Polyfuran conducting polymers: Synthesis, properties, and applications

Synthetic Metals

Volumn 158, Issue 5, 2008, Pages 165-189

  Gonzalez Tejera M J ^a   de la Blanca, E Sánchez ^a   Carrillo, I ^b  

^a UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

^b UNIVERSIDAD POLITÉCNICA DE MADRID   (Spain)

Author keywords

Conducting polymers; Physico chemical properties; Polyfuran

Indexed keywords

ELECTROCHEMICAL PROPERTIES; HOMOPOLYMERIZATION; THERMODYNAMIC PROPERTIES;

PHYSICO-CHEMICAL PROPERTIES; POLYFURANS;

CONDUCTING POLYMERS;

EID: 41949085082     PISSN: 03796779     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.synthmet.2007.12.009     Document Type: Review

References (170)

1. Upadhyay J., Gaston P., Levy A.A., and Wassermann A. J. Chem. Soc. (1965) 3252
2. Blakeley C.F., Gillespie R.S., Roubinek L., Wassermann A., and White R.F.M. J. Chem. Soc. (1961) 1939
3. Upadhyay J., Wallace J.B.G., and Wassermann A. Polymer 7 9 (1966) 465
4. French P.V., Roubinek L., and Wassermann A. J. Chem. Soc. (1961) 1953
5. Davies A.G., and Wassermann A. J. Polymer Sci. A 4 7 (1966) 1887
6. In: Plesch P.H. (Ed). The Chemistry of Cationic Polymerisation (1963), Oxford Pergamon Press
7. Prugh J.D., Huitric A.C., and McCarthy W.C. J. Org. Chem. 29 (1964) 1991
8. Gandini A. Adv. Polym. Sci. 25 (1977) 47
9. Tourillon G., and Garnier F. J. Electroanal. Chem. 135 (1982) 173
10. Pons S., and Scott Hinman A. Electrochim. Acta 29 9 (1984) 1251
11. Oshawa T., Kaneto K., and Yoshino K. Jpn. J. Apply Phys. 23 9 (1984) L663
12. Tedjar F. Eur. Polym. J 21 (1985) 317
13. Nalwa H.S. Phys. Rev. B 39 9 (1989) 5964
14. Zotti G., Schiavon G., Comisso N., Berlin A., and Pagani G. Synth. Met. 36 (1990) 337
15. Nessakh B., Kotkowska-Machnik Z., and Tedjar F.J. Electroanal. Chem. 296 (1990) 263
16. Troch-Nagels G., Winand R., Weymeersch A., and Renard L. J. Appl. Electrochem. 22 (1992) 756
17. Glenis S., Benz M., LeGoff E., Schindler J.L., Kannewurf C.R., and Kanatzidis M.G. J. Am. Chem. Soc. 115 (1993) 12519
18. González-Tejera M.J., Carrillo I., and Hernández-Fuentes I. Anal. Quim. 89 4 (1993) 521
19. González-Tejera M.J., Carrillo I., and Hernández-Fuentes I. Synth. Met. 92 (1998) 187
20. González-Tejera M.J., and Carrillo I. J. Appl. Electrochem. 32 (2002) 447
21. Demirboǧa B., and Önal A.M. Synth. Met. 99 (1999) 237
22. Wan X., Yan F., Jin S., Liu X., and Xue G. Chem. Mat. 11 (1999) 2400
23. Wan X.-B., Li L., He J.-B., Zhou D.-S., Xue G., and Wang T.-W. J. Appl. Polym. Sci. 86 (2002) 3160
24. Talu M., Kabasakolǧlu M., Yildirin F., and Sari B. Appl. Surf. Sci. 181 (2001) 51
25. Carrillo I., Sánchez de la Blanca E., and González-Tejera M.J. Polymer 42 (2001) 9447
26. Kabasakaloǧlu M., Talu M., Yildirim F., and Sari B. Appl. Surf. Sci. 218 (2003) 84
