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Ionic liquid functionalized polyamide-amine type dendritic macromolecule loaded Schiff base compound, and preparation method and application thereof

A technology for polymer loading and polyamide chemistry, which is applied in chemical instruments and methods, applications, food science, etc., can solve problems that have not been reported in literature, achieve regular structure and assist Schiff base to chelate heavy metals.

Active Publication Date: 2014-01-22
CHINA TOBACCO HUNAN INDAL CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, the simultaneous introduction of ionic liquid functional groups and Schiff bases into dendrimers as adsorption materials for heavy metals and tars has not been reported in the literature so far.

Method used

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  • Ionic liquid functionalized polyamide-amine type dendritic macromolecule loaded Schiff base compound, and preparation method and application thereof
  • Ionic liquid functionalized polyamide-amine type dendritic macromolecule loaded Schiff base compound, and preparation method and application thereof
  • Ionic liquid functionalized polyamide-amine type dendritic macromolecule loaded Schiff base compound, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] (1) Synthesis of the first-generation polyamide-amine dendrimer grafted imidazole compound G1.0

[0054] At 25°C, ethylenediamine (EDA) (1.202g, 20mmol) was used as the nucleus of the macromolecule, and methyl acrylate (MA) (6.887g, 80mmol) was reacted in 50mL methanol solution for 72h (the first step). Finally, the solution was subjected to reduced-pressure rotary evaporation at 70°C. When the solvent was spin-dried, it was cooled to room temperature, methanol was added to the system to dissolve, and then reduced-pressure rotary evaporation was performed at 70°C. The product obtained after repeating three times was obtained in Vacuum drying at 50°C yielded a 0.5 generation (G0.5) macromolecule with four ester functional groups at the end of the macromolecule. Dissolve 0.5G dendrimer (0.202g, 2mmol ester group) in anhydrous methanol (20mL), slowly add 1-(3-aminopropyl)imidazole (0.250g, 2mmol) dropwise at 0°C Methanol solution, reaction 1h. Then, react at 40°C for 72h...

Embodiment 2

[0063] (1) Synthesis of the second-generation polyamide-amine dendrimer grafted imidazole compound G2.0

[0064] At 25°C, the synthesized 1.0G dendrimer (2.580g, 20mmol of amine groups) was dissolved in anhydrous methanol, and then, methyl acrylate MA (3.440g, 40mmol) was added dropwise to the system , the mixture was reacted at room temperature for 72 hours. After the reaction, the solution was subjected to reduced-pressure rotary evaporation at 70°C. When the solvent evaporated to dryness, it was cooled to room temperature, methanol was added to the system to dissolve, and the reduced-pressure rotary evaporation was performed again at 70°C. ,repeat three times. Finally, the obtained product was vacuum-dried at 50 °C to obtain a 1.5-generation (G1.5) macromolecule. Dissolve 1.5G dendrimer (0.304g, 2mmol ester group) in anhydrous methanol (20mL), slowly add 1-(3-aminopropyl)imidazole (0.250g, 2mmol) dropwise at 0°C Methanol solution, reaction 1h. Then, react at 40°C for 72h...

Embodiment 3

[0072] (1) Synthesis of the third-generation polyamide-amine dendrimers grafted with imidazole compounds

[0073] At 25°C, 2.0 g of the synthesized dendrimers (2.856 g, 16 mmol of amine groups) were dissolved in anhydrous methanol, and then methyl acrylate (MA) (2.752 g, 32 mmol) was added dropwise to In the system, the mixture was reacted at room temperature for 72 hours. After the reaction, the solution was subjected to reduced-pressure rotary evaporation at 70°C. When the solvent was evaporated to dryness, cooled to room temperature, methanol was added to the system to dissolve, and the solution was rotated under reduced pressure at 70°C. Evaporate and repeat three times. Finally, the obtained product was vacuum-dried at 50 °C to obtain the 2.5 generation (G2.5) macromolecule. Dissolve 2.5G dendrimer (0.351g, 2mmol ester group) in anhydrous methanol (20mL), slowly add 1-(3-aminopropyl)imidazole (0.250g, 2mmol) dropwise at 0°C Methanol solution, reaction 1h. Then, react a...

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Abstract

The invention discloses an ionic liquid functionalized polyamide-amine type dendritic macromolecule loaded Schiff base compound, and a preparation method and application thereof. The preparation method comprises the following steps: repeatedly performing Micheal addition reaction and ester amidation reaction on ethanediamine serving as a core and methyl acrylate to obtain a branch; grafting 1-(3-aminopropyl)imidazole at the tail end of the obtained branch through ester amidation reaction; and grafting Schiff base through N alkylation reaction of an imidazole ring to obtain the ionic liquid functionalized polyamide-amine type dendritic macromolecule loaded Schiff base compound. The prepared ionic liquid functionalized polyamide-amine type dendritic macromolecule loaded Schiff base compound has the characteristics of large adsorption capacity and strong adsorbability on heavy metal and tar of cigarette smoke; and a small amount of the ionic liquid functionalized polyamide-amine type dendritic macromolecule loaded Schiff base compound serving as an adsorbent is added into a cigarette filter stick, so that the release amount of the heavy metal and the release amount of the tar of the main stream smoke of the cigarette can be reduced effectively and simultaneously.

Description

technical field [0001] The invention relates to an ionic liquid functionalized polyamide-amine type dendritic macromolecule loaded Schiff base compound and a preparation method and application thereof, belonging to the field of novel cigarette heavy metal macromolecule adsorption materials. Background technique [0002] Tobacco and tobacco products contain lead (Pb), arsenic (As), cadmium (Cd), chromium (Cr), mercury (Hg) and other heavy metals. During cigarette smoking, heavy metals and their compounds may be inhaled into the human body in the form of smoke aerosols or metal oxides and are easily accumulated in the human body to cause harm [Chen, Q-H. et al., Studies of Trace Elements and Health , 2005, 22, 47-49]. Studies have shown that the blood cadmium concentration of smoking men is significantly higher than that of non-smokers [Xin Nan et al., China Medical Biotechnology, 2009,4(5):390]. Adding an appropriate amount of activated carbon during the processing and prod...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00C07D233/61B01J20/26B01J20/30A24D3/14
Inventor 银董红文建辉成乐为秦亮生黄嘉若
Owner CHINA TOBACCO HUNAN INDAL CORP
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