中文
Announcement
More
Progress in Chemistry 2009, Vol. 21 Issue (10): 2084-2092 Previous Articles   Next Articles

• Review •

Functionalization of Carbon Nanotubes through Free Radical Reaction

Guo Guiquan1*;   Wu Limin1;  Wang Changchun2;   Fang Junfeng3   

  1. (1, Department of Material Sciences, Fudan University, Shanghai 200433, China;  2, Department of Macromolecular Science, Fudan University, Shanghai 200433, China;  3, Shanghai Shine Petroleum Pipe Special Coating Material Co., Ltd, Shanghai 200491, China)
  • Received: Revised: Online: Published:
  • Contact: Guo Guiquan E-mail:ggqdog@126.com
PDF ( 2669 ) Cited
Export

EndNote

Ris

BibTeX

Due to their outstanding electronic, optical and mechanical properties, carbon nanotubes (CNTs) are studied extensively recently, but their poor dispersibility in solvent and bad compatibility with other materials critically limit their application, many approaches and methods for functionalization of CNTs have been reported to solve these problems. All kinds of methods to modification of CNTs with free radical reaction are reviewed in this paper, which include small molecules and macromolecules. Small molecular reaction include diazonium salts, initiator decompose free radicals, carbene free radicals, and nitrene free radicals. Macromolecules grafting include ATRP, RAFT, NMP, Ce(IV) ions initiation polymerizaiton, in situ bulk polymerization, solution polymerization, precipitation polymerization, emulsion polymerization, soap-free emulsion polymerization and so on. In this paper, the free radicals generated by other methods to functionalize CNTs are also reviewed briefly.

Contents
1 Introduction
2 Functionalization of CNTs with small molecular radical
2.1 Functionalization of CNTs with aryl diazonium salt
2.2 Functionalization of CNTs with peroxide
2.3 Functionalization of CNTs with azo compound
2.4 Functionalization of CNTs with carbene radicals
3 Functionalization of CNTs with radical polymerization
3.1 The “graft from” method
3.2 The “graft to” method
4 Outlook

CLC Number: 

