Nitrogen, phosphorus, and sulfur tri-doped hollow carbon shells derived from ZIF-67@poly (cyclotriphosphazene-co-4, 4′-sulfonyldiphenol) as a robust catalyst of peroxymonosulfate activation for degradation of bisphenol A

Carbon - Tập 137 - Trang 291-303 - 2018
Wenjie Ma1, Na Wang, Tianze Tong1, Leijiang Zhang1, Kun-Yi Andrew Lin2, Xijiang Han1, Yunchen Du1
1MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001, China
2Department of Environmental Engineering, National Chung Hsing University, 250 Kuo-Kuang Road, Taichung, Taiwan

Tài liệu tham khảo

Seachrist, 2016, A review of the carcinogenic potential of bisphenol A, Reprod. Toxicol., 59, 167, 10.1016/j.reprotox.2015.09.006 Jin, 2004, Determination of 4-tert-octylphenol, 4-nonylphenol and bisphenol A in surface waters from the Haihe River in Tianjin by gas chromatography-mass spectrometry with selected ion monitoring, Chemosphere, 11, 1113, 10.1016/j.chemosphere.2004.04.052 Sharma, 2015, Oxidative removal of Bisphenol A by UV-C/peroxymonosulfate (PMS): kinetics, influence of co-existing chemicals and degradation pathway, Chem. Eng. J., 276, 193, 10.1016/j.cej.2015.04.021 Liu, 2009, Removal mechanisms for endocrine disrupting compounds (EDCs) in wastewater treatment - physical means, biodegradation, and chemical advanced oxidation: a review, Sci. Total Environ., 2, 731, 10.1016/j.scitotenv.2008.08.039 Du, 2016, Efficient activation of peroxymonosulfate by magnetic Mn-MGO for degradation of bisphenol A, J. Hazard Mater., 320, 150, 10.1016/j.jhazmat.2016.08.021 Oh, 2016, Generation of sulfate radical through heterogeneous catalysis for organic contaminants removal: current development, challenges and prospects, Appl. Catal. B Environ., 194, 169, 10.1016/j.apcatb.2016.04.003 Li, 2017, Simulation-guided synthesis of graphitic carbon nitride beads with 3D interconnected and continuous meso/macropore channels for enhanced light absorption and photocatalytic performance, J. Mater. Chem. A, 40, 21300, 10.1039/C7TA06626K Huang, 2009, Behavioral evidence of the dominant radicals and intermediates involved in bisphenol A degradation using an efficient Co2+/PMS oxidation process, J. Hazard Mater., 167, 418, 10.1016/j.jhazmat.2008.12.138 Anipsitakis, 2004, Radical generation by the interaction of transition metals with common oxidants, Environ. Sci. Technol., 13, 3705, 10.1021/es035121o Wang, 2016, Degradation of organic pollutants by NiFe2O4/peroxymonosulfate: efficiency, influential factors and catalytic mechanism, RSC Adv., 13, 11040, 10.1039/C5RA21117D Yao, 2014, Magnetic recoverable MnFe2O4 and MnFe2O4-graphene hybrid as heterogeneous catalysts of peroxymonosulfate activation for efficient degradation of aqueous organic pollutants, J. Hazard Mater., 270, 61, 10.1016/j.jhazmat.2014.01.027 Du, 2016, Magnetic CoFe2O4 nanoparticles supported on titanate nanotubes (CoFe2O4/TNTs) as a novel heterogeneous catalyst for peroxymonosulfate activation and degradation of organic pollutants, J. Hazard Mater., 308, 58, 10.1016/j.jhazmat.2016.01.035 Chen, 2018, Degradation of norfloxacin by CoFe2O4-GO composite coupled with peroxymonosulfate: a comparative study and mechanistic consideration, Chem. Eng. J., 334, 273, 10.1016/j.cej.2017.10.040 Lin, 2017, Prussian blue analogue derived magnetic carbon/cobalt/iron nanocomposite as an efficient and recyclable catalyst for activation of peroxymonosulfate, Chemosphere, 166, 146, 10.1016/j.chemosphere.2016.09.072 Lin, 2017, Magnetic carbon-supported cobalt derived from a Prussian blue analogue as a heterogeneous catalyst to activate peroxymonosulfate for efficient degradation of caffeine in water, J. Colloid Interface Sci., 486, 255, 10.1016/j.jcis.2016.09.073 Tan, 2017, Three-dimensional