Fullerene-functionalized polyesters: Synthesis, characterization and incorporation in photovoltaic cells

New Journal of Chemistry

Volumn 26, Issue 11, 2002, Pages 1584-1589

  Gutiérrez Nava, Manuel ^a   Setayesh, Sepas ^b   Rameau, Alain ^c   Masson, Patrick ^a   Nierengarten, Jean François ^a  

^a INSTITUT DE PHYSIQUE ET CHIMIE DES MATÉRIAUX DE STRASBOURG   (France)

^b PHILIPS RESEARCH LABORATORIES   (Germany)

^c INSTITUT CHARLES SADRON   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORIDE; DICARBOXYLIC ACID DERIVATIVE; FULLERENE DERIVATIVE; ORGANIC SOLVENT; POLYESTER; POLYMER;

ARTICLE; INFRARED SPECTROSCOPY; MOLECULAR WEIGHT; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYMERIZATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SOLUBILITY; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY;

EID: 0036431641     PISSN: 11440546     EISSN: None     Source Type: Journal    
DOI: 10.1039/b205493k     Document Type: Article

References (34)

1. W. Krätschmer, L. D. Lamb, K. Fostiropoulos and D. R. Huffman, Nature, 1990, 347, 354.
2. L. Echegoyen and L. E. Echegoyen, Acc. Chem. Res., 1998, 31, 593.
3. (a) R. C. Haddon, A. F. Hebard, M. J. Rosseinski, D. W. Murphy, S. J. Duclos, K. B. Lyons, B. Miller, J. M. Zahurak, R. Tycko, G. Dabbagh and F. A. Thiel, Nature, 1991, 350, 320;
4. K. Holczer, O. Klein, S.-M. Huang, R. B. Kaner, K.-J. Fu, R. L. Whetten and F. Diederich, Science, 1991, 252, 1154.
5. L. W. Tutt and A. Krost, Nature, 1992, 356, 225.
6. R. S. Ruoff, D. S. Tse, R. Malhotra and D. C. Lorents, J. Phys. Chem., 1993, 97, 3379.
7. (a) A. Hirsch, The Chemistry of the Fullerenes, Thieme, Stuttgart, 1994;
8. (b) F. Diederich, L. Isaacs and D. Philp, Chem. Soc. Rev., 1994, 23, 243;
9. (c) F. Diederich and C. Thilgen, Science, 1996, 271, 317;
10. (d) M. Prato and M. Maggini, Acc. Chem. Res., 1998, 31, 519;
11. (e) F. Diederich and R. Kessinger, Acc. Chem. Res., 1999, 32, 537;
12. (f) J.-F. Nierengarten, Chem.-Eur. J., 2000, 6, 3667
13. P. C. Eklund and A. M. Rao, Fullerene Polymers and Fullerene Polymer Composites, Springer Series in Materials Science, vol. 38, Springer Verlag, Berlin, 2000.
14. For examples, see: (a) L. Y. Chiang, L. Y. Wang, S.-G. Tseng, J.-S. Wu and K.-H. Hsieh, Chem. Commun., 1994, 2675; (b) S. Delpeux, F. Beguin, R. Benoit, R. Erre, N. Manolova and I. Rashkov, Eur. Polym. J., 1998, 34, 905; (c) Y. Ederlé and C. Mathis, Macromol. Rapid Commun., 1998, 19, 543; (d) Y. Chen, D. Yang, X. Yan, Z.-E. Huang, R. Cai, Y. Zhao and S. Chen, Eur. Polym. J., 1998, 34, 1755; (e) Y. Ederlé and C. Mathis, Macromolecules, 1999, 32, 554.
15. For examples, see: (a) L. Y. Chiang, L. Y. Wang, S.-G. Tseng, J.-S. Wu and K.-H. Hsieh, Chem. Commun., 1994, 2675; (b) S. Delpeux, F. Beguin, R. Benoit, R. Erre, N. Manolova and I. Rashkov, Eur. Polym. J., 1998, 34, 905; (c) Y. Ederlé and C. Mathis, Macromol. Rapid Commun., 1998, 19, 543; (d) Y. Chen, D. Yang, X. Yan, Z.-E. Huang, R. Cai, Y. Zhao and S. Chen, Eur. Polym. J., 1998, 34, 1755; (e) Y. Ederlé and C. Mathis, Macromolecules, 1999, 32, 554.
