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Preparation method and application of functionalized column [5] arene trimer

A functionalization and trimer technology, applied in the preparation of organic compounds, chemical instruments and methods, preparation of carboxylic acid halides, etc.

Active Publication Date: 2016-06-01
GUANGXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Even so, studies based on the synergistic effect between pillar arene polymers are still relatively rare

Method used

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  • Preparation method and application of functionalized column [5] arene trimer
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  • Preparation method and application of functionalized column [5] arene trimer

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Experimental program
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Effect test

Embodiment 1

[0022] Preparation method of functionalized column [5] arene trimer:

[0023] Under the protection of nitrogen, 1.65g (12.0mmol) 1,4-dimethoxybenzene, 1.08g (36mmol) paraformaldehyde, 300mL dry dichloromethane were successively added to a 500mL two-necked flask, and 0.31g (1.92mmol) anhydrous ferric chloride, under the condition of 25-30°C, continue to react for 2-3 hours, TLC tracking, after the reaction, add 150mL deionized water to the system to terminate the reaction. Then, the residue was filtered off, the organic layer was collected, extracted with dichloromethane (50mL×3), the organic layers were combined, dried over anhydrous sodium sulfate, and separated by column chromatography to obtain 1.25g of white solid 1,4-dimethoxy column [5] Aromatics. With the molar ratio of p-methoxybenzene and paraformaldehyde 1:3 as raw material, ferric chloride as catalyst, dichloromethane as solvent, 1,4-dimethoxy column is generated at 25-30°C [5 ] aromatics; under the protection of ...

Embodiment 2

[0028] Selectivity experiment of host-guest complexation of functionalized column [5]arene trimer:

[0029] In the sample cell of the ultraviolet spectrometer, chloroform / methanol (v / v=9:1) is used as the test solvent:

[0030] 1. Test DBA-HCl solution 6×10 -4 Absorption curve of molL-1 concentration;

[0031] 2. Test column [5] main body concentration of aromatic trimer is 1×10 -4 mol·L-1 absorption curve, and then gradually add guest DBA-HCl to the system, the result is as follows figure 1 (A) shown.

[0032] 3. Test object TA-HCl at 6×10 -4 Absorption curve of molL-1 concentration.

[0033] 4. Test column [5] main body concentration of aromatic trimer is 1×10 -4 mol·L-1 absorption curve, and then gradually add the guest TA-HCl to the system, the result is as follows figure 2 (A) shown.

[0034] figure 1 (A) is the UV spectrum titration diagram of the functionalized column [5]arene trimer 1 added to the guest DB-HCl, and the concentration of the fixed host 1 is 1×1...

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Abstract

The invention discloses a preparation method and application of functionalized column [5] arene trimer. The functionalized column [5] arene trimer is well synergistic in host-guest interaction, the preparation method of the functionalized column [5] arene trimer is a chemical synthetic process, and a product is obtained by subjecting p-methoxybenzene and paraformaldehyde as starting materials to catalytic and synthetic reactions. The materials of the product are simple and easily obtainable, the method is simple to perform, and reaction conditions are mild. In cationic molecular recognition for linear diamine hydrochlorides and branched triamine hydrochlorides, it is possible for significant charge transfer to occur, very characteristic absorption peaks are shown in ultraviolet, and the trimer is applicable to ultraviolet detection.

Description

technical field [0001] The invention relates to a functionalized pillar [5] arene trimer, in particular to a preparation method and application of the functionalized pillar [5] arene trimer. technical background [0002] With the research and development of pillar[5]arenes, a large number of derivatives and host-guest chemistry of its upper and lower edge structures have been reported. However, research reports on pillar[5]arene multimers are still relatively rare. We already know that the complexation ability of pillar[5]arene dimers is better than that of monomers, and they are more stable, which is attractive. force. Trimers and tetramers can form network or three-dimensional polymers with suitable guests, and have potential applications in the fields of nanomaterials and fluorescent materials. Even so, studies based on the synergistic effect between pillararene polymers are still relatively rare. To this end, we introduced 1,3,5-tribenzoyl groups into the pillar[5]are...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/14C07C69/773C07C69/017C07C41/30C07C43/21C07C41/26C07C43/23G01N21/33
CPCC07C41/26C07C41/30C07C67/14C07C69/017C07C69/76G01N21/33C07C43/21C07C43/23
Inventor 刘陆智段文贵黄艳黄宏飞岑波林桂汕
Owner GUANGXI UNIV
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