Preparation of Ion-Imprinted Polymers Based on Magnetic Graphene Oxide/MIL-101 (Cr) and Selective Adsorption of Cu(Ⅱ) and Pb(Ⅱ)

doi:10.11944/j.issn.1000-0518.2020.09.200028

Chinese Journal of Applied Chemistry ›› 2020, Vol. 37 ›› Issue (9): 1076-1086.DOI: 10.11944/j.issn.1000-0518.2020.09.200028

• Full Papers • Previous Articles Next Articles

Preparation of Ion-Imprinted Polymers Based on Magnetic Graphene Oxide/MIL-101 (Cr) and Selective Adsorption of Cu(Ⅱ) and Pb(Ⅱ)

XIAO Haimei^a, CAI Lei^a, ZHANG Zhaohui^a,b,c*, CHEN Shan^a, ZHOU Shu^a, FU Jinli^a

^aCollege of Chemistry and Chemical Engineering,Jishou University,Jishou,Hu'nan 416000,China;
^bKey Laboratory of Mineral Cleaner Production and Exploit of Green FunctionalMaterials in Hu′nan Province,Jishou University,Jishou,Hu′nan 416000,China;
^cState Key Laboratory of Chemo Biosensing and Chemometrics,Hu′nan University,Changsha 410082,China

Received:2020-01-20 Published:2020-09-01 Online:2020-09-09
Contact: ZHANG Zhaohui, professor; Tel/Fax:0743-8563911; E-mail:zhaohuizhang77@163.com; Research interests:preparation and application of imprinting materials
Supported by:
Supported by the National Natural Science Foundation of China(No.21767011, No.21565014), the Hunan Province Graduate Student Scientific Research Innovation Project(No.CX2018B705), and the Hunan Province Manganese Zinc and Vanadium Industry Technology Collaborative Innovation Center Research and Innovation Project(No.2018mzvg006)

Abstract

Abstract: A type of magnetic ion-imprinted polymer based on magnetic graphene oxide/MIL-101(Cr) was synthesized with surface imprinting technology using magnetic graphene oxide/MIL-101(Cr) composite as the supporting material, Cu(Ⅱ), Pb(Ⅱ) as the templates, and dopamine as the functional monomer. Fourier-transform infrared spectroscopy, scanning electron microscopy, and vibrating sample magnetometry were used to characterize the morphology, particle size, and magnetic properties of the magnetic ion-imprinted polymer. The adsorption kinetics, isothermal adsorption performance and adsorption selectivity of the magnetic ion-imprinted polymer toward Cu(Ⅱ) and Pb(Ⅱ) were investigated in details. The results show that the magnetic ion-imprinted polymer has a superior adsorption performance toward Cu(Ⅱ) and Pb(Ⅱ) with the maximum adsorption capacity of 144.92 and 322.58 mg/g, respectively. The magnetic solid-phase extraction conditions were optimized in details. The magnetic ion-imprinted polymer was successfully used for the separation and detection of trace amounts of Cu(Ⅱ) and Pb(Ⅱ) in water samples. The recoveries of Cu(Ⅱ) and Pb(Ⅱ) are 81.99%~89.91% and 81.24%~95.15%, respectively.

Key words: magnetic ion-imprinted polymer, surface imprinting, metal ion, magnetic graphene oxide, MIL-101(Cr)

XIAO Haimei, CAI Lei, ZHANG Zhaohui, CHEN Shan, ZHOU Shu, FU Jinli. Preparation of Ion-Imprinted Polymers Based on Magnetic Graphene Oxide/MIL-101 (Cr) and Selective Adsorption of Cu(Ⅱ) and Pb(Ⅱ)[J]. Chinese Journal of Applied Chemistry, 2020, 37(9): 1076-1086.

