Electrochemical post-functionalization of conducting polymers

Macromolecular Rapid Communications

Volumn 35, Issue 9, 2014, Pages 854-867

  Inagi, Shinsuke ^a   Fuchigami, Toshio ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

conducting polymers; conjugated polymers; electrochemistry; polymer reactions

Indexed keywords

CONDUCTING POLYMERS; CONJUGATED POLYMERS; HALOGENATION; POLYMER FILMS; SEMICONDUCTING FILMS; SEMICONDUCTOR DOPING; SULFUR COMPOUNDS;

BIPOLAR ELECTROCHEMISTRIES; CHEMICAL TRANSFORMATIONS; DEGREE OF FUNCTIONALIZATION; ELECTROCHEMICAL DOPING; ELECTROCHEMICAL METHODS; OPTOELECTRONIC PROPERTIES; POLYMER REACTION; POTENTIAL DISTRIBUTIONS;

ELECTROCHEMISTRY;

POLYMER;

CHEMISTRY; ELECTROCHEMICAL ANALYSIS; ELECTRODE;

ELECTROCHEMICAL TECHNIQUES; ELECTRODES; POLYMERS;

EID: 84899940000     PISSN: 10221336     EISSN: 15213927     Source Type: Journal    
DOI: 10.1002/marc.201400023     Document Type: Article

References (68)