27. Liu C., Zhang J., Shi G., and Zhao Y. J. Phys. Chem. 108 (2004) 2195
28. Ogawa T., Igarashi T., Kawanishi T., Kitamura T., and Hoshino K. J. Photopolym. Sci. Technol. 17 (2004) 143
29. del Valle M.A., Ugalde L., Díaz F.R., Bodini M.E., and Bernède J.C. J. Appl. Polym. Sci. 92 (2004) 1346
30. del Valle M.A., Ugalde L., Pino F., Diaz F.R., and Bernède J.C. J. Braz. Chem. Soc. 15 2 (2005) 272
31. Tirkeş S., and Önal A.M. J. Appl. Polm. Sci. 103 (2006) 871
32. Zou M., and Heinze J. J. Phys. Chem. B 103 40 (1999) 9451
33. Imanishi K., Satho M., Yasuda Y., Tsushima R., and Auki S. J. Electroanal. Chem. 242 1-2 (1988) 203
34. Sari B., Gök A., and Talu M. E. Kim. 14 4 (2001) 1497
35. Gök A., Sari B., and Talu M. J. Appl. Polym. Sci. 89 (2003) 2823
36. Gök A., Sari B., and Talu M. J. Appl. Polym. Sci. 88 (2003) 2924
37. Gök A., Sari B., and Talu M. J. Polym. Sci. B: Polym. Phys. 42 (2004) 3359
38. Gök A., Sari B., and Talu M. J. Appl. Polymer. Sci. 98 (2005) 2048
39. Ballav N., and Biswas M. Polym. Int. 53 (2004) 1467
40. Ballav N., and Biswas M. Polym. Int. 54 4 (2005) 725
41. Gök A., Kaplan Can H., Sari B., and Talu M. Mater. Lett. 59 (2005) 80
42. Wan X., Zhang W., Jin S., Xue G., You Q.-D., and Che B. J. Electroanal. Chem. 470 (1999) 23
43. McConnell R.M., Godwin W.E., Baker S.E., Powell K., Baskett M., Morara A., et al. J. Undergraduate Chem. Res. 3 (2002) 121
44. Li L., Chen W., Xu N., Xiao Z., and Xue G. J. Mater. Sci. 39 (2004) 2395
45. McConnell R.M., Godwin W.E., Baker S.E., Powell K., Baskett M., and Morara A. Int. J. Polym. Mater. 53 (2004) 697
46. Diaz A., and Bargon F. In: Skotheim T.A. (Ed). Handbook of Conducting Polymers vol. 1 (1986), Marcel Dekker, Inc., New York 81-115
47. González-Tejera M.J., and Carrillo Ramiro I. I. Hernández-Fuentes Electrochim. Acta 45 (2000) 1973
48. Li L., Wan X., and Xue G. Chin. J. Polym. Sci. 20 (2002) 419
49. Sadki S., Schottland P., Brolic N., and Sabouraud G. Chem. Soc. Rev. 29 (2000) 283
50. Tourillon G. In: Skotheim T.A. (Ed). Handbook of Conducting Polymers vol. 1 (1986), Marcel Dekker, Inc., New York 293-349
51. Korshak V.V., Sultanov A.S., and Abduvadiev A.A. Uzb. Khim. Zh. 4 (1959) 39
52. Korshak V.V., Sultanov A.S., and Abduvadiev A.A. USSR CA 54 (1960) 12642
53. Topchiev A.V., Goĺdfarb Y.Y., and Krentsel B.A. Vysokomol. Soedin 3 (1961) 870
54. Topchiev A.V., Goĺdfarb Y.Y., and Krentsel B.A. J. Polym. Sci. USSR 3 (1962) 696
55. H.K. Livingston, US. Al. Energy Comm. (1971), COO-1580-13,9 pp. Avail. Dep. NTS.
56. Livingston H.K., Senkus R., Hsieh J.T.T., and Kresta J. Makromol. Chem. 161 (1972) 101
57. Granzow A., Wendenburg J., and Henglein A. Z. Naturforsch. B. 19b (1964) 1015
58. Livingston H.K., Senkus R., and Hsieh J.T.T. Polym. Prepr. Am. Chem. Soc. Div. Polym. Chem. 11 1 (1970) 304
