Surface Functional Modification of Graphene and Graphene Oxide
Received date: 2016-07-24
Online published: 2016-10-20
Supported by
Project supported by the Science and Technology Planning Project of Guangdong Province (Nos. 2015B020240002, 2015A030401059).
Graphene and graphene oxide have attracted tremendous interest over the past decade due to their unique electronic, optical, mechanical, and chemical properties. Pristine graphene is desirable for applications that require a high electrical conductivity, while many other applications require modified or functionalized forms such as graphene oxide due to its good dispersibility in various solvents. Surface functional modification of graphene and graphene oxide is of crucial importance for their broad applications. Functionalization of graphene enables this material to be processed by solvent assisted techniques, such as layer-by-layer assembly, filtration. It also prevents the agglomeration of single layer graphene and maintains the inherent properties. Structurally modifying graphene and graphene oxide through chemical functionalization reveals the numerous possibilities for tuning its structure. Several chemical and physical functionalization methods have been explored to improve the stabilization and modification of graphene. This review focuses on the surface functional modification of graphene and graphene oxide. The preparation method, basic structure and properties of graphene and graphene oxide were briefly described firstly. On the one hand, in the light of bonding characteristic, the surface functionalization of graphene and graphene oxide is divided into non-covalent binding modification, covalent binding modification and elemental doping. On the other hand, non-covalent functionalization contains four categories: π-π stacking, hydrogen bonding, ionic bonding effect and electrostatic interaction. Meanwhile, covalently functionalization includes four categories: carbon skeleton modification, hydroxy modification, carboxy modification and epoxy group modification due to the reactive functional groups. Doping functionalization consists of N, B, P and other different elements. According to the classification of surface structure characteristics, selected typical case has described the functional modification process in detail. The properties and application prospects of the modified products are also summarized. Finally, current challenges and future research directions are also presented in terms of surface functional modification for graphene and graphene oxide.
Key words： graphene; graphene oxide; functionalization; modification
Huang Guojia , Chen Zhigang , Li Maodong , Yang Bo , Xin Mingliang , Li Shiping , Yin Zongjie . Surface Functional Modification of Graphene and Graphene Oxide[J]. Acta Chimica Sinica, 2016 , 74(10) : 789 -799 . DOI: 10.6023/A16070360
[1] Novoselov, K. S.; Geim, A. K.; Morozov, S. V.; Jiang, D.; Zhang, Y.; Dubonos, S. V.; Grigorieva, I. V.; Firsov, A. Science 2004, 306, 666.
[2] Lee, C.; Wei, X.; Kysar, J. W.; Hone, J. Science 2008, 321, 385.
[3] Balandin, A. A.; Ghosh, S.; Bao, W.; Calizo, I.; Teweldebrhan, D.; Miao, F.; Lau, C. N. Nano Lett. 2008, 8, 902.
[4] Orlita, M.; Faugeras, C.; Plochocka, P.; Neugebauer, P.; Martinez, G.; Maude, D. K.; Barra, A. L.; Sprinkle, M.; Berger, C.; de Heer, W. A.; Potemski, M. Phys. Rev. Lett. 2008, 101, 267601.
[5] Kong, L.; Zhou, X.; Fan, S.; Li, Z.; Gu, Z. Acta Chim. Sinica 2016, 74, 620. (孔丽娟, 周晓燕, 范赛英, 李在均, 顾志国, 化学学报, 2016, 74, 620.)
[6] Stoller, M. D.; Park, S. J.; Zhu, Y. W.; An, J. H.; Ruoff, R. S. Nano Lett. 2008, 8, 3498.
[7] Nair, R. R.; Blake, P.; Grigorenko, A. N.; Novoselov, K. S.; Booth, T. J.; Stauber, T.; Peres, N. M. R.; Geim, A. K. Science 2008, 320, 1308.
[8] Reina, A.; Jia, X.; Ho, J.; Nezich, D.; Son, H.; Bulovic, V.; Dresselhaus, M. S.; Kong, J. Nano Lett. 2009, 9, 30.
[9] Kuilla, T.; Bhadra, S.; Yao, D.; Kim, N. H.; Bose, S.; Lee, J. H. Prog. Polym. Sci. 2010, 35, 1350.
[10] Stankovich, S.; Dikin, D. A.; Dommett, G. H. B.; Kohlhaas, K. M.; Zimney, E. J.; Stach, E. A.; Piner, R. D.; Nguyen, S. T.; Ruoff, R. S. Nature 2006, 442, 282.
[11] Dai, J.; Lang, M. Acta Chim. Sinica 2012, 70(11), 1237. (戴静, 郎美东, 化学学报, 2012, 70(11), 1237.)
[12] Zhang, S. Acta Chim. Sinica 2012, 70(12), 1394. (张树鹏, 化学学报, 2012, 70(12), 1394.)
