Healable supramolecular polymers as organic metals

Journal of the American Chemical Society

Volumn 136, Issue 32, 2014, Pages 11382-11388

  Armao, Joseph J ^a   Maaloum, Mounir ^a   Ellis, Thomas ^a   Fuks, Gad ^a   Rawiso, Michel ^a   Moulin, Emilie ^a   Giuseppone, Nicolas ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE TRANSFER; ELECTRONIC PROPERTIES; MECHANICAL PROPERTIES; NANOWIRES; ORGANIC CONDUCTORS;

CHARGE TRANSFER COMPLEX; CHARGE-TRANSFER SALTS; ELECTRONIC CONDUCTION; LARGE-AREA ELECTRONICS; METALLIC PROPERTIES; PROCESSING TECHNIQUE; SELF-ASSEMBLED SYSTEMS; SUPRAMOLECULAR POLYMERS;

SUPRAMOLECULAR CHEMISTRY;

HEALABLE SUPRAMOLECULAR POLYMER; METAL; NANOWIRE; POLYMER; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL PHENOMENA; CONTROLLED STUDY; DIFFUSION; ELECTRIC CONDUCTIVITY; ELECTRONICS; HEALING; MECHANICS; ORGANIC ELECTRONICS; PROCESS OPTIMIZATION; SELF ASSEMBLY;

EID: 84906093238     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja5044006     Document Type: Article

References (46)