59. Kresta J., and Livingston H.K. J. Polym. Sci. Polym. Lett. 8 (1970) 795
60. Livingston H.K., and Kresta J. Polym. Prepr. Am. Chem. Soc. Div. Polym. Chem. 12 1 (1971) 628
61. Shindo K., and Ishikawa S. Nippon Kagaku Kaishi 2 (1977) 245
62. Armour M., Davies A.G., Upadhyay J., and Wassermann A. J. Polym. Sci. A-1 5 (1967) 1527
63. Lamb B.S., and Kovacic P. J. Polym. Sci. Polym. Chem. 18 (1980) 2423
64. Yoshino K., Hayashi S., and Sugimoto R. Jpn. J. Apply Phys. 23 12 (1984) L899
65. Benvenuti F., Raspolli Galletti A.M., Carlini C., and Sbrana G. Polymer 38 19 (1997) 4973
66. Wu C.G., Marcy H.O., DeGroot D.C., Schindler J.L., Kannewurf C.R., Leung W.Y., et al. Synth. Met. 41-43 (1991) 797
67. McConnell R., Godwin W., and Phillips B. J. Ark. Acad. Sci. 51 (1997) 205
68. Teare G.C., Ratcliffle N.M., Ewen R.J., Smith J.R., and Campbell S.A. Smart Mater. Struct. 12 (2003) 129
69. Li X.-G., Kang Y., and Huang M.R. J. Comb. Chem. 8 5 (2006) 670
70. Abraham P.K., and Sathianandan K. Thin Solid Films 164 (1988) 353
71. Kumar D.S. J. Mater. Sci. 35 (2000) 4427
72. Qiao M.H., Yan F.Q., Sim W.S., Deng J.F., and Xu G.Q. Surf. Sci. 460 (2000) 67
73. Yan F.Q., Qiao M.H., Wei X.M., Liu Q.P., Deng J.F., and Xu G.Q. J. Chem. Phys. 111 17 (1999) 8068
74. Fleischman M., and Thirsk H.R. In: Delahay P., and Tobias C.W. (Eds). Advances Electrochemical Engineering (1963), Interscience, New York 123-210
75. González-Tejera M.J., Carrillo I., and Hernández-Fuentes I. Synth. Met. 73 (1995) 135
76. Hernández V., Ramirez F.J., Zotti G., and López Navarrete J.T. Chem. Phys. Lett. 191 5 (1992) 419
77. Hernández V., Veronelli M., Favaretto L., López Navarrete J.T., Jones D., and Zerbi G. Acta Polym. 47 1 (1996) 62
78. López Navarrete J.T., Hernández V., Zotti G., Veronelli M., and Zerbi G. Acta Polym. 45 (1994) 124
79. Hernández V., López Navarrete J.T., Zotti G., Veronelli M., and Zerbi G. Synth. Met. 69 (1995) 391
80. Carrillo I., Sánchez de la Blanca E., González-Tejera M.J., and Hernández-Fuentes I. Chem. Phys. Lett. 229 (1994) 633
81. Sánchez de la Blanca E., Carrillo I., González-Tejera M.J., and Hernández-Fuentes I. J. Polym. Sci. Polym. Chem. 38 (2000) 291
82. Carrillo I., Fernández-Martín F., Barba C., Sánchez de la Blanca E., González-Tejera M.J., and Hernández-Fuentes I. Polym. Bull. 43 (1999) 269
83. Kumar D.S. J. Appl. Polym. Sci. 75 (2000) 1176
84. Galal A., Lewis E.T., Yavuz Ataman O., Zimmer H., and Mark H.B. J. Polym. Sci. A: Polym. Chem. (1989) 1891
85. Carrillo I., Barba C., González-Tejera M.J., Baldonedo J.L., and Hernández-Fuentes I. Les Editions de Physique 2B (1994) 1213
86. Carrillo I., González-Tejera M.J., Hernández-Fuentes I., and Barba C. Solid State Commun. 95 2 (1995) 107
87. Carrillo I., Barba C., González-Tejera M.J., and Hernández-Fuentes I. Macromolecules 29 17 (1996) 5585