References

[1] Gumpu M B,Sethuraman S,Krishnan U M,et al. A Review on Detection of Heavy Metal Ions in Water: An Electrochemical Approach[J]. Sens Actuators B-Chem,2015,213(1):515-533.
[2] Amiri O,Hosseinpour-Mashkani S M,Rad M M,et al. Simple and Surfactant Free Synthesis and Characterization of Cds/Zns Core Shell Nanoparticles and This Application in the Removal of Heavy Metals from Aqueous Solution[J]. RSC Adv,2014,7(4):10990-10996.
[3] Verma R,Gupta B D. Detection of Heavy Metal Ions in Contaminated Water by Surface Plasmon Resonance Based Optical Fibre Sensor Using Conducting Polymer and Chitosan[J]. Food Chem,2015,166(2): 568-575.
[4] LI Huidong,LI Xiaolei,HUO Kaili,et al. Study on Removal of Lead from Wastewater by Enhanced Ultrasonic Biosorption Agent[J]. Technol Water Treat,2018,316(5):53-56(in Chinese).
李会东,李晓蕾,霍凯利,等. 超声处理增强生物吸附剂去除废水中铅的研究[J]. 水处理技术,2018,316(5):53-56.
[5] HALDAN Maimaiti,ZHANG Yunfei,GUNISAKEZI Yisilamu,et al. Preparation of Cellulose-Based Magnetic Adsorbent and Its Metal Ion Adsorption Performance[J]. Chinese J Funct Mater,2018,2(49):2174-2182(in Chinese).
哈丽丹·买买提,张云飞,古尼萨柯孜·伊斯拉木,等. 纤维素基磁性吸附剂的制备及其吸附金属离子性能[J]. 功能材料,2018,2(49):2174-2182.
[6] HUANG Xueqin,LI Tianyong,GUO Shi,et al. Adsorption and Mechanism of Rape Straw on Pb(Ⅱ) in Multiple Ionized Water System[J]. China Environ Sci,2017,37(9):2263-3370(in Chinese).
黄雪琴,李天勇,郭诗,等. 油菜秸秆对多元离子水体系中Pb(Ⅱ)的吸附作用与机理[J]. 中国环境科学,2017,37(9):2263-3370.
[7] ZHANG Lizhi,HE Li,HE Xu,et al. Study on Adsorption of Tartary Buckwheat Tea on Lead, Copper, Cadmium, Zinc and Chromium Ions in Aqueous Solution[J]. Spectrosc Spectr Anal,2019,39(1):275-283(in Chinese).
杨立志,贺丽,何旭,等. 苦荞茶对水溶液中铅、铜、镉、锌、铬离子吸附作用的研究[J]. 光谱学与光谱分析,2019,39(1):275-283.
[8] XU Sheng,LI Lingli,CAO Meng,et al. Construction of "Skeleton-supported" Type PVA/ZnO Composite Materials and Lead Ion Adsorption[J]. CIESC J,2019,70(S1):130-140(in Chinese).
徐胜,刘玲利,曹锰,等. PVA/ZnO复合材料“骨架支撑”型孔道构建及铅离子吸附[J]. 化工学报,2019,70(S1):130-140.
[9] LIU Jianglong,GUO Yan,HE Xiaoshan,et al. Preparation of Silanized Red Mud and Analysis of Its Adsorption Performance on Lead Ions in Water[J]. Environ Eng,2019,37(11):36-44(in Chinese).
刘江龙,郭焱,何小山,等. 硅烷化赤泥的制备及其对水中铅离子吸附性能分析[J]. 环境工程,2019,37(11):36-44.
[10] Zhou T Y,Ding L,Chen G B,et al. Recent Advances and Trends of Molecularly Imprinted Polymers for Specific Recognition in Aqueous Matrix:Preparation and Application in Sample Pretreatment[J]. TrAC Trends Anal Chem,2019,114:11-28.
[11] Nishide H,Deguchi J,Tsuchida E. Adsorption of Metal Ions on Crosslinked Poly(4-Vinylpyridine) Resins Prepared with a Metal Ion as Template[J]. J Polym Sci Part A:Polym Chem,1976,15(12):3023-3029.