1. a) T. A. Skotheim, J. R. Reynolds, Eds., Handbook of Conducting Polymers, 3rd ed., CRC Press, Boca Raton, FL 2007
2. b) G. Inzelt, Conducting Polymers, Springer, Heidelberg 2008
3. c) Y. Chujo, Ed., Conjugated Polymer Synthesis: Methods and Reactions, Wiley, Weinheim 2010.
4. a) J. Heinze, B. A. Frontana-Uribe, S. Ludwigs, Chem. Rev. 2010, 110, 4724
5. b) P. M. Beaujuge, J. R. Reynolds, Chem. Rev. 2010, 110, 268.
6. E. Smela, Adv. Mater. 2003, 15, 481.
7. H. Harada, T. Fuchigami, T. Nonaka, J. Electroanal. Chem. 1991, 303, 139.
8. a) J. Yoshida, K. Kataoka, R. Horcajada, A. Nagaki, Chem. Rev. 2008, 108, 2265
9. b) F. Tang, C. Chen, K. D. Moeller, Synthesis 2007, 3411
10. c) J. B. Sperry, D. L. Wright, Chem. Soc. Rev. 2006, 35, 605.
11. a) J. Tolosa, C. Kub, U. H. F. Bunz, Angew. Chem. Int. Ed. 2009, 48, 4610
12. b) H. Li, F. Jäkle, Angew. Chem. Int. Ed. 2009, 48, 2313
13. c) M. S. Taylor, T. M. Swager, Angew. Chem. Int. Ed. 2007, 46, 8480
14. d) Y. Li, G. Vamvounis, S. Holdcroft, Macromolecules 2002, 35, 6900.
15. a) K. Mitsudo, N. Kamimoto, H. Murakami, H. Mandai, A. Wakamiya, Y. Murata, S. Suga, Org. Biomol. Chem. 2012, 10, 9562
16. b) H. Aiso, T. Kochi, H. Mutsutani, T. Tanabe, S. Nishiyama, F. Kakiuchi, J. Org. Chem. 2012, 77, 7718
17. c) A. J. D. Magenau, N. C. Strandwitz, A. Gennaro, K. Matyjaszewski, Science 2011, 332, 81.
18. a) Z. Qi, P. G. Pickup, J. Chem. Soc., Chem. Comm. 1992, 1675
19. b) Z. Qi, P. G. Pickup, Anal. Chem. 1993, 65, 696
20. c) Z. Qi, N. Rees, P. G. Pickup, Chem. Mater. 1996, 8, 701.
21. A. A. Pud, Synth. Met. 1994, 66, 1.
22. P. Soudan, P. Lucas, L. Breau, D. Bélanger, Langmuir 2000, 16, 4362.
23. Y. Li, K. Kamata, S. Asaoka, T. Yamaguchi, T. Iyoda, Org. Biomol. Chem. 2003, 1, 1779.
24. a) B. Fabre, J. Simonet, J. Electroanal. Chem. 1996, 416, 187
25. b) B. Fabre, F. Kanoufi, J. Simonet, J. Electroanal. Chem. 1997, 434, 225.
26. a) S. Inagi, S. Hayashi, K. Hosaka, T. Fuchigami, Macromolecules 2009, 42, 3881
27. b) S. Inagi, K. Hosaka, S. Hayashi, T. Fuchigami, J. Electrochem. Soc. 2010, 157, E88.
28. S. Hayashi, S. Inagi, K. Hosaka, T. Fuchigami, Synth. Met. 2009, 159, 1792.
29. S. Hayashi, S. Inagi, T. Fuchigami, Polym. Chem. 2011, 2, 1632.
30. T. Fuchigami, S. Inagi, Chem. Commun. 2011, 47, 10211.
31. a) T. Yoshiyama, T. Fuchigami, Chem. Lett. 1992, 1995
32. b) T. Fuchigami, K. Mitomo, H. Ishii, A. Konno, J. Electroanal. Chem. 2001, 507, 30
33. c) K. Takahashi, T. Furusawa, T. Sawamura, S. Kuribayashi, S. Inagi, T. Fuchigami, Electrochim. Acta 2012, 77, 47
34. d) K. Takahashi, S. Inagi, T. Fuchigami, J. Electrochem. Soc. 2013, 160, G3046.
35. S. Inagi, S. Hayashi, T. Fuchigami, Chem. Commun. 2009, 1718.
36. S. Hayashi, S. Inagi, T. Fuchigami, Macromolecules 2009, 42, 3755.
37. S. Hayashi, S. Inagi, T. Fuchigami, Electrochemistry 2010, 78, 114.
38. S. Inagi, K. Koseki, S. Hayashi, T. Fuchigami, Langmuir 2010, 26, 18631.
39. a) M. M. Baizer, in Organic Electrochemistry, 3rd ed. (Eds.:, H. Lund, M. M. Baizer,), Marcel Dekker, New York 1991, Ch. 35
40. b) C. A. Paddon, M. Atobe, T. Fuchigami, P. He, P. Watts, S. J. Haswell, G. J. Pritchard, S. D. Bull, F. Marken, J. Appl. Electrochem. 2006, 36, 617
41. c) B. Batanero, F. Barba, C. M. Sánchez-Sánchez, A. Aldaz, J. Org. Chem. 2004, 69, 2423
42. d) G. Hilt, Angew. Chem. Int. Ed. 2003, 42, 1720
43. e) S. Kim, R. Uchiyama, Y. Kitano, M. Tada, K. Chiba, J. Electroanal. Chem. 2001, 507, 152
44. f) J. Yoshida, K. Takada, Y. Ishichi, S. Isoe, J. Chem. Soc. Chem. Commun. 1994, 2361.
45. S. Inagi, H. Nagai, I. Tomita, T. Fuchigami, Angew. Chem. Int. Ed. 2013, 52, 6616.
46. Recent reviews: a), G. Loget, D. Zigah, L. Bouffier, N. Sojic, A. Kuhn, Acc. Chem. Res. 2013, 46, 2513
47. b) S. E. Fosdick, K. N. Knust, K. Scida, R. M. Crooks, Angew. Chem. Int. Ed. 2013, 52, 10438.
48. a) C. Ulrich, O. Andersson, L. Nyholm, F. Björefors, Angew. Chem., Int. Ed. 2008, 47, 3034
49. b) C. Ulrich, O. Andersson, L. Nyholm, F. Björefors, Anal. Chem. 2009, 81, 453.
50. a) J. Bradley, Z. Ma, Angew. Chem., Int. Ed. 1999, 38, 1663
51. b) J. Bradley, H. Chen, J. Crawford, J. Eckert, K. Ernazarova, T. Kurzeja, M. Lin, M. McGee, W. Nadler, S. Stephens, Nature 1997, 389, 268
52. c) C. Warakulwit, T. Nguyen, J. Majimel, M. Delville, V. Lapeyre, P. Garrigue, V. Ravaine, J. Limtrakul, A. Kuhn, Nano Lett. 2008, 8, 500
53. d) S. Ramakrishnan, C. Shannon, Langmuir 2010, 26, 4602
54. e) R. Ramaswamy, C. Shannon, Langmuir 2011, 27, 878.
55. a) S. Inagi, Y. Ishiguro, N. Shida, T. Fuchigami, J. Electrochem. Soc. 2012, 159, G146
56. b) Y. Ishiguro, S. Inagi, T. Fuchigami, J. Am. Chem. Soc. 2012, 134, 4034.
57. Y. Ishiguro, S. Inagi, T. Fuchigami, Langmuir 2011, 27, 7158.
58. S. Inagi, Y. Ishiguro, M. Atobe, T. Fuchigami, Angew. Chem. Int. Ed. 2010, 49, 10136.
59. a) A. Kirste, G. Schnakenburg, F. Stecker, A. Fischer, S. R. Waldvogel, Angew. Chem. Int. Ed. 2010, 49, 971
60. b) A. Kirste, B. Elsler, G. Schnakenburg, S. R. Waldvogel, J. Am. Chem. Soc. 2012, 134, 3571
61. c) T. Sumi, T. Saitoh, K. Natsui, T. Yamamoto, M. Atobe, Y. Einaga, S. Nishiyama, Angew. Chem. Int. Ed. 2012, 51, 5443.
62. a) N. K. Devaraj, P. H. Dinolfo, C. E. D. Chidsey, J. P. Collman, J. Am. Chem. Soc. 2006, 128, 1794
63. b) S.-Y. Ku, K.-T. Wong, A. J. Bard, J. Am. Chem. Soc. 2008, 130, 2392
64. c) A. Gomila, N. Le Poul, N. Cosquer, J.-M. Kerbaol, J.-M. Noël, M. T. Reddy, I. Jabin, O. Reinaud, F. Conan, Y. Le Mest, Dalton Trans. 2010, 39, 1 1516
65. d) G. Rydzek, J.-S. Thomann, N. B. Ameur, L. Jierry, P. Mésini, A. Ponche, C. Contal, A. E. El Haitami, J.-C. Voegel, B. Senger, P. Schaaf, B. Frisch, F. Boulmedais, Langmuir 2010, 26, 2816
66. e) G. Rydzek, L. Jierry, A. Parat, J.-S. Thomann, J.-C. Voegel, B. Senger, J. Hemmerlé, A. Ponche, B. Frisch, P. Schaaf, F. Boulmedais, Angew. Chem., Int. Ed. 2011, 50, 4374
67. f) T. S. Hansen, A. E. Daugaard, S. Hvilsted, N. B. Larsen, Adv. Mater. 2009, 21, 4483.
68. N. Shida, Y. Ishiguro, M. Atobe, T. Fuchigami, S. Inagi, ACS Macro Lett. 2012, 1, 656.