88. Carrillo Ramiro I., and González-Tejera M.J. J. Polym. Int. 49 (2000) 1565
89. Wang S., Kawai T., Yoshino K., Tanaka K., and Yamabe T. Jap. J. Appl. Phys. 29 12 (1990) L2264
90. Mintmire J.W., White C.T., and Elert M.L. Synth. Met. 25 (1988) 109
91. Hernández V.T., López Navarrete J.T., and Marcos J.L. Synth. Met. 41-43 (1991) 789
92. Distefano G., Jones D., Guerra M., Favaretto L., Modelli A., and Mengoli G. J. Phys. Chem. 95 (1991) 9746
93. Hernández V., Ramirez F.J., Zotti G., and López Navarrete J.T. Synth. Met. 55-57 (1993) 4467
94. Hernández V., Ramirez F.J., Zotti G., and López Navarrete J.T. J. Chem. Phys. 98 2 (1993) 769
95. Hong S.Y. Bull. Korean Chem. Soc. 16 9 (1995) 845
96. Bakhshi A.K., Yamaguchi Y., Ago H., and Yamabe T. Mol. Eng. 6 (1996) 239
97. Ivanov I., Gherman B.F., and Yaron D. Synth. Met. 116 (2001) 111
98. Doretto R.L., and Laks B. Synth. Met. 19 (2001) 543
99. Doretto R.L., and Laks B. J. Chem. Phys. 117 11 (2002) 5437
100. Hutchison G.R., Ratner M.A., and Marks T.J. J. Phys. Chem. 106 (2002) 10596
101. Hong S.Y. Bull. Korean Chem. Soc. 24 7 (2003) 961
102. Bakhshi A.K., and Ray N.K. J. Chem. Phys. 88 1 (1988) 386
103. Bakhshi A.K., Ladik J., and Seel M. Phys. Rev. B 35 2 (1987) 704
104. Bakhshi A.K. J. Chem. Phys. 96 3 (1992) 2339
105. Villar H.O., Otto P., and Dupuis M. Synth. Met. 59 (1993) 97
106. Balbás A., González-Tejera M.J., and Tortajada J. J. Mol. Struct. (Theochem.) 572 (2001) 141
107. Otto P., Piris M., Martinez A., and Ladik J. Synth. Met. 141 (2004) 277
108. Leiva P., Martinez A., and Otto P. Synth. Met. 150 (2006) 648
109. Zade S.S., and Bendikov M. Org. Lett. 8 23 (2006) 5243
110. Bantaculo R.V., Alguno A.C., Vequizo R.M., Muñoz M.B., Miyata M.F.H., Ignacio E.W., et al. The Mindanao Forum XV 2 (2001)
111. Salzner U., Lagowski J.B., Pickup P.G., and Poirier R.A. Synth. Met. 96 (1998) 177
112. Ma J., Li S., and Jiang Y. Macromolecules 35 (2002) 1109
113. Hutchison G.R., Zhao Y.-J., Delley B., Freeman A.J., Ratner M.A., and Marks T. J. Phys. Rev. B. 68 (2003) 035204
114. Hutchison G.R., Ratner M.A., and Tobin J.M. J. Am. Chem. Soc. 127 7 (2005) 2339
115. Montejo M., Navarro A., Kearley G.J., Vázquez J., and López-González J.J. J. Am. Chem. Soc. 126 46 (2005) 15087
116. GG. Wallace, PCT Int. Appl. (1989); 8907265, Chem. Abstr. 110 (1989) 68673s.
117. K. Ito, G. Tanabe, M. Sato, K. Kaeriyama, Jpn. Kokai Tokkyo Koho (1989); 01289012, Chem. Abstr. 112 (1990) 170332h.
118. H. Shimada, K. Sakamoto, K. Inoe, Jpn. Kokai Tokkyo Koho (1990); 02117121, Chem. Abstr. 113 (1990) 124913w.
119. Y. Arracima, A. Inoue, Jpn. Kokai Tokkyo Koho (1990); 02137310, Chem. Abstr. 113 (1990) 143669n.
120. Y. Kudoh, S. Tsuchiya, T. Kojima, M. Fukuyama, S. Yoshimura, K. Kuranuki, Eur. Pat. Appl. (1990); 358239, 113 Chem. Abstr. (1990) 163994t.