[12] YIN Yuli,LONG Fang,RAO Wei,et al. Preparation and Adsorption Properties of Novel Magnetic Nonylphenol Molecularly Imprinted Nanocomposite Material Based on Multiwalled Carbon Nanotubes[J]. Chinese J Appl Chem,2015,32(4):472-480(in Chinese).
尹玉立,龙芳,饶维,等. 磁性碳纳米管表面新型壬基酚印迹纳米复合材料制备及吸附性能[J]. 应用化学,2015,32(4):472-480.
[13] CHEN Xin,YANG Zhaoxia,ZHANG Zhaohui,et al. Preparation and Application of Lead Imprinted Polymer on Surface of Magnetic Carbon Nanotubes[J]. Chinese J Anal Chem,2013,41(9):1406-1412(in Chinese).
陈星,杨朝霞,张朝晖,等. 磁性碳纳米管表面铅离子印迹聚合物的制备及应用[J]. 分析化学,2013,41(9):1406-1412.
[14] Zhou J J,Wang Y F,Mang Y,et al. Surface Molecularly Imprinted Thermo-Sensitive Polymers Based on Light-Weight Hollow Magnetic Microspheres for Specific Recognition of BSA[J]. Appl Surf Sci,2019,486:265-273.
[15] Yan L,Wang J,Lv P,et al. A Facile Synthesis of Novel Three-Dimensional Magnetic Imprinted Polymers for Rapid Extraction of Bovine Serum Albumin in Bovine Calf Serum[J]. Anal Bioanal Chem,2017,409(13):3453-3463.
[16] Gatabi J,Sarrafi Y,Lakouraj M M,et al. Facile and Efficient Removal of Pb(II) from Aqueous Solution by Chitosan-Lead Ion Imprinted Polymer Network[J]. Chemosphere,2020,240:124772.
[17] Chen C,Feng N,Guo Q,et al. Template-directed Fabrication of MIL-101(Cr)/ Mesoporous Silica Composite: Layer-Packed Structure and Enhanced Performance for CO₂ Capture[J]. J Colloid Interface Sci,2017,513:891-902.
[18] Ferey G,Mellot-Draznieks C,Serre C,et al. A Chromium Terephthalate-Based Solid with Unusually Large Pore Volumes and Surface Area[J]. Science,2005,309(5743):2040-2042.
[19] He X,Zhou Y,Yang W,et al. Microwave Assisted Magnetic Solid Phase Extraction Using a Novel Amino-Functionalized Magnetic Framework Composite of Type Fe₃O₄-NH₂@MIL-101(Cr) for the Determination of Organochlorine Pesticides in Soil Samples[J]. Talanta,2019,196:572-578.
[20] Sarker M,Sung J Y,Jhung S H,et al. Adsorptive Removal of Anti-inflammatory Drugs from Water Using Graphene Oxide/Metal-Organic Framework Composites[J]. Chem Eng J,2018,335:74-81.
[21] Qasem N A A,Qadir N U,Ben-Mansour R,et al. Synthesis, Characterization, and CO₂, Breakthrough Adsorption of a Novel MWCNT/MIL-101(Cr) Composite[J]. J CO₂ Util,2017,22:238-249.
[22] Liang L,Wang X,Sun Y,et al. Magnetic Solid-Phase Extraction of Triazine Herbicides from Rice Using Metal-Organic Framework MIL-101(Cr) Functionalized Magnetic Particles[J]. Talanta,2018,179:512-519.
[23] Shafiei M,Alivand M S,Rashidi A,et al. Synthesis and Adsorption Performance of a Modified Micro-mesoporous MIL-101(Cr) for VOCs Removal at Ambient Conditions[J]. Chem Eng J,2018,341:164-174.
[24] Zheng Y,Chu F C,Zhang B,et al. Ultrahigh Adsorption Capacities of Carbon Tetrachloride on MIL-101 and MIL-101/Graphene Oxide Composites[J]. Micropor Mesopor Mater,2018,263:71-76.
