Due to the higher specific surface area, porosity, permeability, absorption properties and low density, light weight, and many other excellent physical and chemical properties, organic porous materials aroused widespread interest. With the effect of nitrogen’s coordination, the nitrogen-containing groups porous in the materials have a strong capacity of adsorption for acidic compounds(such as phenol, CO2, etc.).The the nitrogen-doped organic porous materials would be studied in this thesis. First of all, the nitrogen-doped organic porous materials would be prepared and characterized. And then its adsorption character would be studied.Firstly, classic Ullmann cross-coupling reaction was used to synthesize the nitrogen-doped organic porous material COP1 a under the protection of nitrogen. 1,3,5(4-Bromophenyl) benzene and 4,4’-diaminobenzidinewere usedas raw materials and Cu I as a catalyst. The reaction time and temperature were investigated. The results showed that the yield increased with the increase of reaction time, and the appropriate temperature is 150 ℃. The analysis results of the sample characterized by DSC-TGA, SEM and BET indicated that the sample is spherical particle with a good thermal stability.And then four nitrogen-doped organic porous materials called as COP1 b, COP2, COP3 and COP4 were synthesized by palladium catalyzed Buchwald-Hartwig cross-coupling reaction.1,3,5-(4-Bromophenyl) benzene, 4,4’-diaminobiphenyl, tris(4-bromophenyl)amine and 1,3,5-tris(4-aminophenyl) benzene were used as raw materials, respectively.The effects of reaction time, temperature, catalyst’s molar ratio and solvent on the development of yields were studied by means of the single factor experiments.The appropriate reaction time and temperature was 13 h and 160 ℃, respectively. The suitable catalyst equivalent was 0.6 eq. The reaction had a high yield with N,N’-dimethylformamide as solvent. The analysis results of the samples characterized by DSC-TGA, SEM, BET and 13 C CP-MAS-NMR indicated that the samples are amorphous nanoparticles polymer with a good thermal stability in air. 13 C CP-MAS-NMR solid state NMR and Fourier transform infrared spectra showed that nitrogen was successfully introduced into the aryl groups by Buchwald-Hartwig cross-coupling reaction.The adsorption performance of the four nitrogen-doped organic porous materials, including adsorbing for methylene blue, phenol, 2-naphthol, niacin andactive ingredients of medicinal herbs were investigated. And the results are displayed as follows.The order of the four nitrogen-doped organic porous materials for the adsorption for methylene blue is(COP2) >(COP3) >(COP4)>(COP1b). Compared with macroporous resin, silica and Al2O3, COP1b’s adsorption capacity exceeded the other three adsorbents in12 h.The nitrogen-doped organic porous materials have a good adsorption capacity for phenol, 2-naphthol and niacin. Compared with macroporous resin, silica and Al2O3, the order of four adsorbents for the three weakly acidic organic compounds is(COP1b) >(macroporous resin) >(silica)>(Al2O3).The properties of the four prepared porous materials for adsorption of the active ingredients in ginger extracts were studied. It showed that COP1 b had an advantage in adsorbing weak polar compounds with the retention time of 13.9 and 27.3 min over in adsorbing other components. |