16. For examples, see: (a) L. Y. Chiang, L. Y. Wang, S.-G. Tseng, J.-S. Wu and K.-H. Hsieh, Chem. Commun., 1994, 2675; (b) S. Delpeux, F. Beguin, R. Benoit, R. Erre, N. Manolova and I. Rashkov, Eur. Polym. J., 1998, 34, 905; (c) Y. Ederlé and C. Mathis, Macromol. Rapid Commun., 1998, 19, 543; (d) Y. Chen, D. Yang, X. Yan, Z.-E. Huang, R. Cai, Y. Zhao and S. Chen, Eur. Polym. J., 1998, 34, 1755; (e) Y. Ederlé and C. Mathis, Macromolecules, 1999, 32, 554.
17. For examples, see: (a) L. Y. Chiang, L. Y. Wang, S.-G. Tseng, J.-S. Wu and K.-H. Hsieh, Chem. Commun., 1994, 2675; (b) S. Delpeux, F. Beguin, R. Benoit, R. Erre, N. Manolova and I. Rashkov, Eur. Polym. J., 1998, 34, 905; (c) Y. Ederlé and C. Mathis, Macromol. Rapid Commun., 1998, 19, 543; (d) Y. Chen, D. Yang, X. Yan, Z.-E. Huang, R. Cai, Y. Zhao and S. Chen, Eur. Polym. J., 1998, 34, 1755; (e) Y. Ederlé and C. Mathis, Macromolecules, 1999, 32, 554.
18. For examples, see: (a) L. Y. Chiang, L. Y. Wang, S.-G. Tseng, J.-S. Wu and K.-H. Hsieh, Chem. Commun., 1994, 2675; (b) S. Delpeux, F. Beguin, R. Benoit, R. Erre, N. Manolova and I. Rashkov, Eur. Polym. J., 1998, 34, 905; (c) Y. Ederlé and C. Mathis, Macromol. Rapid Commun., 1998, 19, 543; (d) Y. Chen, D. Yang, X. Yan, Z.-E. Huang, R. Cai, Y. Zhao and S. Chen, Eur. Polym. J., 1998, 34, 1755; (e) Y. Ederlé and C. Mathis, Macromolecules, 1999, 32, 554.
19. For examples, see: (a) Y.-P. Sun, B. Liu and D. K. Moton, Chem. Commun., 1996, 2699; (b) L. Dai, A. W. H. Mau and X. Zhang, J. Mater. Chem., 1998, 8, 325; (c) B. Liu, C. E. Bunker and Y.-P. Sun, Chem. Commun., 1996, 1241; (d) K. E. Geckeler and A. Hirsch, J. Am. Chem. Soc., 1993, 115, 3850; (e) E. Cloutet, J.-L. Fillaut, D. Astruc and Y. Gnanou, Macromolecules, 1999, 32, 1043; (f) X. D. Huang and S. H. Goh, Macromolecules, 2000, 33, 8894; (g) A. Kraus and K. Müllen, Macromolecules, 1999, 32, 4214.
20. For examples, see: (a) Y.-P. Sun, B. Liu and D. K. Moton, Chem. Commun., 1996, 2699; (b) L. Dai, A. W. H. Mau and X. Zhang, J. Mater. Chem., 1998, 8, 325; (c) B. Liu, C. E. Bunker and Y.-P. Sun, Chem. Commun., 1996, 1241; (d) K. E. Geckeler and A. Hirsch, J. Am. Chem. Soc., 1993, 115, 3850; (e) E. Cloutet, J.-L. Fillaut, D. Astruc and Y. Gnanou, Macromolecules, 1999, 32, 1043; (f) X. D. Huang and S. H. Goh, Macromolecules, 2000, 33, 8894; (g) A. Kraus and K. Müllen, Macromolecules, 1999, 32, 4214.
21. For examples, see: (a) Y.-P. Sun, B. Liu and D. K. Moton, Chem. Commun., 1996, 2699; (b) L. Dai, A. W. H. Mau and X. Zhang, J. Mater. Chem., 1998, 8, 325; (c) B. Liu, C. E. Bunker and Y.-P. Sun, Chem. Commun., 1996, 1241; (d) K. E. Geckeler and A. Hirsch, J. Am. Chem. Soc., 1993, 115, 3850; (e) E. Cloutet, J.-L. Fillaut, D. Astruc and Y. Gnanou, Macromolecules, 1999, 32, 1043; (f) X. D. Huang and S. H. Goh, Macromolecules, 2000, 33, 8894; (g) A. Kraus and K. Müllen, Macromolecules, 1999, 32, 4214.
22. For examples, see: (a) Y.-P. Sun, B. Liu and D. K. Moton, Chem. Commun., 1996, 2699; (b) L. Dai, A. W. H. Mau and X. Zhang, J. Mater. Chem., 1998, 8, 325; (c) B. Liu, C. E. Bunker and Y.-P. Sun, Chem. Commun., 1996, 1241; (d) K. E. Geckeler and A. Hirsch, J. Am. Chem. Soc., 1993, 115, 3850; (e) E. Cloutet, J.-L. Fillaut, D. Astruc and Y. Gnanou, Macromolecules, 1999, 32, 1043; (f) X. D. Huang and S. H. Goh, Macromolecules, 2000, 33, 8894; (g) A. Kraus and K. Müllen, Macromolecules, 1999, 32, 4214.