[25] Jin J H,Yang Z H,Xiong W P,et al. Cu and Co Nanoparticles Co-doped MIL-101 as a Novel Adsorbent for Efficient Removal of Tetracycline from Aqueous Solutions[J]. Sci Total Environ,2018,650(1):408-418.
[26] Lim C R,Lin S,Yun Y S,et al. Highly Efficient and Acid-Resistant Metal-Organic Frameworks of MIL-101(Cr)-NH₂ for Pd(II) and Pt(IV) Recovery from Acidic Solutions: Adsorption Experiments, Spectroscopic Analyses, and Theoretical Computations[J]. J Hazard Mat,2020,https://doi.org/10.1016/j.jhazmat.2019.121689.
[27] Thi M T H,Thi T P T,Thi L H P,et al. Comparative Study of Pb(II) Adsorption onto MIL 101 and Fe-MIL-101 from Aqueous Solutions[J]. J Environ Chem Eng,2018,6(4):4093-4102.
[28] Jia X,Zhao P,Ye X,et al. A Novel Metal-Organic Framework Composite MIL-101(Cr)@GO as an Efficient Sorbent in Dispersive Micro-solid Phase Extraction Coupling with UHPLC-MS/MS for the Determination of Sulfonamides in Milk Samples[J]. Talanta,2016,169:227-238.
[29] Zhang W Y,Yun M Y,Yu Z L,et al. A Novel Cu(II) Ion-Imprinted Alginate-Chitosan Complex Adsorbent for Selective Separation of Cu(II) from Aqueous Solution[J]. Polym Bull,2018,76(4):1861-1876.
[30] Cao Y,Li J Y,Liu H B,et al. Preparation and Characterisation of a Novel Copper-imprinted Polymer Based on β-Cyclodextrin Copolymers for Celective Determination of Cu²⁺ Ions[J]. Polym Int,2018,1:5752-5772.
[31] Ren Z,Zhu X,Du J,et al. Facile and Green Preparation of Novel Adsorption Materials by Combining Sol-Gel with Ion Imprinting Technology for Selective Removal of Cu(II) Ions from Aqueous Solution[J]. Appl Surf Sci,2017,435:574-478.
[32] Fang P,Xia W,Zhou Y,et al. Ion-imprinted Mesoporous Silica/Magnetic Graphene Oxide Composites Functionalized with Schiff-base for Selective Cu(II) Capture and Simultaneously Being Transformed as a Robust Heterogeneous Catalyst [J]. Chem Eng J,2020,https://doi.org/10.1016/j.cej.2019.123847.
[33] He Y Y,Wu P,Xiao W,et al. Efficient Removal of Pb(II) from Aqueous Solution by a Novel Ion Imprinted Magnetic Biosorbent:Adsorption Kinetics and Mechanisms[J]. PLoS One,2019,14(3):e0213377.
[34] Hung R,Shao N,Hou L,et al. Fabrication of an Efficient Surface Ion-Imprinted Polymer Based on Sandwich-Like Graphene Oxide Composite Materials for Fast and Selective Removal of Lead Ions[J]. Colloids Surf A,2019,566:218-228.
[35] Zhang Z,Zhang X,Niu D,et al. Highly Efficient and Selective Removal of Trace Lead from Aqueous Solutions by Hollow Mesoporous Silica Loaded with Molecularly Imprinted Polymers[J]. J Hazard Mater,2017,328:160-169.
[36] Chao Z,Tianjue H,Lin T,et al. Highly Efficient Extraction of Lead Ions from Smelting Wastewater, Slag and Contaminated Soil by Two-Dimensional Montmorillonite-Based Surface Ion Imprinted Polymer Absorbent[J]. Chemosphere,2018,209:246-257.

