Citation: ZHANG Ke-zhuo, YU Ya-qian, TANG Rui, ZHENG Yu-qi, GAO Jia-jun, JIANG Xing-mao. Adsorption performance of polyvinylpyrrolidone for phenols in oil[J]. Journal of Fuel Chemistry and Technology, ;2019, 47(11): 1305-1312. shu

Adsorption performance of polyvinylpyrrolidone for phenols in oil

Hubei Provincial Research Centre of Engineering & Technology for New Energy Materials, Hubei Key Lab of Novel Reactor & Green Chemical Technology, Key Laboratory for Green Chemical Process of Ministry of Education, School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Wuhan 430205, China

Corresponding author: GAO Jia-jun, gaojiajun@wit.edu.cn
Received Date: 1 July 2019
Revised Date: 11 September 2019

Fund Project: the Scientific Research Foundation of Wuhan Institute of Technology 17QD62The project was supported by Hubei Provincial Department of Education Science and Technology Research Project (Q20181504) and the Scientific Research Foundation of Wuhan Institute of Technology (17QD62)Hubei Provincial Department of Education Science and Technology Research Project Q20181504

Figures(10)

Effective separation of phenols in coal tar is essential for enhancing its application value. In this work, polyvinylpyrrolidone (PVP) was used as a sorbent in the separation of phenols in model oils; the adsorption performance of PVP towards o-cresol, m-cresol, p-cresol, 1-naphthol, and 2-naphthol was then comparatively investigated. The results indicate that PVP possesses high adsorption capacity towards the phenols; the maximum adsorbance of PVP towards m-cresol, p-cresol, 1-naphthol, and 2-naphthol is higher than 1000 mg/g. For the adsorption of phenols on PVP, H-bonds are formed between the Lewis basic sites (C=O and N) of PVP and the phenolic -OH group and the H-bonding intensity is influenced by the steric hindrance of phenols. Furthermore, PVP shows high adsorption selectivity; 2-naphthol can be adsorbed effectively on PVP even in the presence of benzofuran or quinoline. Moreover, PVP can be regenerated for recycling where phenols are recovered as well. As a result, PVP is a promising sorbent for the separation of phenols from the coal tar oil.
- polyvinylpyrrolidone,
- coal tar,
- phenols,
- adsorption
1. [1]
  YAO C F, HOU Y C, REN S H, WU W Z, JI Y A, LIU H. Sulfonate based zwitterions:A new class of extractants for separating phenols from oils with high efficiency via forming deep eutectic solvents[J]. Fuel Process Technol, 2018,178:206-212. doi: 10.1016/j.fuproc.2018.05.031
2. [2]
  JIAO T T, GONG M M, ZHUANG X L, LI C S, ZHANG S J. A new separation method for phenolic compounds from low-temperature coal tar with urea by complex formation[J]. J Ind Eng Chem, 2015,29:344-348. doi: 10.1016/j.jiec.2015.04.013
3. [3]
  PANG K, HOU Y C, WU W Z, GUO W J, PENG W, MASH N. Kenneth efficient separation of phenols from oils via forming deep eutectic solvents[J]. Green Chem, 2012,14(9):2398-2401. doi: 10.1039/c2gc35400d
4. [4]
  LIU Zhen-zhen, LUO Zhong-yang, MA Shuai, FANG Meng-xiang. Influence of phenolics on hydrodenitrogenation, hydrodesulfurization and hyrodearomatization of coal tar components[J]. J Fuel Chem Technol, 2015,43(11):1327-1333. doi: 10.3969/j.issn.0253-2409.2015.11.007
5. [5]
