Noncovalent functionalization of SWNTs with azobenzene-containing polymers: Solubility, stability, and enhancement of photoresponsive properties

Journal of Physical Chemistry C

Volumn 115, Issue 11, 2011, Pages 4533-4539

  Vijayakumar, Chakkooth ^a   Balan, Bijitha ^a   Kim, Mi Jeong ^a,b   Takeuchi, Masayuki ^a  

^a NATIONAL INSTITUTE FOR MATERIALS SCIENCE   (Japan)

^b Samsung Advanced Institute of Technology (SAIT)   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

AZOBENZENE CHROMOPHORE; AZOBENZENE-CONTAINING POLYMER; ELECTRONIC INTERACTIONS; NANOTUBE SURFACE; NON-COVALENT FUNCTIONALIZATION; PARENT POLYMERS; PHOTO-ALIGNMENT; PHOTO-RESPONSIVE PROPERTY; PHOTOACTIVE POLYMERS; PHOTOINDUCED BIREFRINGENCE; STACKING INTERACTION; SWNT COMPOSITES; THERMAL STABILITY;

CHROMOPHORES; FUNCTIONAL POLYMERS; HYBRID MATERIALS; ORGANIC SOLVENTS; SINGLE-WALLED CARBON NANOTUBES (SWCN); SOLUBILITY;

POLYMERS;

EID: 79952823063     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp111248r     Document Type: Article

References (95)

