Synthesis and separation method of trans-seven-membered-cucurbituril

A seven-membered melon ring, separation method technology, applied in the direction of organic chemistry, etc., to achieve the effect of simple and fast method

Inactive Publication Date: 2014-11-19
GUIZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As of now, except for the literature on the discovery of trans-7-membered melon ring iQ[7] (J. Am. Chem. Soc. 2005, 127, 18000-18001), no research group at home and abroad has carried out further research on it. experimental research

Method used

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  • Synthesis and separation method of trans-seven-membered-cucurbituril
  • Synthesis and separation method of trans-seven-membered-cucurbituril

Examples

Experimental program
Comparison scheme
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Embodiment

[0019] Embodiment: The synthetic implementation method of trans seven-membered melon ring iQ[7]:

[0020] Weigh 50 grams of glycoside urea, 20 grams of paraformaldehyde, 200 mL of concentrated hydrochloric acid, reflux for 6 hours, cool, and dilute with water step by step until no precipitation occurs (the precipitation is eight-membered melon ring Q[8], six Yuan melon ring Q[6] and other poorly soluble melon rings, about 40 grams). Concentrate the mother liquor containing five-membered melon ring Q[5], seven-membered melon ring Q[7], a small amount of spliced ​​fourteen-membered melon ring tQ[14], and trans seven-membered melon ring iQ[7] to a certain volume ( It should not be too viscous, so as not to affect the sample on the column, take 25 mL of the concentrated solution (0.9-1.1 grams of solid per mL). Load the concentrated solution on a chromatography column with silica gel G as the stationary phase (diameter: 40mm; height: 800mm) , with 1:1:0.01~0.3 water: acetic acid:...

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Abstract

The invention provides a synthesis and separation method of trans-seven-membered-cucurbituril iQ[7] and belongs to the technical field of organic polymers. The method includes following steps: employing glycoluril and paraformaldehyde with concentrated hydrochloric acid as a medium; performing heating reflux for 5-8 hours; performing a cooling process; performing a dilution process with water being added step-by-step to separate eight-membered-cucurbituril Q[8], six-membered-cucurbituril Q[6], little trans-six-membered-cucurbituril iQ[6] and little ten-membered-cucurbituril with five-membered-cucurbituril Q[5] being included Q[5]@Q[10] which are poor in water dissolvability; concentrating a mother liquid containing five-membered-cucurbituril Q[5], seven-membered-cucurbituril Q[7], little trans-seven-membered-cucurbituril iQ[7] and little hinged fourteen-membered-cucurbituril tQ[14]; carrying the mother liquid onto a chromatographic colum with Dowex cationic exchange resin as an stationary phase; performing a leaching process with a solution composed of water, acetic acid and concentrated hydrochloric acid, wherein a volume ratio of the water, the acetic acid and the concentrated hydrochloric acid is 1:1:(0.01-0.3) to obtain a purified production of the trans-seven-membered-cucurbituril iQ[7]. The method is simple and quick.

Description

technical field [0001] The invention belongs to the technical field of organic macromolecular compounds, and specifically relates to a method for synthesizing and separating trans-type seven-membered cucurbit ring iQ[7]. Background technique [0002] In 1981, the Mock research group characterized the first member of the melon ring family—the six-membered melon ring Q[6] by single crystal X-ray diffraction method. In 2000, the Day research group and the Kim research group simultaneously reported three six-membered The homologues of the melon ring—the five-membered melon ring Q[5], the seven-membered melon ring Q[7] and the eight-membered melon ring Q[8]; in 2002, Day’s research group reported the ten-membered melon ring encapsulating the five-membered melon ring. The melon ring Q[5]Q[10]; the American scholar Isaacs research group synthesized and isolated a series of new cucurbit rings with specific structures, such as the trans six-membered melon ring iQ[6] and the trans sev...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00C07D487/04
CPCC07D519/00C07D487/04
Inventor 李青张德清张云黔薛赛凤陶朱祝黔江
Owner GUIZHOU UNIV
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