  JI Y A, HOU Y C, REN S H, YAO C F, WU W Z. Separation of phenolic compounds from oil mixtures using environmentally benign biological reagents based on Brønsted acid-Lewis base interaction[J]. Fuel, 2019,239:926-934. doi: 10.1016/j.fuel.2018.11.007
6. [6]
  ZAHOOR M, MAHRAMANLIOGLU M. Removal of phenolic substances from water by adsorption and adsorption-ultrafiltration[J]. Sep Sci Technol, 2011,46(9):1482-1494. doi: 10.1080/01496395.2011.561269
7. [7]
  SCHHBERT H H, SONG C. Chemicals and materials from coal in the 21st century[J]. Fuel, 2002,81(1):15-32. doi: 10.1016/S0016-2361(00)00203-9
8. [8]
  GAO J J, DAI Y F, MA W Y, XU H H, LI C X. Efficient separation of phenol from oil by acid-base complexing adsorption[J]. Chem Eng J, 2015,281:749-758. doi: 10.1016/j.cej.2015.06.099
9. [9]
  PATEL R N, BANDYOPADHYAY S, GANESH A. Extraction of cardanol and phenol from bio-oils obtained through vacuum pyrolysis of biomass using supercritical fluid extraction[J]. Energy, 2011,36(3):1535-1542. doi: 10.1016/j.energy.2011.01.009
10. [10]
  BHADRA B N, AHMED I, JHUNG S H. Remarkable adsorbent for phenol removal from fuel:Functionalized metal-organic framework[J]. Fuel, 2016,174:43-48. doi: 10.1016/j.fuel.2016.01.071
11. [11]
  MENG H, GE C T, REN N N, MA W Y, LU Y Z, LI C X. Complex extraction of phenol and cresol from model coal tar with polyols, ethanol amines, and ionic liquids thereof[J]. Ind Eng Chem Res, 2013,53(1):355-362.
12. [12]
  YAO C F, HOU Y C, REN S H, WU W Z, ZHANG K, JI Y A, LIU H. Efficient separation of phenol from model oils using environmentally benign quaternary ammonium-based zwitterions via forming deep eutectic solvents[J]. Chem Eng J, 2017,326:620-626. doi: 10.1016/j.cej.2017.06.007
13. [13]
  LIN K L, PAN J Y, CHEN Y W, CHENG R M, XU X C. Study the adsorption of phenol from aqueous solution on hydroxyapatite nanopowders[J]. J Hazard Mater, 2009,161(1):231-40. doi: 10.1016/j.jhazmat.2008.03.076
14. [14]
  SUN Shuang, LI Wei-kang, ZHANG Juan, ZHAO Di-shun. Research progress on application of polymeric ionic liquids in adsorption separation[J]. Mod Chem Ind, 2017,37(6):38-42.
15. [15]
  ARCHANA V, MEERA S, BEGUM K M, ANANTHARAMAN N. Studies on removal of phenol using ionic liquid immobilized polymeric micro-capsules[J]. Arabian J Chem, 2016,9(3):371-382. doi: 10.1016/j.arabjc.2013.03.017
16. [16]
  XIE K, SHAN C H, QI J S, QIAO S, ZENG Q S, ZHANG L Y. Study of adsorptive removal of phenol by MOF-5[J]. Desalin Water Treat, 2014,54(3):654-659.
17. [17]
  KOCZKUR M K, STAFANOS M, LAKSHMINARAYANA P, SARA E S. Polyvinylpyrrolidone (PVP) in nanoparticle synthesis[J]. Dalton Trans, 2015,44(41):17883-17905. doi: 10.1039/C5DT02964C
18. [18]
  AYNUR O A, TATIANA I N, IVA V V, MARK T C, TERRY W S, RAIPH K, GERRIT S. Multivariate discrimination between modes of toxic action of phenols[J]. Qsar Comb Sci, 2015,21(1):12-22.
19. [19]
  CHEN B L, CHEN Z M. Sorption of naphthalene and 1-naphthol by biochars of orange peels with different pyrolytic temperatures[J]. Chemosphere, 2009,76(1):123-133.
20. [20]
  ROSEN M J, LI F. The adsorption of gemini and conventional surfactants onto some soil solids and the removal of 2-naphthol by the soil surfaces[J]. J Colloid Interface Sci, 2001,234(2):418-424. doi: 10.1006/jcis.2000.7293
21. [21]