1. Iijima, S. Nature 1991, 354, 56-58
2. Ajayan, P. M. Chem. Rev. 1999, 99, 1787-1800
3. Carbon Nanotubes: Basic Concepts and Physical Properties; Reich, S.; Thomsen, C.; Maultzsch., J., Eds.; VCH: Weinheim, Germany, 2004.
4. Sun, Y.-P.; Fu, K.; Lin, Y.; Huang, W. Acc. Chem. Res. 2002, 35, 1096-1104
5. Andrews, R.; Jacques, D.; Qian, D.; Rantell, T. Acc. Chem. Res. 2002, 35, 1008-1017
6. Niyogi, S.; Hamon, M. A.; Hu, H.; Zhao, B.; Bhowmik, P.; Sen, R.; Itkis, M. E.; Haddon, R. C. Acc. Chem. Res. 2002, 35, 1105-1113
7. Eder, D. Chem. Rev. 2010, 110, 1348-1385
8. Holzinger, M.; Vostrowsky, O.; Hirsch, A.; Henrich, F.; Kappes, M.; Weiss, R.; Jellen, F. Angew. Chem., Int. Ed. 2001, 40, 4002-4005
9. Hirsch, A. Angew. Chem., Int. Ed. 2002, 41, 1853-1859
10. Tasis, D.; Tagmatarchis, N.; Georgakilas, V.; Prato, M. Chem.-Eur. J. 2003, 9, 4000-4008
11. Li, H. M.; Cheng, F. O.; Duft, A. M.; Adronov, A. J. Am. Chem. Soc. 2005, 127, 14518-14524
12. Tasis, D.; Tagmatarchis, N.; Bianco, A.; Prato, M. Chem. Rev. 2006, 106, 1105-1136
13. Karousis, N.; Tagmatarchis, N.; Tasis, D. Chem. Rev. 2010, 110, 5366-5397
14. O'Connel, M. J.; Boul, P.; Ericson, L. M.; Huffman, C.; Wang, Y.; Haroz, E.; Kuper, C.; Tour, J.; Ausman, K. D.; Smalley, R. E. Chem. Phys. Lett. 2001, 342, 265-271
15. Zheng, M.; Jagota, A.; Semke, E. D.; Diner, B. A.; Mclean, R. S.; Lustig, S. R.; Richardson, R. E.; Tassi, N. G. Nature Mater. 2003, 2, 338-342
16. Britz, D. A.; Khlobystov, A. N. Chem. Soc. Rev. 2006, 35, 637-659
17. Moniruzzaman, M.; Winey, K. I. Macromolecules 2006, 39, 5194-5205
18. Chen, R. J.; Zhang, Y.; Wang, D.; Dai, H. J. Am. Chem. Soc. 2001, 123, 3838-3839
19. Nakashima, N.; Tomonari, Y.; Murakami, H. Chem. Lett. 2002, 638-639
20. Zhang, J.; Lee, J.-K.; Wu, Y.; Murray, R. W. Nano Lett. 2003, 3, 403-407
21. Li, H.; Zhou, B.; Lin, Y.; Gu, L.; Wang, W.; Fernando, K. A. S.; Kumar, S.; Allard, L. F.; Sun, Y.-P. J. Am. Chem. Soc. 2004, 126, 1014-1015
22. Hasobe, T.; Fukuzumi, S.; Kamat, P. V. J. Am. Chem. Soc. 2005, 127, 11884-11885
23. Chen, J.; Collier, C. P. J. Phys. Chem. B 2005, 109, 7605-7609
24. Tanaka, H.; Yajima, T.; Matsumoto, T.; Otsuka, Y.; Ogawa, T. Adv. Mater. 2006, 18, 1411-1415
25. Shen, Y.; Skirtach, A. G.; Seki, T.; Yagai, S.; Li, H.; Möhwald, H.; Nakanishi, T. J. Am. Chem. Soc. 2010, 132, 8566-8568
26. Cheng, F.; Zhang, S.; Adronov, A.; Echegoyen, L.; Diederich, F. Chem.-Eur. J. 2006, 12, 6062-6070
27. Srinivasan, S.; Babu, S. S.; Praveen, V. K.; Ajayaghosh, A. Angew. Chem., Int. Ed. 2008, 47, 5746-5749
28. Srinivasan, S.; Praveen, V. K.; Philip, R.; Ajayaghosh, A. Angew. Chem., Int. Ed. 2008, 47, 5750-5754
29. Star, A.; Stoddart, J. F.; Steuerman, D.; Diehl, M.; Boukai, A.; Wong, E. W.; Yang, X.; Chung, S.-W.; Choi, H.; Heath, J. R. Angew. Chem., Int. Ed. 2001, 40, 1721-1725
30. Petrov, P.; Stassin, F.; Pagnoulle, C.; Jèrôme, R. Chem. Commun. 2003, 2904-2905
31. Shonaike, G. O.; Advani, S. G. Advanced Polymeric Materials: Structure Property Relationships; CRC Press: Boca Raton, FL, 2003.