[13] Heo, J.; Oh, J. W.; Ahn, H. I.; Lee, S. B.; Cho, S. E.; Kim, M. R.; Lee, J. K.; Kim, N. Synth. Met. 2010, 160, 2143.
[14] Li, Y.; Hu, Y.; Zhao, Y.; Shi, G. Q.; Deng, L. E.; Hou, Y. B.; Qu, L. T. Adv. Mater. 2011, 23, 776.
[15] Xie, W.-J.; Fu, Y.-Y.; Ma, H.; Zhang, M.; Fan, L.-Z. Acta Chim. Sinica 2012, 70, 2169. (谢文菁, 傅英懿, 马红, 张沫, 范楼珍, 化学学报, 2012, 70, 2169.)
[16] Shi, X.; Gu, W.; Peng, W.; Li, B.; Chen, N.; Zhao, K.; Xian, Y. ACS Appl. Mater. Interf. 2014, 6, 2568.
[17] Ba, H.; Podila, S.; Liu, Y.; Mua, X.; Nhuta, J. M.; Papaefthimiou, V.; Zafeiratos, S.; Granger, P.; Huu, C. Catal. Today 2015, 249, 167.
[18] Li, Y.; Wang, H.; Xie, L.; Liang, Y.; Hong, G.; Dai, H. J. Am. Chem. Soc. 2011, 133, 7296.
[19] Zhang, W.; Guo, Z.; Huang, D.; Liu, Z.; Guo, X.; Zhong, H. Biomaterials 2011, 32, 8555.
[20] Weaver, C.; Larosa, J.; Luo, X.; Cui, X. ACS Nano 2014, 8, 1834.
[21] Zhang, L.; Xia, J.; Zhao, Q.; Liu, L.; Zhang, Z. Small 2010, 6, 537.
[22] Dryer, D.; Park, S.; Bielawski, C. W.; Ruoff, R. S. Chem. Soc. Rev. 2010, 39, 229.
[23] Park, S.; Hu, Y.; Hwang, J. O.; Lee, E. S.; Casabianca, L. B.; Cai, W.; Potts, J. R.; Ha, H. W.; Chen, S.; Oh, J.; Kim, S. O.; Kim, Y.; Ishii, Y.; Ruoff, R. Nat. Commun. 2012, 3, 638.
[24] Hunter, C. A.; Lawson, K. R.; Perkins, C.; Urch, C. J. J. Chem. Soc. Perkin Trans. 2001, 2, 651.
[25] Georgakilas, V.; Tiwari, J. N.; Kemp, K. C.; Perman, J. A.; Bourlinos, A. B.; Kim, K. S.; Zboril, R. Chem. Rev. 2016, 116(9), 5464.
[26] Kuila, T.; Bose, S.; Mishra, A. K.; Khanra, P.; Kim, N. H.; Lee, J. H. Prog. Mater. Sci. 2012, 57(7), 1061.
[27] Georgakilas, V.; Otyepka, M.; Bourlinos, A. B.; Chandra, V.; Kim, N.; Kemp, K. C. Chem. Rev. 2012, 112(11), 6156.
[28] Bai, H.; Li, C.; Shi, G. Adv. Mater. 2011, 23, 1089.
[29] Zhou, L.; Zhang, L.; Liao, L.; Yang, M.; Xie, Q.; Peng, H.; Liu, Z.; Liu, Z. Acta Chim. Sinica 2014, 72(3), 289. (周琳, 张黎明, 廖磊, 杨明媚, 谢芹, 彭海琳, 刘志荣, 刘忠范, 化学学报, 2014, 72(3), 289.)
[30] Yu, X.; Sheng, K.; Chen, J.; Li, C.; Shi, G. Acta Chim. Sinica 2014, 72, 319. (于小雯, 盛凯旋, 陈骥, 李春, 石高全, 化学学报, 2014, 72, 319.)
[31] Lei, Z.; Zhang, J.; Zhang, L. L.; Kumar, N. A.; Zhao, X. S. Energy Environ. Sci. 2016, 9(6), 1891.
[32] Wen, L.; Liu, C.; Song, R.; Luo, H.; Shi, Y.; Li, F.; Cheng, H. Acta Chim. Sinica 2014, 72(3), 333. (闻雷, 刘成名, 宋仁升, 罗洪泽, 石颖, 李峰, 成会明, 化学学报, 2014, 72(3), 333.)
[33] Szabó, T.; Berkesi, O.; Forgó, P.; Josepovits, K.; Sanakis, Y.; Petridis, D.; Dékány, I. Chem. Mater. 2006, 18, 2740.
[34] Mkhoyan, K. A.; Contryman, A. W.; Silcox, J.; Stewart, D. A.; Eda, G.; Mattevi, C.; Miller, S.; Chhowalla, M. Nano Lett. 2009, 9, 1058.