23. For examples, see: (a) Y.-P. Sun, B. Liu and D. K. Moton, Chem. Commun., 1996, 2699; (b) L. Dai, A. W. H. Mau and X. Zhang, J. Mater. Chem., 1998, 8, 325; (c) B. Liu, C. E. Bunker and Y.-P. Sun, Chem. Commun., 1996, 1241; (d) K. E. Geckeler and A. Hirsch, J. Am. Chem. Soc., 1993, 115, 3850; (e) E. Cloutet, J.-L. Fillaut, D. Astruc and Y. Gnanou, Macromolecules, 1999, 32, 1043; (f) X. D. Huang and S. H. Goh, Macromolecules, 2000, 33, 8894; (g) A. Kraus and K. Müllen, Macromolecules, 1999, 32, 4214.
24. For examples, see: (a) Y.-P. Sun, B. Liu and D. K. Moton, Chem. Commun., 1996, 2699; (b) L. Dai, A. W. H. Mau and X. Zhang, J. Mater. Chem., 1998, 8, 325; (c) B. Liu, C. E. Bunker and Y.-P. Sun, Chem. Commun., 1996, 1241; (d) K. E. Geckeler and A. Hirsch, J. Am. Chem. Soc., 1993, 115, 3850; (e) E. Cloutet, J.-L. Fillaut, D. Astruc and Y. Gnanou, Macromolecules, 1999, 32, 1043; (f) X. D. Huang and S. H. Goh, Macromolecules, 2000, 33, 8894; (g) A. Kraus and K. Müllen, Macromolecules, 1999, 32, 4214.
25. For examples, see: (a) Y.-P. Sun, B. Liu and D. K. Moton, Chem. Commun., 1996, 2699; (b) L. Dai, A. W. H. Mau and X. Zhang, J. Mater. Chem., 1998, 8, 325; (c) B. Liu, C. E. Bunker and Y.-P. Sun, Chem. Commun., 1996, 1241; (d) K. E. Geckeler and A. Hirsch, J. Am. Chem. Soc., 1993, 115, 3850; (e) E. Cloutet, J.-L. Fillaut, D. Astruc and Y. Gnanou, Macromolecules, 1999, 32, 1043; (f) X. D. Huang and S. H. Goh, Macromolecules, 2000, 33, 8894; (g) A. Kraus and K. Müllen, Macromolecules, 1999, 32, 4214.
26. For examples, see: (a) S. Shi, K. C. Khemani, Q. C. Li and F. Wudl, J. Am. Chem. Soc., 1992, 114, 10656; (b) J. Li, T. Yoshizawa, M. Ikuta, M. Ozawa, K. Nakahara, T. Hasegawa, K. Kitazawa, M. Hayashi, K. Kinbara, M. Nohara and K. Saigo, Chem. Lett., 1997, 1037; (c) M. Taki, S. Takigami, Y. Watanabe, Y. Nakamura and J. Nishimura, Polym. J., 1997, 29, 1020.
27. For examples, see: (a) S. Shi, K. C. Khemani, Q. C. Li and F. Wudl, J. Am. Chem. Soc., 1992, 114, 10656; (b) J. Li, T. Yoshizawa, M. Ikuta, M. Ozawa, K. Nakahara, T. Hasegawa, K. Kitazawa, M. Hayashi, K. Kinbara, M. Nohara and K. Saigo, Chem. Lett., 1997, 1037; (c) M. Taki, S. Takigami, Y. Watanabe, Y. Nakamura and J. Nishimura, Polym. J., 1997, 29, 1020.
28. For examples, see: (a) S. Shi, K. C. Khemani, Q. C. Li and F. Wudl, J. Am. Chem. Soc., 1992, 114, 10656; (b) J. Li, T. Yoshizawa, M. Ikuta, M. Ozawa, K. Nakahara, T. Hasegawa, K. Kitazawa, M. Hayashi, K. Kinbara, M. Nohara and K. Saigo, Chem. Lett., 1997, 1037; (c) M. Taki, S. Takigami, Y. Watanabe, Y. Nakamura and J. Nishimura, Polym. J., 1997, 29, 1020.
29. D. Felder, M. Gutiérrez Nava, M. del Pilar Carreon, J.-F. Eckert, M. Luccisano, C. Schall, P. Masson, J.-L. Gallani, B. Heinrich, D. Guillon and J.-F. Nierengarten, Helv. Chim. Acta, 2002, 85, 288.
30. C. J. Brabec, N. S. Sariciftci and J. C. Hummelen, Adv. Funct. Mater., 2001, 11, 15 and references therein.
31. G. Yu, J. Gao, J. C. Hummelen, F. Wudl and A. J. Heeger, Science, 1995, 270, 1789.
32. (a) G. E. Jabbour, B. Kippelen, N. R. Armstrong and N. Peyghambarian, Appl. Phys. Lett., 1998, 73, 1185;
33. (b) L. S. Hung, C. W. Tang and M. G. Mason, Appl. Phys. Lett., 1997, 70, 152.
34. E. Shaheen, C. J. Brabec, N. S. Sariciftci, F. Pradinger, T. Fromherz and J. C. Hummelen, Appl. Phys. Lett., 2001, 78, 841.