32. Lou, X.; Daussin, R.; Cuenot, S.; Duwez, A.-S.; Pagnoulle, C.; Detrembleur, C.; Bailly, C.; Jèrôme, R. Chem. Mater. 2004, 16, 4005-4011
33. Baskaran, D.; Mays, J. W.; Bratcher, M. S. Chem. Mater. 2005, 17, 3389-3397
34. Cheng, F.; Adronov, A. Chem.-Eur. J. 2006, 12, 5053-5059
35. Yuan, W. Z.; Sun, J. Z.; Dong, Y.; Häussler, M.; Yang, F.; Xu, H. P.; Qin, A.; Lam, J. W. Y.; Zheng, Q.; Tang, B. Z. Macromolecules 2006, 39, 8011-8020
36. Coleman, J. N.; Khan, U.; Guńko, Y. K. Adv. Mater. 2006, 18, 689-706
37. Kongkanand, A.; Vinodgopal, K.; Kuwabata, S.; Kamat, P. V. J. Phys. Chem. B 2006, 110, 16185-16188
38. Fujigaya, T.; Haraguchi, S.; Takahiro, F.; Nakashima, N. Adv. Mater. 2008, 20, 2151-2155
39. Meuer, S.; Braun, L.; Zentel, R. Chem. Commun. 2008, 3166-3168
40. Yuan, W. Z.; Mao, Y.; Zhao, H.; Sun, J. Z.; Xu, H. P.; Jin, J. K.; Zheng, Q.; Tang, B. Z. Macromolecules 2008, 41, 701-707
41. Endo, M.; Strano, M. S.; Ajayan, P. M. In Carbon Nanotubes; Springer: Berlin, 2008; Vol. 111, pp 13 - 61.
42. Liu, J.; Bibari, O.; Mailley, P.; Dijon, J.; Rouvière, E.; Sauter-Starace, F.; Caillat, P.; Vinet, F.; Marchand, G. New J. Chem. 2009, 33, 1017-1024
43. Byrne, M. T.; Gun'ko, Y. K. Adv. Mater. 2010, 22, 1672-1688
44. Hong, C.-Y.; Pan, C. Y. J. Mater. Chem. 2008, 18, 1831-1836
45. Wang, Z.; Li, Z.-x.; Liu, Z. J. Phys. Chem. C 2009, 113, 3899-3902
46. Chen, S.; Jiang, Y.; Wang, Z.; Zhang, X.; Dai, L.; Smet, M. Langmuir 2008, 24, 9233-9236
47. Ikeda, A.; Totsuka, Y.; Nobusawa, K.; Kikuchi, J.-i. J. Mater. Chem. 2009, 19, 5785-5789
48. Saint-Aubin, K.; Poulin, P.; Saadaoui, H.; Maugey, M.; Zakri, C. Langmuir 2009, 25, 13206-13211
49. Grunlan, J. C.; Liu, L.; Kim, Y. S. Nano Lett. 2006, 6, 911-915
50. Wang, D.; Chen, L. Nano Lett. 2007, 7, 1480-1484
51. Etika, K. C.; Jochum, F. D.; Theato, P.; Grunlan, J. C. J. Am. Chem. Soc. 2009, 131, 13598-13599
52. Kim, D. Y.; Tripathy, S. K.; Li, L.; Kumar, J. Appl. Phys. Lett. 1995, 66, 1166-1168
53. Kawata, S.; Kawata, Y. Chem. Rev. 2000, 100, 1777-1788
54. Yoon, H. C.; Shin, H. K.; Kim, C.; Kwon, Y. S. Synth. Met. 2003, 137, 1427-1428
55. Matharu, A. S.; Jeeva, S.; Ramanujam, P. S. Chem. Soc. Rev. 2007, 36, 1868-1880
56. Barada, D.; Fukuda, T.; Sumimura, H.; Kim, J. Y.; Itoh, M.; Yatagai, T. Jpn. J. Appl. Phys. 2007, 46, 3928-3932
57. Sobolewska, A.; Bartkiewicz, S. Appl. Phys. Lett. 2009, 95, 123302
58. Sobolewska, A.; Bartkiewicz, S.; Miniewicz, A.; Schab-Balcerzak, E. J. Phys. Chem. B 2010, 114, 9751-9760
59. Yoneyama, S.; Yamamoto, T.; Tsutsumi, O.; Kanazawa, A.; Shiono, T.; Ikeda, T. Macromolecules 2002, 35, 8751-8758
60. Russew, M.-M.; Hecht, S. Adv. Mater. 2010, 22, 3348-3360
61. Goldenberg, L. M.; Kulikovsky, L.; Gritsai, Y.; Kulikovska, O.; Tomczyk, J.; Stumpe, J. J. Mater. Chem. 2010, 20, 9161-9171
62. Costanzo, G. D.; Ledesma, S.; Mondragon, I.; Goyanes, S. J. Phys. Chem. C 2010, 114, 14347-14352
63. Bluemmel, P.; Setaro, A.; Popeney, C. S.; Haag, R.; Reich, S. Phys. Status Solidi B 2010, 247, 2891-2894