121. K. Kuranuki, J. Ozaki, Y. Aoshima, Y. Obata, M. Taniguchi Jpn. Kokai Tokkyo Koho (1990); 02298010, Chem. Abstr. 114 (1991) 258196u.
122. K. Kuranuki, J. Ozaki, Y. Aoshima, Y. Obata, Jpn Kokai Tokkyo Koho 03096210 (1991), Chem. Abstr. 115 (1991) 172887d.
123. S. Imoto, Y. Kado, T. Mori, Jpn. Kokai Tokkyo Koho (1991); 03070117:03071617: 03080522:03072615:03071618, Chem. Abstr. 115 (1991) 172874x:172873w:148443k: 148441h:148437m.
124. H. Shimada, K. Sakamoto, Y. Harashima, Jpn. Kokai Tokkyo Koho (1991); 03064013:03064014, Chem. Abstr. 115 (1991) 221240y:221239e.
125. M. Kobayashi, K. Naito, S. Kawakami, Jpn Kokai Tokkyo Koho (1991); 03114213, Chem. Abstr. 115 (1991) 221288v.
126. Y. Obata, J. Ozaki, Y. Aoshima, K. Kuranuki, Jpn. Kokai Tokkyo Koho (1991); 03178117, Chem. Abstr. 115 (1991) 268722x.
127. J. Ozaki, Y. Aoshima, K. Kuranuki, Y. Obata, Jpn. Kokai Tokkyo Koho (1991); 03179717, Chem. Abstr. 115 (1991) 293080u.
128. S. Ookubo, K. Hitosugi, M. Kazuhara, Jpn. Kokai Tokkyo Koho (1993); 05166681, Chem. Abstr. 120 (1994) 93283d.
129. N. Honda, Jpn. Kokai Tokkyo Koho (1994); 06168851, Chem. Abstr. 121 (1994) 168570b.
130. T. Fukami, Jpn. Kokai Tokkyo Koho (1994); 06204099, Chem. Abstr. 121 (1994) 243683w.
131. T. Matsui, Jpn. Kokai Tokkyo Koho (1994); 06204093, Chem. Abstr. 121 (1994) 243679z.
132. Y. Shimamoto, Jpn. Kokai Tokkyo Koho (1995); 07240343, Chem. Abstr. 124 (1996) 19932f.
133. T. Kojima, K. Yoshida, Y. Kudo, M. Murakami, Jpn. Kokai Tokkyo Koho (1996); 08083735, Chem. Abstr. 125 (1996) 46992c.
134. S. Takayama, S. Arai, Jpn. Kokai Tokkyo Koho (1996); 08273982, Chem. Abstr. 126 (1996) 41451m.
135. Y. Aoki, K. Araki, T. Hukaumi, K. Takahashi, D. Takada, Eur. Pat. Appl. (1999); 952593, Chem. Abstr. 131 (1999) 294448n.
136. R. Monden, A. Sakai, Y. Furuta, H. Ohata, Jpn. Kokai Tokkyo Koho (2001); 2001006982, Chem. Abstr. 134 (2001) 79811.
137. K. Naoi, A. Kadota, Y. Yoshihara, M. Kobayashi, Jpn. Kokai Tokkyo Koho (2005); 2005191127, Chem. Abstr. 143 (2005) 89218.
138. H. Hasegawa, Jpn. Kokai Tokkyo Koho (2005); 2005136336, Chem. Abstr. 142 (2005) 474422.
139. F. Tatsuzono, Y. Hirata, H. Kamikawa, Jpn. Kokai Tokkyo Koho (2002); 2002128877, Chem. Abstr. 136 (2002) 378560.
140. H. Ohata, K. Shirane, R. Monden, A. Sakai, US 2003; 6660188:6663796, Chem. Abstr. 140 (2004) 22063.
141. H. Naarmann, H. Hartmann, W. Denzinger, Ger. Offen. (1991); 3938094, Chem. Abstr. 115 (1991) 195966t.
142. H. Koshina, H. Okuno, T. Morita, Jpn. Kokai Tokkyo Koho (1992); 04002065, Chem. Abstr. 116 (1992) 218168w.
143. I. Nakane, Y. Fujita, S. Furukawas, Jpn. Kokai Tokkyo Koho (1992);04028172, Chem. Abstr. 116 (1992) 259053y.
144. T. Oosawa, K. Yoshino, K. Kanefuji, Jpn. Kokai Tokkyo Koho (1993) 05209043, Chem. Abstr. 121 (1994) 24680q.