Preparation of Ion-Imprinted Polymers Based on Magnetic Graphene Oxide/MIL-101 (Cr) and Selective Adsorption of Cu(Ⅱ) and Pb(Ⅱ)

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	Chen-Yi XUE, Lin-Jia LIU, Ting WANG, Lei GONG, Long JIN, Jian-Gang HAN, Tai-Hua LI. Research Progress on Fluorescence Detection of Heavy Metal Lead Ion [J]. Chinese Journal of Applied Chemistry, 2022, 39(7): 1039-1051.
[2]	Cong-Jun CAO, Han-Xiao MA, Cheng-Min HOU, Xiao-Jian DING, Biao GUAN. Adsorption of Cu（Ⅱ） from Solution by Modified Magnetic Ethyl Cellulose [J]. Chinese Journal of Applied Chemistry, 2022, 39(6): 969-979.
[3]	SHEN Shuchang, PENG Cheng, WANG Di. Preparation Solid Phase Extraction Packing Material Based on Ligand Bonded Montmorillonite and Its Performance on Heavy Metal Ion Adsorption [J]. Chinese Journal of Applied Chemistry, 2019, 36(6): 717-725.
[4]	XING Chenli, WANG Jing, ZHANG Zhaohui, XIE Dandan, LÜ Piaopiao. Multiple Metal Ion Imprinted Electrochemical Sensor with Enhanced Sensitivity by Graphene Oxide-C₆₀ Composite [J]. Chinese Journal of Applied Chemistry, 2019, 36(3): 341-348.
[5]	XIE Dandan, YAN Liang, YIN Yuli, ZHANG Zhaohui, WANG Jing. Preparation and Application of Magnetic Multi-ion Imprinted Polymers Based on Multiwalled Carbon Nanotubes [J]. Chinese Journal of Applied Chemistry, 2017, 34(4): 456-463.
[6]	WANG Dongsheng,LI Wentao,YANG Xiaofang,AN Guangyu. Ferrates:Green Oxidants and Coagulants in Water Treatment [J]. Chinese Journal of Applied Chemistry, 2016, 33(11): 1221-1233.
[7]	YAO Qingxin, XIE Jianjun, LIU Junxia, TANG Liping, LIU Yuan. Effect of Ionic Strength on the Adsorption of Pb²⁺ and Cu²⁺ onto Bentonite/Sodium Lignosulfonate Graft-Polymerized with Acrylamide and Maleic Anhydride [J]. Chinese Journal of Applied Chemistry, 2015, 32(8): 940-947.
[8]	WANG Wei, CHEN Ji, LIU Hongzhao, YANG Hualing, CAO Yaohua, GAO Zhaoguo, ZHANG Bo. Research Progress of Task-specific Ionic Liquids Used in Metal Ions Extraction [J]. Chinese Journal of Applied Chemistry, 2015, 32(7): 733-742.
[9]	ZHANG Dechun, WANG Wen'ge, LIU Hongwei, ZHANG Chanjuan, PENG Huibing. Synthesis of Aromatic Oligosulfonate-Bridged Macrocycles and Selective Recognition of Sn²⁺ and Bi³⁺ [J]. Chinese Journal of Applied Chemistry, 2015, 32(6): 629-635.
[10]	WANG Bo, ZHANG Fan*, HUANG Fu. Preparation of Reduced Graphene Oxide And Its Adsorption Property for Heavy Metal Ions [J]. Chinese Journal of Applied Chemistry, 2014, 31(04): 502-504.
[11]	XU Siyuan, LEI Ping, JIN Guanping*. Determination of Pb(Ⅱ), Cd(Ⅱ) with Melamine Chelating Resin/Multi-walled Carbon Nanotubes Composites Modified Waxed Graphite Electrode [J]. Chinese Journal of Applied Chemistry, 2014, 31(02): 206-211.
[12]	SHEN Jincan1,2*, WU Fengqi1, XIAO Chengui1, ZHANG Yi1, HAN Ruiyang1, HONG Xiaoliu1. Synthesis and Performance of Isocarbophos Molecular Imprinted Sillica Surface [J]. Chinese Journal of Applied Chemistry, 2014, 31(01): 84-88.
[13]	LIU Yunan1,2, ZHANG Zhaohui1,2,3*, CHEN Xing1, CHEN Hongjun1, RAO Wei1, CAI Rong1. Preparation and Application of Melamine Magnetic Molecularly Imprinted Solid Phase Extraction Material [J]. Chinese Journal of Applied Chemistry, 2013, 30(10): 1222-1230.
[14]	LI Zhiping1,2, LI Hui2,3*, LIU Fen2, LU Cuimei2. Preparation, Characterization and Adsorption Behavior of Huperzine A Imprinted Polymers [J]. Chinese Journal of Applied Chemistry, 2013, 30(08): 915-921.
[15]	WANG Wenge ZHANG Dechun*. One-Pot Synthesis and Extraction Performances Toward Metal Cations of Sulfonate-bridged Calixarenes [J]. Chinese Journal of Applied Chemistry, 2013, 30(05): 511-515.