MnO2 porous hollow microspheres for enhanced activity as ozonation catalysts in degradation of bisphenol A, J. Hazard Mater., 321, 162, 10.1016/j.jhazmat.2016.09.013 Zhang, 2013, Production of sulfate radical from peroxymonosulfate induced by a magnetically separable CuFe2O4 spinel in water: efficiency, stability, and mechanism, Environ. Sci. Technol., 6, 2784, 10.1021/es304721g Lee, 2015, Activation of persulfates by carbon nanotubes: oxidation of organic compounds by nonradical mechanism, Chem. Eng. J., 266, 28, 10.1016/j.cej.2014.12.065 Lee, 2016, Activation of persulfates by graphitized nanodiamonds for removal of organic compounds, Environ. Sci. Technol., 18, 10134, 10.1021/acs.est.6b02079 Duan, 2017, Metal-free activation of persulfate by cubic mesoporous carbons for catalytic oxidation via radical and nonradical processes, Catal. Today Peng, 2013, Synthesis of porous reduced graphene oxide as metal-free carbon for adsorption and catalytic oxidation of organics in water, J. Mater. Chem. A, 19, 5854, 10.1039/c3ta10592j Chen, 2016, Decolorization of azo dye by peroxymonosulfate activated by carbon nanotube: radical versus non-radical mechanism, J. Hazard Mater., 320, 571, 10.1016/j.jhazmat.2016.07.038 Chen, 2017, Enhancing sulfacetamide degradation by peroxymonosulfate activation with N-doped graphene produced through delicately-controlled nitrogen functionalization via tweaking thermal annealing processes, Appl. Catal. B Environ., 225, 243, 10.1016/j.apcatb.2017.11.071 Wang, 2017, Enhanced activation of peroxymonosulfate by nitrogen doped porous carbon for effective removal of organic pollutants, Carbon, 115, 730, 10.1016/j.carbon.2017.01.060 Duan, 2015, Sulfur and nitrogen co-doped graphene for metal-free catalytic oxidation reactions, Small, 25, 3036, 10.1002/smll.201403715 Liang, 2012, Sulfur and nitrogen dual-doped mesoporous graphene electrocatalyst for oxygen reduction with synergistically enhanced performance, Angew. Chem. Int. Ed., 46, 11496, 10.1002/anie.201206720 Duan, 2014, N-Doping-induced nonradical reaction on single-walled carbon nanotubes for catalytic phenol oxidation, ACS Catal., 2, 553 Sun, 2014, Catalytic oxidation of organic pollutants on pristine and surface nitrogen-modified carbon nanotubes with sulfate radicals, Appl. Catal. B Environ., 154, 134, 10.1016/j.apcatb.2014.02.012 Sun, 2013, Facile synthesis of nitrogen doped reduced graphene oxide as a superior metal-free catalyst for oxidation, Chem. Commun., 85, 9914, 10.1039/c3cc43401j Lin, 2017, Metal-free activation of Oxone using one-step prepared sulfur-doped carbon nitride under visible light irradiation, Separ. Purif. Technol., 173, 72, 10.1016/j.seppur.2016.09.008 Yao, 2016, Fe, Co, Ni nanocrystals encapsulated in nitrogen-doped carbon nanotubes as Fenton-like catalysts for organic pollutant removal, J. Hazard Mater., 314, 129, 10.1016/j.jhazmat.2016.03.089 Yao, 2016, Iron encapsulated in boron and nitrogen codoped carbon nanotubes as synergistic catalysts for Fenton-like reaction, Water Res., 101, 281, 10.1016/j.watres.2016.05.065 Yao, 2017, Synthesis of “sea urchin”-like carbon nanotubes/porous carbon superstructures derived from waste biomass for treatment of various contaminants, Appl. Catal. B Environ., 219, 563, 10.1016/j.apcatb.2017.07.064 Wang, 2017, Ferric carbide nanocrystals encapsulated in nitrogen-doped carbon nanotubes as an outstanding environmental catalyst, Environ. Sci. Nano, 1, 170, 10.1039/C6EN00397D Hu, 2017, Selective degradation of organic pollutants using an efficient metal-free catalyst derived from carbonized polypyrrole via Peroxymonosulfate activation, Environ. Sci. Technol., 19, 11288, 10.1021/acs.est.7b03014 Guo, 2018, Catalytic