  WANG Y, HOU Y C, WU W Z, LIU D D, JI Y A, REN S H. Roles of hydrogen bond donor and hydrogen bond acceptor in the extraction of toluene from n-heptane using deep eutectic solvents[J]. Green Chem, 2016,10:3089-3097.
22. [22]
  HAN Peng-fei, ZHAO Hong, DONG Xu-feng, TAN Suo-kui, QI Min, JI Song. Effect of etching process on fast-epitaxial SiC thick films[J]. J Funct Mater, 2017,48(1):1135-1138.
23. [23]
  DUAN Z B, BU T T, BIAN H, ZHU L J, XIANG Y Z, XIA D D. Effective removal of phenylamine, quinoline and indol from light oil by β-cyclodextrin aqueous solution through molecular inclusion[J]. Energy Fuels, 2018,32(9):9280-9288. doi: 10.1021/acs.energyfuels.8b02086
24. [24]
  GAN Wu-peng, WANG Hong-xin. Study on activated carbon adsorption to remove phenol from wastewater and regeneration of the adsorbent[J]. Liaoling Chem Ind, 1999,28(6):337-339.
25. [25]
  ZENG Q C, WU D C, ZHOU C, XU F, FU R W, LI Z H, LIANG Y R, SU D S. Template-free fabrication of hierarchical porous carbon based on intra-/inter-sphere crosslinking of monodisperse styrene-divinylbenzene copolymer nanospheres[J]. Chem Commun, 2010,46(32):5927-5929. doi: 10.1039/c0cc00449a
1. [1]
  Jingke LIU , Jia CHEN , Yingchao HAN . Nano hydroxyapatite stable suspension system: Preparation and cobalt adsorption performance. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1763-1774. doi: 10.11862/CJIC.20240060
2. [2]
  Hui Wang , Abdelkader Labidi , Menghan Ren , Feroz Shaik , Chuanyi Wang . Recent Progress of Microstructure-Regulated g-C₃N₄ in Photocatalytic NO Conversion: The Pivotal Roles of Adsorption/Activation Sites. Acta Physico-Chimica Sinica, 2025, 41(5): 100039-0. doi: 10.1016/j.actphy.2024.100039
3. [3]
  Peng XU , Shasha WANG , Nannan CHEN , Ao WANG , Dongmei YU . Preparation of three-layer magnetic composite Fe₃O₄@polyacrylic acid@ZiF-8 for efficient removal of malachite green in water. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 544-554. doi: 10.11862/CJIC.20230239
4. [4]
  Zeyu XU , Anlei DANG , Bihua DENG , Xiaoxin ZUO , Yu LU , Ping YANG , Wenzhu YIN . Evaluation of the efficacy of graphene oxide quantum dots as an ovalbumin delivery platform and adjuvant for immune enhancement. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1065-1078. doi: 10.11862/CJIC.20240099
5. [5]
  Jing Wang , Pingping Li , Yuehui Wang , Yifan Xiu , Bingqian Zhang , Shuwen Wang , Hongtao Gao . Treatment and Discharge Evaluation of Phosphorus-Containing Wastewater. University Chemistry, 2024, 39(5): 52-62. doi: 10.3866/PKU.DXHX202309097
6. [6]
  Guang Huang , Lei Li , Dingyi Zhang , Xingze Wang , Yugai Huang , Wenhui Liang , Zhifen Guo , Wenmei Jiao . Cobalt’s Valor, Nickel’s Foe: A Comprehensive Chemical Experiment Utilizing a Cobalt-based Imidazolate Framework for Nickel Ion Removal. University Chemistry, 2024, 39(8): 174-183. doi: 10.3866/PKU.DXHX202311051
7. [7]
  Fugui XI , Du LI , Zhourui YAN , Hui WANG , Junyu XIANG , Zhiyun DONG . Functionalized zirconium metal-organic frameworks for the removal of tetracycline from water. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 683-694. doi: 10.11862/CJIC.20240291
8. [8]
  Wei Li , Jinfan Xu , Yongjun Zhang , Ying Guan . 共价有机框架整体材料的制备及食品安全非靶向筛查应用——推荐一个仪器分析综合化学实验. University Chemistry, 2025, 40(6): 276-285. doi: 10.12461/PKU.DXHX202406013