[ 1 ]  Iijima S. Nature , 1991 , 354 (6348) : 56 —58
[ 2 ]  Ebbesen T W, Ajayan P M. Nature , 1992 , 358 (6383) : 220 —222
[ 3 ]  贾秀红(Jia X H) . 炭素技术(Carbon Techniques) , 2004 , 23 (3) :25 —30
[ 4 ]  姜靖雯(Jiang J W) , 彭峰( Peng F) . 材料科学与工程学报(Journal of Materials Science and Engineering) , 2003 , 21 ( 3) :464 —468
[ 5 ]  袁倬斌(Yuan Z B) , 王月伶(Wang Y L) , 张君(Zhang J ) 等. 化学通报(Chemistry) , 2004 , 7 :473 —476
[ 6 ]  Britz D A , Khlobystov A N. Chem. Soc. Rev. , 2006 , 35 (7) :637 —659
[ 7 ]  Moore V C , Strano M S , Haroz E H , et al . Nano Letters , 2003 , 3(10) : 1379 —1382
[ 8 ]  Zhang J , Lee J K, Wu Y, et al . Nano Letters , 2003 , 3 (3) : 403 —407
[ 9 ]  O′Connell MJ , Boul P , Ericson L M, et al . Chem. Phys. Lett . ,2001 , 342 (3P4) : 265 —271
[10 ]  Star A , Steuerman D W, Heath J R , et al . Angew. Chem. Int .Ed. ,2002 , 41 (14) : 2508 —2512
[11 ]  Wang Z H , Wang Y M, Luo G A. Analyst , 2002 , 127 ( 10) :1353 —1358
[12 ]  Azamian B R , Davis J J , Coleman KS , et al . J . Am. Chem. Soc. ,2002 , 124 (43) : 12664 —12665
[13 ]  Dieckmann G R , Dalton A B , Johnson P A , et al . J . Am. Chem.Soc. , 2003 , 125 (7) : 1770 —1777
[14 ]  Tsang S C , Chen Y K, Harris J P F , et al . Nature , 1994 , 372(6502) : 159 —162
[15 ]  Hiura H , Ebbesen T W, Tanigaki K. Adv. Mater. , 1995 , 7 (3) :275 —276
[16 ]  Barthos R , Mehn D , Demortier A , et al , Carbon , 2005 , 43 (2) :321 —325
[17 ]  Pekker S , Salvetat J P , Jakab E , et al . J . Phys. Chem. B , 2001 ,105 (33) : 7938 —7943
[18 ]  Mickelson E T, Huffman C B. Chem. Phys. Lett . , 1998 , 296 (1/2) : 188 —194
[19 ]  Xu Y Y, Gao C , Kong H , et al . Macromolecules , 2004 , 37 (24) :8846 —8853
[20 ]  Wu W, Zhang S , Li Y, et al . Macromolecules , 2003 , 36 (17) :6286 —6288
[21 ]  朱为宏(Zhu W H) , 朱世琴(Zhu S Q) , 田禾(Tian H) . 有机化学(Chinese Journal of Organic Chemistry) , 2002 , 22 (12) : 964 —973
[22 ]  曹茂盛(Cao M S) , 邱成军(Qiu C J ) , 朱静(Zhu J ) . 航空材料学报(Journal of Aeronatical Materials) , 2003 , 23 (4) : 59 —62
[23 ]  刘璐琪(Liu L Q) , 郭志新(Guo Z X) , 戴黎明(Dao L M) 等. 科学通报(Chinese Science Bulletin) , 2001 ,46 (19) :1590 —1596
[24 ]  张春山(Zhang C S) , 邵曼君(Shao MJ ) . 化工新型材料(New Chemical Materials) , 2004 , 32 (7) : 1 —5
[25 ]  Tasis D , Tagmatarchis N , Bianco A , et al . Chem. Rev. , 2006 ,106 : 1105 —1136
[26 ]  Banerjee S , Hemraj-Benny T, Wong S S. Adv. Mater. , 2005 , 17(1) : 17 —29
[27 ]  Ajayan P M. Chem. Rev. , 1999 , 99 : 1787 —1799
[28 ]  Bahr J L , Yang J , Tour J M, et al . J . Am. Chem. Soc. , 2001 ,123 : 6536 —6542
[29 ]  Bahr J L , Tour J M. Chem. Mater. , 2001 , 13 : 3823 —3824
[30 ]  Banerjee S , Kahn M G C , Wang S S. Chem. Eur. J . , 2003 , 9 :1898 —1908
[31 ]  Dyke C A , Tour J M. Nano Letters , 2003 , 3 (9) : 1215 —1218
[32 ]  Davis V A ,Ericson L M,Smalley R E. Macromolecules , 2004 , 37 :154 —160
[33 ]  Hudson J L , Casavant MJ , Tour J M. J . Am. Chem. Soc. , 2004 ,126 : 11158 —11159
[34 ]  Dyke C A ,Tour J M. Chem. Eur. J . , 2004 , 10 : 812 —817
[35 ]  Heald C G R , Wildgoose G G, Jiang L , et al . ChemPhysChem ,2004 , 5 :1794 —1799
[36 ]  Umek P , Seo J W, Hernadi K, et al . Chem. Mater. , 2003 , 15 :4751 —4755
[37 ]  Ying YM, Saini R K, Liang F , et al . Organic letters , 2003 , 5 (9) :1471 —1473
[38 ]  Deng Y H , Deng C H , Yang D , et al . Chem. Commun. , 2005 ,5548 —5550
[39 ]  Coleman K S , Bailey S R , Green M L H , et al . J . Am. Chem.Soc. , 2003 , 125 : 8722 —8723
[40 ]  Hu H , Zhao B , Hamon M A , et al . J . Am. Chem. Soc. , 2003 ,125 : 14893 —14900
[41 ]  Holzinger M,Abraham J , Whelan P , et al . J . Am. Chem. Soc. ,2003 , 125 : 8566 —8580
[42 ]  Kong H , Gao C , Yan D Y. J . Am. Chem. Soc. , 2004 , 126 ,412 —413
[43 ]  Kong H , Gao C , Yan D Y. Macromolecules , 2004 , 37 :4022 —4030
[44 ]  Kong H , Li W W, Yan D Y, et al . Macromolecules , 2004 , 37 :6683 —6686
[45 ]  Qin S H , Qin D Q , Ford W T, et al . J . Am. Chem. Soc. , 2004 ,126 : 170 —176
[46 ]  Qin S H , Qin D Q , Ford W T, et al . Macromolecules , 2004 , 37 :752 —757
[47 ]  Baskaran D , Mays J W, Bratcher M S. Angew. Chem. Int . Ed. ,2004 , 116 :2190 —2194
[48 ]  Wang G J , Huang S Z, Wang Y, et al . Polymer ,2007 , 48 (3) :728 —733
[49 ]  Xu G Y, Wu W T, Wang Y S , et al . Polymer , 2006 , 47 (16) :5909 —5918
[50 ]  Zhao X D , Fan X H , Chen X F , et al . Journal of Polymer Science :Part A: Polymer Chemistry , 2006 , 44 (15) : 4656 —4667
[51 ]  Yang Y K, Xie XL , Wu J G, et al . Journal of Polymer Science Part A: Polymer Chemistry , 2006 , 44 (12) : 3869 —3881
[52 ]  Ha J U , Kim M, LEE J W, et al . Journal of Polymer Science Part A: Polymer Chemistry , 2006 , 44 (21) : 6394 —6401
[53 ]  Yang D , Guo G Q , Hu J H , et al . J . Mater. Chem. , 2008 , 18 :350 —354
[54 ]  Jia ZJ , Wang Z Y, Xu C L , et al . Mater. Sci . Eng. A , 1999 ,271 : 395 —400
[55 ]  贾志杰(Jia Z J ) , 王正元(Wang Z Y) , 徐才录(Xu C L) 等. 材料开发与应用(Development and Application of Matericals) , 1998 ,13 (6) : 22 —26
[56 ]  贾志杰(Jia Z J ) , 王正元(Wang Z Y) , 梁吉(Liang J ) 等. 材料工程(Journal of Materids Engineering) , 1998 , 6 : 3 —7
[57 ]  沈广霞(Shen G X) , 庄燕燕(Zhuang Y Y) , 林昌健(Lin C J ) .化学进展(Progress in Chemistry) , 2004 , 16 (1) : 21 —25
[58 ]  Qin S H , Qin D Q , Fordm W T, et al . Macromolecules , 2004 , 37(11) : 3965 —3967
[59 ]  Qin S H , Qin D Q , Ford W T, et al . Macromolecules , 2004 , 37(26) : 9963 —9967
[60 ]  Chen S M, Wu G Z, Liu Y D , et al . Macromolecules , 2006 , 39(1) : 330 —334
[61 ]  Guo GQ , Yang D , Wang C C , et al . Macromolecules ,2006 , 39 :9035 —9040
[62 ]  Guo G Q , Qin F , Yang D , et al . Chem. Mater. , 2008 , 20 :2291 —2297
[63 ]  Shaffer M S P , Koziol K. Chem. Commun. , 2002 , 2074 —2075
[64 ]  Xia H S , Wang Q , Qiu G H. Chem. Mater. , 2003 , 15 : 3879 —3886
[65 ]  Hwang GL ,Shich YT,Hwang KC. Adv. Funct . Mater. , 2004 , 14(5) : 487 —491
[66 ]  Yang D , Hu J H , Wang C C ,et al . Carbon , 2006 , 44 : 3161 —3167
[67 ]  Liu Y Q , Yao Z L , Adronov A. Macromolecules , 2005 , 38 (4) :1172 —1179
[68 ]  Koshio A , Yudasaka M, Zhang M, et al . Nano Letters , 2001 , 1(7) : 361 —363
[69 ]  Yudasaka M, Zhang M, Koshio A , et al . Applied Physics A , 2001 ,73 (3) : 281 —285
[70 ]  Lou X D , Detrembleur C , Sciannamea V , et al . Polymer , 2004 , 45(18/19) : 6097 —6102
[71 ]  Xie L , Xu F , Qiu F , et al . Macromolecules , 2007 , 40 : 3296 —3305

