allyloxyazophenylacetic acid and dissolve it in 5 mL of ethanol to obtain an ethanol solution of the ligand;

[0046] Weigh 20 mg of zinc nitrate and dissolve it in 5 mL of water to obtain an aqueous solution of zinc nitrate;

[0047] Add the aqueous solution of zinc nitrate to a 20 mL flat-headed test tube, add 3 mL of ethanol along the wall, and then slowly add the ethanol solution of the ligand. After standing for seven days, orange flake crystals are obtained.

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Abstract

The present invention discloses a chiral coordination polymer crystal and a preparation method thereof, (1) the chiral coordination polymer crystal has the characteristics of simple preparation, and single chiral structure; (2) ligand 3-(3-carboxylic)-4-allyloxy-azo phenylacetic acid exists in general in a trans stable configuration, and has a special structure, a specific spiral mode is used for coordination reaction in the coordination reaction, a coordination polymer can be obtained by the specific spiral mode under normal temperature liquid phase conditions from the ligand and a metal ion, and preferably, when the metal ion is Zn<2+>, a single chiral crystal structure can be obtained; (3) chiral auxiliaries and chiral ligands are not needed in the preparation method of the chiral coordination polymer crystal, a single chiral spiral can be realized by lattice orientation special selectivity, and the single chiral crystal can be formed, and has potential application in efficient chiral separation and chiral recognition and other aspects.

Description

Technical field [0001] The invention belongs to the field of coordination polymer crystals, and particularly relates to a chiral coordination polymer crystal and a preparation method thereof. Background technique [0002] Chirality is an important feature in nature, and it is also the basis for optical rotation and enantiomeric properties. Chiral crystals are widely used in chiral catalysis, nonlinear optics, chiral recognition and other fields, and have irreplaceable effects. In the current synthesis, obtaining a single chiral crystal often requires the use of chiral ligands, and often resorts to the participation of chiral auxiliaries. The process is very complicated and the yield is low. The synthesis of single chiral crystals with optical rotation characteristics is an important area of ​​research in the chemical community. Because of the existence of lattice energy and meso phenomena, not all single chiral compounds can transfer chirality to solid crystals. The phenomenon ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00
CPCC08G83/008
Inventor 王鹏张玉杰朱广乾杨晨晨
Owner SHANDONG UNIV OF SCI & TECH
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