oxidation of aqueous organic contaminants by persulfate activated with sulfur-doped hierarchically porous carbon derived from thiophene, Appl. Catal. B Environ., 220, 635, 10.1016/j.apcatb.2017.08.073 Zeng, 2017, Fe/Fe3C@N-doped porous carbon hybrids derived from nano-scale MOFs: robust and enhanced heterogeneous catalyst for peroxymonosulfate activation, Catal. Sci. Technol., 2, 396, 10.1039/C6CY02130A Wang, 2017, Rational design and synthesis of SnO2 -encapsulated α-Fe2O3 nanocubes as a robust and stable photo-Fenton catalyst, Appl. Catal. B Environ., 210, 23, 10.1016/j.apcatb.2017.03.037 Qiang, 2015, Metal organic framework-derived Fe/C nanocubes toward efficient microwave absorption, J. Mater. Chem. A, 25, 13426, 10.1039/C5TA01457C Ma, 2017, ZIF-8 derived nitrogen-doped porous carbon as metal-free catalyst of peroxymonosulfate activation, Environ. Sci. Pollut. Res., 24, 16276, 10.1007/s11356-017-9191-2 Wang, 2018, Prussian blue analogues derived porous nitrogen-doped carbon microspheres as high-performance metal-free peroxymonosulfate activators for non-radical-dominated degradation of organic pollutants, J. Mater. Chem. A, 6, 884 Ma, 2018, Non-radical-dominated catalytic degradation of Bisphenol A by ZIF-67 derived nitrogen-doped carbon nanotubes frameworks in the presence of peroxymonosulfate, Chem. Eng. J., 336, 721, 10.1016/j.cej.2017.11.164 Zhu, 2016, Nitrogen, phosphorus and sulfur co-doped ultrathin carbon nanosheets as a metal-free catalyst for selective oxidation of aromatic alkanes and the oxygen reduction reaction, J. Mater. Chem. A, 47, 18470, 10.1039/C6TA08335H Yang, 2017, A general route to coat poly(cyclotriphosphazene-co-4,4'-sulfonyldiphenol) on various substrates and the derived N, P, S-doped hollow carbon shells for catalysis, Nanoscale, 36, 13538, 10.1039/C7NR05085B Yang, 2016, Nitrogen, phosphorus, and sulfur co-doped hollow carbon shell as superior metal-free catalyst for selective oxidation of aromatic alkanes, Angew. Chem. Int. Ed., 12, 4016, 10.1002/anie.201600455 Shen, 2015, MOFs-templated Co@Pd core–shell NPs embedded in N-doped carbon matrix with superior hydrogenation activities, ACS Catal., 9, 5264, 10.1021/acscatal.5b00998 Ferrari, 2000, Interpretation of Raman spectra of disordered and amorphous carbon, Phys. Rev. B, 20, 14095, 10.1103/PhysRevB.61.14095 Li, 2016, Nitrogen and sulfur co-doped porous carbon nanosheets derived from willow catkin for supercapacitors, Nano Energy, 19, 165, 10.1016/j.nanoen.2015.10.038 Sharifi, 2012, Formation of active sites for oxygen reduction reactions by transformation of nitrogen functionalities in nitrogen-doped carbon nanotubes, ACS Nano, 10, 8904, 10.1021/nn302906r Chen, 2015, From bimetallic metal-organic framework to porous carbon: high surface area and multicomponent active dopants for excellent electrocatalysis, Adv. Mater., 34, 5010, 10.1002/adma.201502315 Wu, 2015, Ternary doping of phosphorus, nitrogen, and sulfur into porous carbon for enhancing electrocatalytic oxygen reduction, Carbon, 92, 327, 10.1016/j.carbon.2015.05.013 Kruk, 2001, Gas Adsorption characterization of ordered organic-inorganic nanocomposite materials, Chem. Mater., 10, 3169, 10.1021/cm0101069 Kleszyk, 2015, Carbons with narrow pore size distribution prepared by simultaneous carbonization and self-activation of tobacco stems and their application to supercapacitors, Carbon, 81, 148, 10.1016/j.carbon.2014.09.043 Hao, 2017, Rich sulfur doped porous carbon materials derived from ginkgo leaves for multiple electrochemical energy storage devices, J. Mater. Chem. A, 5, 2204, 10.1039/C6TA08169J Yan, 2011, Degradation of sulfamonomethoxine with Fe3O4 magnetic nanoparticles as heterogeneous activator of persulfate, J. Hazard