[1] Yandong Dou, Shasha Ying, Chenqing Zhang, Liyang Yu, Ken Zheng, Qing Zhu*. Recent Advances in C-H Azidation Catalyzed by Metals [J]. Progress in Chemistry, 2017, 29(2/3): 293-299.
[2] Feng Yanyan, Jin Ming, Wan Decheng. A Bridge Spanning Microscopic to Macroscopic Assembly: Application of the Technique of Polymerization of Concentrated Emulsion [J]. Progress in Chemistry, 2016, 28(11): 1658-1663.
[3] Luo Zhong, Cai Kaiyong, Zhang Beilu, Duan Lin, Liu Aiping, Gong Duan. Application of Mesoporous Silica Nanoreservoir in Smart Drug Controlled Release Systems [J]. Progress in Chemistry, 2011, 23(11): 2326-2338.
[4] Xia Wenjian, Meng Lingjie, Liu Li, Lu Qinghua. Carbon Nanotubes Decorated with Noble Metal Nanoparticles [J]. Progress in Chemistry, 2010, 22(12): 2298-2308.
[5] Wu Wei1|He Quanguo1**|Chen Hong2. Surface Functionalization and Application for Magnetic Iron Oxide Nanoparticles
[J]. Progress in Chemistry, 2008, 20(0203): 265-272.
[6] xu haifeng, Tang Ruiren*, Gong Nianhua, Liu Changhui, Zhou Yaping. Aerobic Oxidation Reactions Catalyzed by N-Hydroxyphthalimide and Its Analogues [J]. Progress in Chemistry, 2007, 19(11): 1736-1745.
[7] Wu Yikang,Wu Yulin. A New Era for Organic Synthesis Highlights of the Recent Progress [J]. Progress in Chemistry, 2007, 19(01): 6-34.