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Synthesis method of multi-ureido tripodal type functional monomer molecule with nitrogen as center

A technology of functional monomers and synthesis methods, applied in chemical instruments and methods, preparation of urea derivatives, preparation of organic compounds, etc., can solve the problems of limited types of functional monomers and low recognition selectivity

Inactive Publication Date: 2016-10-12
XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Solve the problem that molecularly imprinted polymers have limited types of functional monomers compatible with limited types of cross-linking agents, and a large number of non-specific recognition sites generated in the process of molecularly imprinted polymers, resulting in low recognition selectivity

Method used

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  • Synthesis method of multi-ureido tripodal type functional monomer molecule with nitrogen as center
  • Synthesis method of multi-ureido tripodal type functional monomer molecule with nitrogen as center
  • Synthesis method of multi-ureido tripodal type functional monomer molecule with nitrogen as center

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Dissolve tris(2-aminoethyl)amine (1mmol, 146mg) in 10mL of acetonitrile solution in a round bottom flask, and add 3-isopropenyl-α,α-dimethylbenzyl in a constant pressure dropping funnel Hydroxyl isocyanate (3mmol, 603mg) was dissolved in 10mL of acetonitrile solution, and cooled with magnetic sub-stirring for 10min under the condition of ice-water bath;

[0028] Slowly add the solution of 3-isopropenyl-α,α-dimethylbenzyl isocyanate dissolved in acetonitrile dropwise to the solution of tris(2-aminoethyl)amine dissolved in acetonitrile under the condition of ice-water bath , the dropping time is 20min;

[0029] After the dropwise addition was completed, the reaction system was reacted at room temperature for 4 hours. After the reaction was completed, separation and purification were carried out, and the reaction solution was removed by a rotary evaporator to obtain a white solid. The obtained solid was washed 3 times with 20 mL of dichloromethane , dried in vacuum at a t...

Embodiment 2

[0032] Dissolve tris(2-aminoethyl)amine (1mmol, 146mg) in 10mL of acetonitrile solution in a round bottom flask, and add 3-isopropenyl-α,α-dimethylbenzyl in a constant pressure dropping funnel Hydroxyl isocyanate (3.2mmol, 643mg) was dissolved in 10mL of acetonitrile solution, and cooled with magnetic sub-stirring for 10min under the condition of ice-water bath;

[0033] Slowly add the solution of 3-isopropenyl-α,α-dimethylbenzyl isocyanate dissolved in acetonitrile dropwise to the solution of tris(2-aminoethyl)amine dissolved in acetonitrile under the condition of ice-water bath , the dropping time is 20min;

[0034] After the dropwise addition was completed, the reaction system was reacted at room temperature for 4 hours. After the reaction was completed, separation and purification were carried out, and the reaction solution was removed by a rotary evaporator to obtain a white solid. The obtained solid was washed 3 times with 20 mL of dichloromethane , dried in vacuum at a...

Embodiment 3

[0037] Dissolve tris(2-aminoethyl)amine (1mmol, 146mg) in 10mL of acetonitrile solution in a round bottom flask, and add 3-isopropenyl-α,α-dimethylbenzyl in a constant pressure dropping funnel Hydroxyl isocyanate (3.5mmol, 703mg) was dissolved in 10mL of acetonitrile solution, and cooled with magnetic sub-stirring for 10min under the condition of ice-water bath;

[0038] Slowly add the solution of 3-isopropenyl-α,α-dimethylbenzyl isocyanate dissolved in acetonitrile dropwise to the solution of tris(2-aminoethyl)amine dissolved in acetonitrile under the condition of ice-water bath , the dropping time is 20min;

[0039] After the dropwise addition was completed, the reaction system was reacted at room temperature for 4 hours. After the reaction was completed, separation and purification were carried out, and the reaction solution was removed by a rotary evaporator to obtain a white solid. The obtained solid was washed 3 times with 20 mL of dichloromethane , dried in vacuum at a...

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Abstract

The invention relates to a synthesis method of a multi-ureido tripodal type functional monomer molecule with nitrogen as a center. According to a method for generating urea through isocyanate at one end of styrene and triamine, 3-isopropenyl-alpha,alpha-dimethylbenzyl isocyanate and tris(2-aminoethyl)amine are subjected to a reaction, the molar ratio of reaction raw materials, the reaction time and a reaction solvent are controlled, and styrene functional monomer molecules containing end polymerizable double bonds and multi-ureido functional groups with a self-aggregation effect are obtained. According to the obtained multi-ureido tripodal type functional monomer molecule with nitrogen as the center, the tripodal functional monomer is formed through connection of a top end nitrogen atom with three ureido functional groups with a specific identification function and the polymerizable double bonds, and stable molecularly imprinted polymers can be formed by three ureido side chains with the strong specific identification function of the tripodal functional monomer and multiple template molecules. The polymers have a special three-dimensional spatial structure and are used for synthesizing novel molecularly imprinted polymers which have application prospect in fields such as bionics, chromatographic separation, solid-phase extraction, membrane separation and the like.

Description

technical field [0001] The invention relates to a method for synthesizing a nitrogen-centered polyurea group tripod type functional monomer molecule. Background technique [0002] In 1773, Hilaire Rouelle (Hilaire Rouelle) discovered urea (urea). Urea is the smallest molecule in urea compounds. Urea compounds are composed of three parts, and two amines are phased by the carbonyl part of the bridge center Based on the ureido system, different synthetic methods are used to introduce different substituents to form ureido derivatives with different numbers of ureido groups. The research on urea derivatives not only stays at the molecular level, but also consists of Interaction, coordination chemistry research between ureido functional groups and metal cations, and anions has gradually deepened, and the obtained coordination composite materials or supramolecular assembly materials have been applied in daily life, such as: lubricating oil, hair gel, contact lenses Wait, so it is ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C273/18C07C275/24
CPCC07C273/18C07C275/24
Inventor 张亚刚王璐璐郅轲轲张学敏姜莹芳张乐涛周鑫王朋磊张岚
Owner XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI