Chinese Journal of Applied Chemistry ›› 2019, Vol. 36 ›› Issue (1): 24-33.DOI: 10.11944/j.issn.1000-0518.2019.01.180054

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Adsorption of p-Nitrobenzene Derivatives by Polyacrylate Organic Membranes Based on 1,4-Dimethoxy Pillar[5]arenes

XIA Dongdong,HOU Yaqi,PAN Qianxia,HE Zihui,YANG Jianzhe,WANG Haibo()   

  1. College of Chemistry and Molecular Engineering,Nanjing Tech University,Nanjing 211816,China
  • Received:2018-02-27 Accepted:2018-06-07 Online:2019-01-01 Published:2019-01-04
  • Contact: WANG Haibo

Abstract:

Pillararenes are columnar macrocyclic molecules that are different from crown ethers, calixarenes, and cucurbiturils, and have unique electron-rich cavities and modifiable mouth cavities. They can contain a variety of organic pollutants, and have broad application prospects for the adsorption and removal of organic pollutants. In this paper, the complexation of p-nitrobenzene derivatives with 1,4-dimethoxy pillar[5]arenes(MeP5A) was studied by nuclear magnetic resonance and ultraviolet titration, and the inclusion constant was determined. On this basis, MeP5A was physically mixed into polyacrylate(PA) emulsion to prepare the MeP5A/polyacrylate(MeP5A/PA) blending emulsion. Then, the blending emulsion was made into the MeP5A/PA nanofiber membrane by the electrospinning technology. The structure and morphology of the MeP5A/PA nanofiber membrane were characterized by infrared spectroscopy and scanning electron microscopy. The MeP5A/PA nanofiber membrane was used for adsorption of four kinds of p-nitrobenzene derivatives. The results reveal that p-nitrophenylacetonitrile holds the strongest complexation intensity with MeP5A[Ka=(6.0±0.3)×102 L/mol]. The introduction of MeP5A into the PA nanofiber membrane increases the adsorption capacity but does not change the fibrous morphology. The optimum adsorption equilibrium time of MeP5A/PA nanofiber membranes is 2 h, and the higher the content of MeP5A in MeP5A/PA nanofiber membranes, the larger the adsorption capacity. When the concentration of MeP5A in the adsorbed solution reaches 4 mmol/L(the corresponding MeP5A mole in the membrane is 1.4×10-2 mmol), the adsorption equilibrium is reached. Then the content of MeP5A continues to increase, and the adsorption capacity does not change much.

Key words: dimethoxy pillar[5]arenes, inclusion constants, nanofiber membrane, adsorption