145. M. Fujimoto, N. Toma, K. Nishio, Jpn. Kokai Tokkyo Koho (2000);2000030692, Chem. Abstr. 132 (2000) 110595z.
146. R. Bittihn, F. Woeffler, Ger. Offen. (1986); 3443455, Chem. Abstr. 105 (1986) 46385u.
147. J. Murakami, S. Tsurumaki, T. Ueda, Jpn. Kokai Tokkyo Koho (1996); 08339826, Chem. Abstr. 126 (1997) 174290e.
148. H. Hasegawa, Jpn. Kokai Tokkyo Koho (2005); 2005105000, Chem. Abstr. 142 (2005) 356470.
149. B. Srinivas, PCT Int. Appl. (2003);2003100883, Chem. Abstr. 139 (2003) 398064.
150. B. Srinivas, PCT Int. Appl. (2003);2003100884, Chem. Abstr. 2003; 139.
151. M.C. Kuo, W.R. Hoover, M.W. Akkala, W. Mehlhorn, US Pat. Appl. (2005); 2005062350, Chem. Abstr. 142 (2005) 398065.
152. B. Srinivas, A. Dotson, O. US Pat. Appl. (2004);2004109816, Chem. Abstr. 141 (2004) 26123.
153. B. Srinivas, US Pat. Appl. (2004); 2004144961:2004166401, Chem. Abstr. 141 (2004) 143235:193065.
154. W.K. Um, YG. Woo, Repub. Korean Kongkae Taeho Kongbo (2005) 2001063674, Chem. Abstr. 142 (2005) 157963.
155. M.C. Kuo, W.R. Hoover, M.W. Akkala, W.L. Mehlhom, US Pat. Appl. Publ. (2005); 2005062350, Chem. Abstr. 142 (2005) 282618.
156. R. Hasler; V. Sanahuja, PCT Int. Appl. (1993); 9320569, Chem. Abstr. 120 (1994) 81556g.
157. T. Skotheim, US Pat. Appl. (1984); 4442185, Chem. Abstr. 101 (1984) 10053n.
158. S. Chen, M. Hua, Eur. Pat. Appl. (1995);673042, Chem. Abstr. 123 (1995) 327682z.
159. M. Angelopoulos, J.J. Bucchignano, K.E. Petrillo, Jpn. Kokai Tokkyo Koho (1999); 11203937, Chem. Abstr. 131 (1999) 137786d.
160. N. Tachibana, C. Kotani, S. Okamura, S. Morita, Jpn. Kokai Tokkyo Koho (1996) 08201978, Chem. Abstr. 125 (1996) 288712d.
161. K. Bruens, M. Franz, J. Jansen, G.A. Frank, P.M. Tijsen, P. Hubert et al., Jpn. Kokai Tokkyo Koho (2001); 2001081413, Chem. Abst.r 134 (2001) 259938.
162. J.Y. Kim, E.R. Kim, Jpn. Kokai Tokkyo Koho (2003); 2003082105, Chem. Abstr. 138 (2003) 246786.
163. A. Piller, Ger. Offen. (1991); 4006134, Chem. Abstr. 116 (1992) 22233u.
164. P. Schindler-Bauer, M. Liebau, H. Klauk, E. Unger, Ger. Offen. (2004); 10226945, Chem. Abstr. 140 (2004) 69092.
165. F. Jonas, A. Elschner, R. Wehrmann, D. Quintens, Ger. Offen. (1998); 19627071, Chem. Abstr. 128 (1998) 134182f.
166. M. Angelopoulos, D.D. Dimitrakopoulos, B.K. Furman, T.O. Graham, S.A. Lien, PCT In. Appl. (1998);9821755, Chem. Abstr. 129 (1998) 35190w.
167. A. Tokuda, T. Takasu, S. Seo, R. Nomura, PCT Int. Appl. (2004);2004062322, Chem. Abstr. 141 (2004) 147851.
168. A. Afzali-Ardakani, M. Angelopoulos, J.A. Dickerson, T.B. Pillsbury, K.J. Puttlitz, J.M. Shaw et al. Eur. Pat. Appl. (1993);567835, Chem. Abstr. 121 (1994) 71597c.
169. T. Hanyu, Jpn. Kokai Tokkyo Koho (2002); 2002196452, Chem. Abstr. 137 (2002) 101464.
170. D.B. Dowling, PCT Int. Appl. (2002); 2002101117, Chem. Abstr. 138 (2003) 27537.