Mater., 186, 1398, 10.1016/j.jhazmat.2010.12.017 Zhang, 2012, A non-acid-assisted and non-hydroxyl-radical-related catalytic ozonation with ceria supported copper oxide in efficient oxalate degradation in water, Appl. Catal. B Environ., 121, 88, 10.1016/j.apcatb.2012.03.021 Wang, 2016, One-pot synthesis of N-doped graphene for metal-free advanced oxidation processes, Carbon, 102, 279, 10.1016/j.carbon.2016.02.048 Guan, 2013, Efficient degradation of atrazine by magnetic porous copper ferrite catalyzed peroxymonosulfate oxidation via the formation of hydroxyl and sulfate radicals, Water Res., 14, 5431, 10.1016/j.watres.2013.06.023 De Laat, 2011, Effect of some parameters on the rate of the catalysed decomposition of hydrogen peroxide by iron(III)-nitrilotriacetate in water, Water Res., 17, 5654, 10.1016/j.watres.2011.08.028 Wang, 2017, Heterogeneous degradation of refractory pollutants by peroxymonosulfate activated by CoOx -doped ordered mesoporous carbon, Chem. Eng. J., 328, 1112, 10.1016/j.cej.2017.07.042 Feng, 2017, Rapid selective circumneutral degradation of phenolic pollutants using peroxymonosulfate-iodide metal-free oxidation: role of iodine atoms, Environ. Sci. Technol., 4, 2312, 10.1021/acs.est.6b04528 Wang, 2014, Facile synthesis of hierarchically structured magnetic MnO2/ZnFe2O4 hybrid materials and their performance in heterogeneous activation of peroxymonosulfate, ACS Appl. Mater. Interfaces, 22, 19914, 10.1021/am505309b Cheng, 2017, Non-photochemical production of singlet oxygen via activation of persulfate by carbon nanotubes, Water Res., 113, 80, 10.1016/j.watres.2017.02.016 Qi, 2016, Activation of peroxymonosulfate by base: implications for the degradation of organic pollutants, Chemosphere, 151, 280, 10.1016/j.chemosphere.2016.02.089 Bilski, 1996, Oxidation of the spin trap 5,5-dimethyl-1-pyrroline n-Oxide by singlet oxygen in aqueous solution, J. Am. Chem. Soc., 6, 1330, 10.1021/ja952140s Zhang, 2017, Catalytic degradation of 2-phenylbenzimidazole-5-sulfonic acid by peroxymonosulfate activated with nitrogen and sulfur co-doped CNTs-COOH loaded CuFe2O4, Chem. Eng. J., 307, 95, 10.1016/j.cej.2016.08.078 Fan, 2017, CoMoO4 as a novel heterogeneous catalyst of peroxymonosulfate activation for the degradation of organic dyes, RSC Adv., 57, 36193, 10.1039/C7RA04761D Yang, 2017, Extremely enhanced generation of reactive oxygen species for oxidation of pollutants from peroxymonosulfate induced by a supported copper oxide catalyst, Chem. Eng. J., 322, 546, 10.1016/j.cej.2017.04.018 Duan, 2016, Occurrence of radical and nonradical pathways from carbocatalysts for aqueous and nonaqueous catalytic oxidation, Appl. Catal. B Environ., 188, 98, 10.1016/j.apcatb.2016.01.059 Duan, 2018, Nonradical reactions in environmental remediation processes: uncertainty and challenges, Appl. Catal. B Environ., 224, 973, 10.1016/j.apcatb.2017.11.051 Duan, 2015, Nitrogen-doped graphene for generation and evolution of reactive radicals by metal-free catalysis, ACS Appl. Mater. Interfaces, 7, 4169, 10.1021/am508416n Zhao, 2013, Can boron and nitrogen co-doping improve oxygen reduction reaction activity of carbon nanotubes?, J. Am. Chem. Soc., 4, 1201, 10.1021/ja310566z Yang, 2011, Sulfur-doped graphene as an efficient metal-free cathode catalyst for oxygen reduction, ACS Nano, 1, 205 Paraknowitsch, 2013, Doping carbons beyond nitrogen: an overview of advanced heteroatom doped carbons with boron, sulphur and phosphorus for energy applications, Energy Environ. Sci., 10, 2839, 10.1039/c3ee41444b Duan, 2016, Surface controlled generation of reactive radicals from persulfate by carbocatalysis on nanodiamonds, Appl. Catal. B Environ., 194, 7, 10.1016/j.apcatb.2016.04.043