Preparation method of methylene bridged cucurbituril

Abstract

The invention relates to a preparation method of methylene bridged cucurbituril. The preparation method comprises the following steps: synthesizing 1,1,3,3-malonaldehyde tetramethyl acetal and urea into methylene bridged glycoluril at first; then feeding the methylene bridged glycoluril, paraformaldehyde and calcium salt or barium salt into a mixed solution of water and hydrochloric acid, reacting and refluxing, wherein the mass ratio of the methylene bridged glycoluril to formaldehyde is 1: (0.4-1), the volume ratio of the water to the hydrochloric acid is 1: (1-3), the ratio of the mass of the methylene bridged glycoluril to the volume of the hydrochloric acid is 1: 1-3, the mass ratio of the methylene bridged glycoluril to the calcium salt is 1: 0.05-0.4, and the mass ratio of the methylene bridged glycoluril to the barium salt is 1: 0.1-0.3; and carrying out cooling, suction filtration and washing to obtain the methylene bridged cucurbituril [4] or the methylene bridged cucurbituril [5]. The methylene bridged cucurbituril [4] and the methylene bridged cucurbituril [5] are synthesized in an oriented manner by using metal salt as a template, the method is simple and convenient, a purification process is simple, and the yield is obviously increased.

Description

[0001] Technical field:

[0002] The present invention relates to a preparation method of methylene bicucurbituril, in particular to a method for synthesizing methylene bicucurbit [4] urea and cucurbit [5] urea by using metal ions as templates. Background technique

[0003] Cucurbituril is a series of cyclic compounds formed by the cyclization of glycoside urea and formaldehyde under acidic conditions. Its two ends are hydrophilic carbonyl groups, while the inner cavity is hydrophobic. Cucurbituril, as a new type of artificially synthesized cyclic compound after crown ether, cyclodextrin and calixarene, has the advantages of good stability and rigid structure, and can include many small molecules and positively charged substances, so in supramolecular , Molecular machines, new materials, catalytic reactions and even life medicine and other fields have important applications. However, there are more or less problems in the synthesis of cucurbituril and its analogues. For exam...

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