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Preparation method of organic polymer material with multiple interlocking functions and application thereof

A polymer material and polymer technology, applied in the directions of alkali metal compounds, chemical instruments and methods, inorganic chemistry, etc., can solve the problems of long equilibrium time, low adsorption capacity, weak affinity, etc., and achieve fast adsorption rate and saturated adsorption. high volume effect

Pending Publication Date: 2021-07-09
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, by introducing electrostatic adsorption and hydrophobic cooperative adsorption sites with multiple interlocking functions into the porous organic polymer backbone, the rapid and selective separation of perfluorinated / polyfluorinated compounds can be achieved, solving the problem of existing adsorption materials such as activated carbon, molecularly imprinted Materials such as polymers, biosorbents, metal-organic frameworks have disadvantages such as low adsorption capacity, long equilibration time, weak affinity, poor water / chemical stability, and low selectivity to natural organic matter (NOM)

Method used

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  • Preparation method of organic polymer material with multiple interlocking functions and application thereof
  • Preparation method of organic polymer material with multiple interlocking functions and application thereof
  • Preparation method of organic polymer material with multiple interlocking functions and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] The synthesis of PAF-1 refers to the literature Ben, T. et al. Angew. Chem. Int. Ed. 2009, 48, 9457–9460; PAF-1-CH 2 The synthesis of Cl refers to the literature Li, B. et al. Nat. Commun. 2014, 5, 5537. Specifically:

[0042] S1. In an argon atmosphere, 1,5-cyclooctadiene (cod, 1.05mL, 8.32mmol, CaH 2 dry), bis(1,5-cyclooctadiene)nickel ((Ni(cod) 2 , 2.25g, 8.18mmol)) and 2,2'-bipyridine (2,2'-Bpy, 1.28g, 8.18mmol) were added to the double-neck flask, and 120mL of anhydrous and oxygen-free N,N' - Dimethylformamide, reacted at 80°C for 1 hour to obtain an activated catalyst solution; the schematic diagram of the construction strategy, the schematic diagram of the adsorption and the schematic diagram of the synthesis of the present invention are as follows figure 1 , figure 2 , image 3 shown;

[0043] S2. Dissolve tetrabromotetraphenylmethane (1.0g, 1.57mmol) in N-N'dimethylformamide (30mL) to obtain tetrabromotetraphenylmethane solution; add tetrabromotetraphenyl...

Embodiment 2

[0047] PAF-1, PAF-1-CH 2 The concrete synthetic method of Cl is with example 1;

[0048] The above obtained PAF-1-CH 2 Cl (300.0 mg), trimethylamine (trimethylamine, TMA, 3.6 g, 0.061 mol), and ethanol (70 mL) were added to a 150 mL pressure bottle, and reacted at 90° C. for 3 days. The resulting suspension was cooled to room temperature, filtered, washed with methanol (10×30 mL), and then dried in a vacuum oven at 80° C. for 48 h to obtain a yellow solid PAF-1-TMA (96% yield, 99.9% purity ). The infrared, carbon NMR and X-ray photoelectron spectroscopy (XPS) of PAF-1-TMA are as follows Figure 4 , Figure 15 and Figure 17 shown. The FT-IR spectrum of PAF-1-TMA shows that at 1677, 2352 and 2952 cm -1 Three new bands appeared at , which belong to C-N and CH in PAF-1-TMA respectively 3 -N + and CH 3 . The XPS spectrum shows that a C-N signal appears at the position where the binding energy is 285.8eV, which confirms that TMA has been successfully grafted into the PAF...

Embodiment 3

[0050] PAF-1, PAF-1-CH 2 The concrete synthetic method of Cl is with example 1;

[0051] The above obtained PAF-1-CH 2 Add Cl (300.0mg), N,N-Dimethylhexylamine (N,N-Dimethylhexylamine, NDMH, 7.9g, 0.061mol), ethanol (70mL) into a 150mL pressure bottle, and react at 90°C for 3 days . The resulting suspension was cooled to room temperature, filtered, washed with methanol (10×30 mL), and then dried in a vacuum oven at 80° C. for 48 h to obtain a yellow solid PAF-1-NDMH (96% yield, 99.9% purity ). The infrared, carbon NMR and X-ray photoelectron spectroscopy (XPS) of PAF-1-NDMH are as follows Figure 4 , Figure 15 and Figure 17 shown. The FT-IR spectrum of PAF-1-NDMH shows that at 1725, 2352 and 2952 cm -1 Three new bands appeared at , which belong to C-N and CH in PAF-1-NDMH respectively 3 -N + and CH 3 . The XPS spectrum shows that a C-N signal appears at the position of binding energy of 285.8eV, which confirms that NDMH is successfully grafted into the PAF-1 fram...

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Abstract

The invention discloses a preparation method of an organic polymer material with multiple interlocking functions and an application thereof, and belongs to the technical field of functional materials. The preparation method comprises the following steps: mixing PAF-1-CH2Cl, a quaternary ammonium salinization reagent and an organic solvent, and carrying out a quaternary ammonium salinization reaction to obtain the quaternary ammonium salinization modified porous aromatic framework material PAF-1-R. The material prepared by the invention has very high adsorption capacity and high adsorption rate on perfluorooctanoic acid (PFOA), has excellent anti-interference capability on natural organic matters, and can be recycled for multiple times. According to the invention, 1g of an adsorbent prepared by the method can purify 11.77 L of 500ppb PFOA wastewater (containing 20ppm of humic acid), and the drinking water standard (PFOA+PFOS is less than 70ppt) specified by the National Environmental Protection Office is reached. Therefore, the adsorption material prepared by the method has extremely excellent PFAS adsorption performance and industrial application prospect.

Description

technical field [0001] The invention belongs to the technical field of functional materials, and specifically relates to the application of multiple interlocking functional organic polymer materials in the adsorption of perfluorinated / polyfluorinated compounds Background technique [0002] Perfluorinated / polyfluorinated compounds (PFASs) are a class of aliphatic compounds characterized by partially or fully fluorinated alkyl chains and terminal functional groups such as carboxylates, sulfonates, sulfonamides, phosphonates, and alcohols . Among them, perfluorooctanoic acid (PFOA) and perfluorooctanesulfonic acid (PFOS) are the two most typical PFASs existing in the environment, and they are also the final products of the transformation of various PFASs. PFASs are difficult to be photolyzed, hydrolyzed or biodegraded in the environment, so they have the characteristics of high persistence, bioaccumulation and long-distance migration. PFASs are found in surface water, groundw...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J20/26B01J20/22B01J20/28B01J20/30
CPCB01J20/26B01J20/267B01J20/226B01J20/28054B01J20/28011
Inventor 李柏延刘雄利
Owner NANKAI UNIV