[35] Tang, C.; Wu, J.; Wan, Y.; Zhang, Z.; Kang, J.; Xiang, Y.; Zhu, W. Acta Chim. Sinica 2015, 73, 1189. (唐春梅, 邬佳仁, 万一民, 张振俊, 康静, 向圆圆, 朱卫华, 化学学报, 2015, 73, 1189.)
[36] Mayorov, A. S.; Gorbachev, R. V.; Morozov, S. V.; Britnell, L.; Jalil, R.; Ponomarenko, L. A.; Blake, P.; Novoselov, K. S.; Watanabe, K.; Taniguchi, T.; Geim, A. K. Nano Lett. 2011, 11, 2396.
[37] Gao, W.; Alemany, L. B.; Ci, L.; Ajayan, P. M. Nat. Chem. 2009, 1(5), 403.
[38] Gómez-Navarro, C.; Weitz, R. T.; Bittner, A. M.; Scolari, M.; Mews, A.; Burghard, M.; Kern, K. Nano Lett. 2007, 7(11), 3499.
[39] Moon, I. K.; Lee, J.; Ruoff, R. S.; Lee, H. Nat. Commun. 2010, 1(6), 73.
[40] Liu, L.; Zhang, J.; Zhao, J.; Liu, F. Nanoscale 2012, 4(19), 5910.
[41] Suk, J. W.; Piner, R. D.; An, J.; Ruoff, R. S. ACS Nano 2010, 4(11), 6557.
[42] Gómez-Navarro, C.; Burghard, M.; Kern, K. Nano Lett. 2008, 8(7), 2045.
[43] Lin, Y.; Guo, X. Acta Chim. Sinica 2014, 72, 277. (林源为, 郭雪峰, 化学学报, 2014, 72, 277.)
[44] Guo, Y.; Li, W.; Zheng, M.; Huang, Y. Acta Chim. Sinica 2014, 72, 713. (郭颖, 李午戊, 郑敏燕, 黄怡, 化学学报, 2014, 72, 713.)
[45] Georgakilas, V.; Otyepka, M.; Bourlinos, A. B.; Chandra, V.; Kim, N.; Kemp, K. C.; Hobza, P.; Zboril, R.; Kim, K. S. Chem. Rev. 2012, 112, 6156.
[46] Kozlov, S. M.; Vines, F.; Gorling, A. Carbon 2012, 50, 2482.
[47] Xu, Y.; Bai, H.; Lu, G.; Li, C.; Shi, G. J. Am. Chem. Soc. 2008, 130(18), 5856.
[48] Bai, H.; Xu, Y.; Zhao, L.; Li, C.; Shi, G. Chem. Commun. 2009, 13, 1667.
[49] Sheng, K.; Xu, Y.; Li, C.; Shi, G. New Carbon Mater. 2011, 26(1), 9.
[50] Hou, C.; Huang, T.; Wang, H.; Yu, H.; Zhang, Q.; Li, Y. Sci. Rep. 2013, 3, 3138.
[51] Lee, D. W.; Kim, T.; Lee, M. Chem. Commun. 2011, 47, 8259.
[52] Su, Q.; Pang, S.; Alijani, V.; Li, C.; Feng, X.; Mullen, K. Adv. Mater. 2009, 21, 3191.
[53] Yang, X.; Zhang, X.; Liu, Z.; Ma, Y.; Huang, Y.; Chen, Y. J. Phys. Chem.C 2008, 112(45), 17554.
[54] Patil, A. J.; Vickery, J. L.; Scott, T. B.; Mann, S. Adv. Mater. 2009, 21, 3159.
[55] Chang, H. X.; Wang, G. F.; Yang, A.; Tao, X. M.; Liu, X. Q.; Shen, Y. D.; Zheng, Z. J. Adv. Funct. Mater. 2010, 20, 2893.
[56] Valles, C.; Drummond, C.; Saadaoui, H.; Furtado, C. A.; He, M.; Roubeau, O.; Ortolani, L.; Monthioux, M.; Penicaud, A. J. Am. Chem. Soc. 2008, 130, 15802.
[57] Wu, Q.; Xu, Y.; Yao, Z.; Liu, A.; Shi, G. ACS Nano 2010, 4(4), 1963.
[58] Li, D.; Muller, M.; GiljE, S.; Kaner, R.; Wallace, G. Nat. Nanotech. 2008, 3, 101.
[59] Lerf, A.; He, H. Y.; Forster, M.; Klinowski, J. J. Phys. Chem. B 1998, 102, 4477.
[60] Chua, C. K.; Pumera, K. Chem. Soc. Rev. 2013, 42, 3222.
