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A kind of chiral coordination polymer crystal and preparation method thereof

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

Inactive Publication Date: 2020-01-17
SHANDONG UNIV OF SCI & TECH
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  • Description
  • Claims
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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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  • A kind of chiral coordination polymer crystal and preparation method thereof
  • A kind of chiral coordination polymer crystal and preparation method thereof
  • A kind of chiral coordination polymer crystal and preparation method thereof

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preparation example Construction

[0029] In the second aspect, the present invention provides a method for preparing chiral coordination polymer crystals, including the following steps:

[0030] Step A, providing the ligand 3-(3-carboxy)-4-allyloxyazophenylacetic acid;

[0031] In step B, the organic solution of the ligand and the aqueous solution of the Zn salt are respectively configured, 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.

[0032] 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:

[0033] Using methyl meta-aminobenzoate as a raw material, diazonium salt is prepared by diazotization reaction with nitrous acid at low temperature, and then reacted with ethyl p-hydroxyphenylacetate to...

Embodiment 1

[0039] Weigh 20 mg of 3-(3-carboxy)-4-allyloxy azophenylacetic acid and dissolve it in 2 mL of ethanol to obtain an ethanol solution of the ligand;

[0040] Weigh 30 mg of zinc nitrate and dissolve it in 2 mL of water to obtain an aqueous solution of zinc nitrate;

[0041] The aqueous solution of zinc nitrate was added to a 5 mL flat-headed test tube, and 1 mL of ethanol was added along the wall, and then the ethanol solution of the ligand was slowly added. After the reaction was allowed to stand for seven days, orange flake crystals were obtained.

Embodiment 2

[0043] Weigh 42 mg of 3-(3-carboxy)-4-allyloxy azophenylacetic acid and dissolve it in 5 mL of ethanol to obtain an ethanol solution of the ligand;

[0044] Weigh 20 mg of zinc nitrate and dissolve it in 5 mL of water to obtain an aqueous solution of zinc nitrate;

[0045] The aqueous solution of zinc nitrate was added to a 20 mL flat-headed test tube, 3 mL of ethanol was added along the wall, and then the ethanol solution of the ligand was slowly added. After standing for seven days, orange flake crystals were obtained.

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Abstract

The invention discloses a chiral coordination polymer crystal and a preparation method thereof. (1) The chiral coordination polymer crystal provided by the invention has the characteristics of simple preparation and single chiral structure; (2) the ligand used 3‑(3‑Carboxyl)‑4‑allyloxyazophenylacetic acid usually exists in the trans stable configuration, and its special structure can use a specific helical way to carry out the coordination reaction during the coordination reaction , this reaction method can obtain a coordination polymer with metal ions under normal temperature liquid phase conditions, preferably Zn 2+ (3) The preparation method of the chiral coordination polymer crystal provided by the present invention does not need to use chiral auxiliary agents and chiral ligands, and utilizes the special selectivity of lattice arrangement to realize Monochiral helix, and form monochiral crystals, which have potential applications in high-efficiency chiral separation and chiral recognition.

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 with the participation of chiral additives, 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 of racem...

Claims

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Application Information

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Patent Type & Authority Patents(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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