9. [9]
  Shuanglin TIAN , Tinghong GAO , Yutao LIU , Qian CHEN , Quan XIE , Qingquan XIAO , Yongchao LIANG . First-principles study of adsorption of Cl₂ and CO gas molecules by transition metal-doped g-GaN. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1189-1200. doi: 10.11862/CJIC.20230482
10. [10]
  Tingting Yu , Si Chen , Lianglong Sun , Tongtong Shi , Kai Sun , Xin Wang . Comprehensive Experimental Design for the Photochemical Synthesis, Analysis, and Characterization of Difluoropyrroles. University Chemistry, 2024, 39(11): 196-203. doi: 10.3866/PKU.DXHX202401022
11. [11]
  Zhongyan Cao , Shengnan Jin , Yuxia Wang , Yiyi Chen , Xianqiang Kong , Yuanqing Xu . Advances in Highly Selective Reactions Involving Phenol Derivatives as Aryl Radical Precursors. University Chemistry, 2025, 40(4): 245-252. doi: 10.12461/PKU.DXHX202405186
12. [12]
  Yongqing Kuang , Jie Liu , Jianjun Feng , Wen Yang , Shuanglian Cai , Ling Shi . Experimental Design for the Two-Step Synthesis of Paracetamol from 4-Hydroxyacetophenone. University Chemistry, 2024, 39(8): 331-337. doi: 10.12461/PKU.DXHX202403012
13. [13]
  Xiaosong PU , Hangkai WU , Taohong LI , Huijuan LI , Shouqing LIU , Yuanbo HUANG , Xuemei LI . Adsorption performance and removal mechanism of Cd(Ⅱ) in water by magnesium modified carbon foam. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1537-1548. doi: 10.11862/CJIC.20240030
14. [14]
  Ping ZHANG , Chenchen ZHAO , Xiaoyun CUI , Bing XIE , Yihan LIU , Haiyu LIN , Jiale ZHANG , Yu'nan CHEN . Preparation and adsorption-photocatalytic performance of ZnAl@layered double oxides. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1965-1974. doi: 10.11862/CJIC.20240014
15. [15]
  Fang Niu , Rong Li , Qiaolan Zhang . Analysis of Gas-Solid Adsorption Behavior in Resistive Gas Sensing Process. University Chemistry, 2024, 39(8): 142-148. doi: 10.3866/PKU.DXHX202311102
16. [16]
  Jiali CHEN , Guoxiang ZHAO , Yayu YAN , Wanting XIA , Qiaohong LI , Jian ZHANG . Machine learning exploring the adsorption of electronic gases on zeolite molecular sieves. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 155-164. doi: 10.11862/CJIC.20240408
17. [17]
  Yang ZHOU , Lili YAN , Wenjuan ZHANG , Pinhua RAO . Thermal regeneration of biogas residue biochar and the ammonia nitrogen adsorption properties. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1574-1588. doi: 10.11862/CJIC.20250032
18. [18]
  Jianan Zhang , Mengzhen Xu , Jiamin Liu , Yufei He . 面向“双碳”目标的脱氯吸附剂开发研究型综合实验设计. University Chemistry, 2025, 40(6): 248-255. doi: 10.12461/PKU.DXHX202408068
19. [19]
  Xueqi Yang , Juntao Zhao , Jiawei Ye , Desen Zhou , Tingmin Di , Jun Zhang . 调节NNU-55(Fe)的d带中心以增强CO₂吸附和光催化活性. Acta Physico-Chimica Sinica, 2025, 41(7): 100074-0. doi: 10.1016/j.actphy.2025.100074
20. [20]
  Fei Xie , Chengcheng Yuan , Haiyan Tan , Alireza Z. Moshfegh , Bicheng Zhu , Jiaguo Yu . d-Band Center Regulated O₂ Adsorption on Transition Metal Single Atoms Loaded COF: A DFT Study. Acta Physico-Chimica Sinica, 2024, 40(11): 2407013-0. doi: 10.3866/PKU.WHXB202407013

Get Citation

PDF

XML

Metrics

PDF Downloads(8)
Abstract views(1453)
HTML views(216)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142