64. Yang, Y.; Wang, X.; Liu, L.; Xie, X.; Yang, Z.; Li, R. K. Y.; Mai, Y.-W. J. Phys. Chem. C 2007, 111, 11231-11239
65. Umeyama, T.; Kawabata, K.; Tezuka, N.; Matano, Y.; Miyato, Y.; Matsushige, K.; Tsujimoto, M.; Isoda, S.; Takano, M.; Imahori, H. Chem. Commun. 2010, 46, 5969-5971
66. Gómez, F. J.; Chen, R. J.; Wang, D.; Waymouth, R. M.; Dai, H. Chem. Commun. 2003, 190-191
67. Artyukhin, A. B.; Bakajin, O.; Stroeve, P.; Noy, A. Langmuir 2004, 20, 1442-1448
68. Guldi, D. M.; Rahman, G. M. A.; Jux, N.; Tagmatarchis, N.; Prato, M. Angew. Chem., Int. Ed. 2004, 43, 5526-5530
69. Kim, M. J.; Lee, J.; Chun, C.; Kim, D.-Y.; Higuchi, S.; Nakayama, T. Macromol. Chem. Phys. 2007, 208, 1753-1763
70. Ho, M.-S.; Natansohn, A.; Barret, C.; Rochon, P. Can. J. Chem. 1995, 73, 1773-1778
71. Narita, M.; Hoshino, F.; Mouri, M.; Tsuchimori, M.; Ikawa, T.; Watanabe, O. Macromolecules 2007, 40, 623-629
72. See Supporting Information.
73. Hamai, S. J. Phys. Chem. 1989, 93, 6527-6529
74. Kumar, G. S.; Neckers, D. C. Chem. Rev. 1989, 89, 1915-1925
75. Buffeteau, T.; Labarthet, F. L.; Pe'zolet, M.; Souris, C. Macromolecules 2001, 34, 7514-7521
76. Ivanov, M.; Ilieva, D.; Minchev, G.; Petrova, Ts.; Dragostinova, V.; Todorov, T.; Nikolova, L. Appl. Phys. Lett. 2005, 86, 181902
77. Kim, J. Y.; Fukuda, T. Jpn. J. Appl. Phys. 2006, 45, 456-459
78. Natansohn, A.; Rochon, P. Adv. Mater. 1999, 11, 1387-1391
79. Delaire, J. A.; Nakatani, K. Chem. Rev. 2000, 100, 1817-1845
80. Hagen, R.; Bieringer, T. Adv. Mater. 2001, 13, 1805-1810
81. Natansohn, A.; Rochon, P. Chem. Rev. 2002, 102, 4139-4175
82. Kim, M.-J.; Shin, B.-G.; Kim, J.-J.; Kim, D.-Y. J. Am. Chem. Soc. 2002, 124, 3504-3505
83. Bo, Q.; Yavrian, A.; Galstian, T.; Zhao, Y. Macromolecules 2005, 38, 3079-3086
84. Okano, K.; Shishido, A.; Ikeda, T. Adv. Mater. 2006, 18, 523-527
85. Angiolini, L.; Benelli, T.; Giorgini, L.; Salatelli, E.; Bozio, R.; Daurùù, A.; Pedron, D. Macromolecules 2006, 39, 489-497
86. Choi, S.-W.; Kawauchi, S.; Ha, N. Y.; Takezoe, H. Phys. Chem. Chem. Phys. 2007, 9, 3671-3681
87. Ikeda, T.; Mamiya, J.-i.; Yu, Y. Angew. Chem., Int. Ed. 2007, 46, 506-528
88. Priimagi, A.; Vapaavuori, J.; Rodriguez, F. J.; Faul, C. F. J.; Heino, M. T.; Ikkala, O.; Kauranen, M.; Kaivola, M. Chem. Mater. 2008, 20, 6358-6363
89. Yu, H.; Naka, Y.; Shishido, A.; Ikeda, T. Macromolecules 2008, 41, 7959-7966
90. Cipparrone, G.; Pagliusi, P.; Provenzano, C.; Shibaev, V. P. J. Phys. Chem. B 2010, 114, 8900-8904
91. Kawamoto, M.; Sassa, T.; Wada, T. J. Phys. Chem. B 2010, 114, 1227-1232
92. Wu, S.; Duan, S.; Lei, Z.; Su, W.; Zhang, Z.; Wang, K.; Zhang, Q. J. Mater. Chem. 2010, 20, 5202-5209
93. Han, D.; Tong, X.; Zhao, Y.; Galstian, T.; Zhao, Y. Macromolecules 2010, 43, 3664-3671
94. Hernández-Ainsa, S.; Alcalá, R.; Barberá, J.; Marcos, M.; Sánchez, C.; Serrano, J. L. Macromolecules 2010, 43, 2660-2663
95. Ho, M. S.; Natansohn, A.; Rochon, P. Macromolecules 1995, 28, 6124-6127