[61] Sinitskii, A.; Dimiev, A.; Corley, D. A.; Fursina, A. A.; Ko-synkin, D. V.; Tour, J. M. ACS Nano 2010, 4(4), 1949.
[62] Xia, Z.; Leonardi, F.; Gobbi, M.; Liu, Y.; Bellani, V.; Liscio, A.; Kovtun, A.; Li, R.; Feng, X.; Orgiu, E.; Samori, P.; Treossi, E.; Palermo, V. ACS Nano 2016, 10(7), 7125.
[63] Bouša, D.; Jankovský, O.; Sedmidubský, D.; Luxa, J.; Šturala, J.; Pumera, M.; Sofer, Z. Chemistry 2015, 21(49), 17728.
[64] Farquhar, A. K.; Dykstra, H. M.; Waterland, M. R.; Downard, A. J.; Brooksby, P. A. J. Phys. Chem. C 2016, 120(14), 7543.
[65] Jin, Z.; Mcnicholas, T. P.; Shih, C. J.; Wang, Q. H.; Paulus, G. L. C.; Hilmer, A. J.; Shimizu, S.; Strano, M. S. Chem. Mater. 2011, 23(14), 3362.
[66] Lu, Y. Z.; Jiang, Y. Y.; Wei, W. T.; Wu, H. B.; Liu, M. M.; Niu, L.; Chen, W. J. Mater. Chem. 2012, 22(7), 2929.
[67] Yuan, J. C.; Chen, G. H.; Weng, W. G.; Xu, Y. Z. J. Mater. Chem. 2012, 22, 7929.
[68] Lai, C.; Sun, Y.; Yang, H.; Zhang, X.; Lin, B. Acta Chim. Sinica 2013, 71(9), 1201. (来常伟, 孙莹, 杨洪, 张雪勤, 林保平, 化学学报, 2013, 71(9), 1201.)
[69] Yang, X.; Ma, L.; Wang, S.; Li, Y.; Tu, Y. Polymer 2011, 52(14), 3046.
[70] Wang, Z.; Ge, Z.; Zheng, X.; Chen, N.; Peng, C.; Fan, C.; Huang, Q. Nanoscale 2011, 4(2), 394.
[71] Nanda, S. S.; Papaefthymiou, G. C.; Dong, K. Y. Crit. Rev. Solid State 2015, 40(5), 1.
[72] Lonkar, S. P.; Deshmukh, Y. S.; Abdala, A. A. Nano Res. 2014, 8(4), 1.
[73] Cao, Y.; Lai, Z.; Feng, J.; Wu, P. J. Mater. Chem. 2011, 21(25), 9271.
[74] Mohanty, N.; Berry, V. Nano Lett. 2008, 8(12), 4469.
[75] Liu, J.; Liu, Z.; Barrow, C. J.; Yang, W. Anal. Chim. Acta 2015, 859, 1.
[76] Liu, Z.; Robinson, J. T.; Sun, X.; Dai, H. J. Am. Chem. Soc. 2008, 130(33), 10876.
[77] Yang, H.; Kwon, Y.; Kwon, T.; Lee, H.; Kim, B. J. Small 2012, 8, 3161.
[78] Zhu, D. Y.; Xiao, Z. Y.; Liu, X. M. Int. J. Hydrogen Energy 2015, 40, 5081.
[79] Wu, Q.; Sun, Y.; Bai, H.; Shi, G. Phys. Chem. Chem. Phys., 2011, 13, 11193.
[80] Zhou, H.; Wang, X.; Yu, P.; Chen, X.; Mao, L. Analyst 2011, 137(2), 305.
[81] Collins, W. R.; Schmois, E.; Swager, T. M. Chem. Commun. 2011, 47(31), 8790.
[82] Wang, X.; Shi, G. Phys. Chem. Chem. Phys. 2015, 17, 28484.
[83] Yao, B.; Li, C.; Ma, J.; Shi, G. Phys. Chem. Chem. Phys. 2015, 17, 19538.
[84] Zhang, Y.; Liang, Y.; Zhou, J. Acta Chim. Sinica 2014, 72, 367. (张芸秋, 梁勇明, 周建新, 化学学报, 2014, 72, 367.)
[85] Duan, X.; Indrawirawan, S.; Sun, H.; Wang, S. Catal. Today 2015, 249, 184.
[86] Li, X.; Wang, H.; Robinson, J. T.; Sanchez, H.; Diankov, G.; Dai, H. J. Am. Chem. Soc. 2009, 131(43), 15939.
[87] Jafari, A.; Ghoranneviss, M.; Elahi, A. S. J. Cryst. Growth 2016, 438, 70.
[88] Xie, Z.; Zuo, X.; Zhang, G.; Li, Z.; Wang, C. Chem. Phys. Lett. 2016, 657, 18.
/
| 〈 |
|
〉 |