1. Forrest, S. R. Nature 2004, 428, 911-918
2. Miller, R. D.; Chandross, E. A. Chem. Rev. 2010, 110, 1-2
3. Shirakawa, H.; Louis, E. J.; MacDiarmid, A. G.; Chiang, C. K.; Heeger, A. J. J. Chem. Soc. Chem. Commun. 1977, 578-580
4. Heeger, A. J. Rev. Mod. Phys. 2001, 73, 681-700
5. Koezuka, H.; Tsumura, A.; Ando, T. Synth. Met. 1987, 18, 699-704
6. Burroughes, J. H.; Bradley, D. D. C.; Brown, A. R.; Marks, R. N.; Mackay, K.; Friend, R. H.; Burns, P. L.; Holmes, A. B. Nature 1990, 347, 539-541
7. Sariciftci, N. S.; Smilowitz, L.; Heeger, A. J.; Wudl, F. Science 1992, 258, 1474-1476
8. MacDiarmid, A. G. Angew. Chem., Int. Ed. 2001, 40, 2581-2590
9. Fabretto, M. V.; Evans, D. R.; Mueller, M.; Zuber, K.; Hojati-Talemi, P.; Short, R. D.; Wallace, G. G.; Murphy, P. J. Chem. Mater. 2012, 24, 3998-4003
10. Xia, Y.; Sun, K.; Ouyang, J. Adv. Mater. 2012, 24, 2436-2440
11. Singh, M.; Haverinen, H. M.; Dhagat, P.; Jabbour, G. E. Adv. Mater. 2010, 22, 673-685
12. Sirringhaus, H.; Kawase, T.; Friend, R. H.; Shimoda, T.; Inbasekaran, M.; Wu, W.; Woo, E. P. Science 2000, 290, 2123-2126
13. Bubnova, O.; Khan, Z. U.; Wang, H.; Braun, S.; Evans, D. R.; Fabretto, M.; Hojati-Talemi, P.; Dagnelund, D.; Arlin, J.-B.; Geerts, Y. H.; Desbief, S.; Breiby, D. W.; Andreasen, J. W.; Lazzaroni, R.; Chen, W. M.; Zozoulenko, I.; Fahlman, M.; Murphy, P. J.; Berggren, M.; Crispin, X. Nat. Mater. 2014, 13, 190-194
14. Bubnova, O.; Khan, Z. U.; Malti, A.; Braun, S.; Fahlman, M.; Berggren, M.; Crispin, X. Nat. Mater. 2011, 10, 429-433
15. Lin, W.-P.; Liu, S.-J.; Gong, T.; Zhao, Q.; Huang, W. Adv. Mater. 2014, 26, 570-606
16. Bredas, J.-L.; Street, G. B. Acc. Chem. Res. 1985, 18, 309-315
17. Kaiser, A. B. Adv. Mater. 2001, 13, 927-941
18. Hoffmann, S. T.; Jaiser, F.; Hayer, A.; Bässler, H.; Unger, T.; Athanasopoulos, S.; Neher, D.; Köhler, A. J. Am. Chem. Soc. 2013, 135, 1772-1782
19. Kohlman, R. S.; Zibold, A.; Tanner, D. B.; Ihas, G. G.; Ishiguro, T.; Min, Y. G.; MacDiarmid, A. G.; Epstein, A. J. Phys. Rev. Lett. 1997, 78, 3915-3918
20. Lee, K.; Cho, S.; Heum Park, S.; Heeger, A. J.; Lee, C.-W.; Lee, S.-H. Nature 2006, 441, 65-68
21. Cohen, M. J.; Coleman, L. B.; Garito, A. F.; Heeger, A. J. Phys. Rev. B 1974, 10, 1298-1307
22. Moulin, E.; Niess, F.; Maaloum, M.; Buhler, E.; Nyrkova, I.; Giuseppone, N. Angew. Chem., Int. Ed. 2010, 49, 6974-6978
23. Faramarzi, V.; Niess, F.; Moulin, E.; Maaloum, M.; Dayen, J.-F.; Beaufrand, J.-B.; Zanettini, S.; Doudin, B.; Giuseppone, N. Nat. Chem. 2012, 4, 485-490
24. Aida, T.; Meijer, E. W.; Stupp, S. I. Science 2012, 335, 813-817
25. Cordier, P.; Tournilhac, F.; Soulie-Ziakovic, C.; Leibler, L. Nature 2008, 451, 977-980
26. Yang, Y.; Urban, M. W. Chem. Soc. Rev. 2013, 42, 7446-7467
27. -1 upon hydrogen bonding. The IR frequency shifts we report for both functional groups correspond to the presence of hydrogen bonded amides. See: Pretsch, E.; Bühlmann, P.; Badertscher, M. Structure Determination of Organic Compounds, 4 th ed.; Springer: New York, 2009.
28. Zhao, Y.; Truhlar, D. G. Acc. Chem. Res. 2008, 41, 157-167
29. Zhao, Y.; Truhlar, D. Theor. Chem. Acc. 2008, 120, 215-241
30. Steinmann, S. N.; Piemontesi, C.; Delachat, A.; Corminboeuf, C. J. Chem. Theory Comput. 2012, 8, 1629-1640
31. Heckmann, A.; Lambert, C. Angew. Chem., Int. Ed. 2012, 51, 326-392
32. Robin, M. B.; Day, P. Mixed valence chemistry-A survey and classification. In Advances in Inorganic Chemistry and Radiochemistry; Emeléus, H. J.; Sharpe, A. G., Eds.; Academic Press Inc.: New York, 1968; Vol. 10, pp 274-422.
33. Lancaster, K.; Odom, S. A.; Jones, S.; Thayumanavan, S.; Marder, S. R.; Bredas, J.-L.; Coropceanu, V.; Barlow, S. J. Am. Chem. Soc. 2009, 131, 1717-1723
34. Rivnay, J.; Mannsfeld, S. C. B.; Miller, C. E.; Salleo, A.; Toney, M. F. Chem. Rev. 2012, 112, 5488-5519
35. Marcus, R. A. Angew. Chem., Int. Ed. 1993, 32, 1111-1121
36. Hush, N. S. Electrochim. Acta 1968, 13, 1005-1023
37. Scheblykin, I. G.; Yartsev, A.; Pullerits, T.; Gulbinas, V.; Sundström, V. J. Phys. Chem. B 2007, 111, 6303-6321
38. Lin, H.; Tabaei, S. R.; Thomsson, D.; Mirzov, O.; Larsson, P.-O.; Scheblykin, I. G. J. Am. Chem. Soc. 2008, 130, 7042-7051
39. Krinichnyi, V. I.; Konkin, A. L.; Monkman, A. P. Synth. Met. 2012, 162, 1147-1155
40. Bleaney, B.; Bowers, K. D. Proc. R. Soc. London, A 1952, 214, 451-465
41. Eaton, S. S.; More, K. M.; Sawant, B. M.; Eaton, G. R. J. Am. Chem. Soc. 1983, 105, 6560-6567
42. Lee, K.; Heeger, A. J. Synth. Met. 1997, 84, 715-718
43. Beljonne, D.; Cornil, J.; Sirringhaus, H.; Brown, P. J.; Shkunov, M.; Friend, R. H.; Brédas, J.-L. Adv. Funct. Mater. 2001, 11, 229-234
44. Busseron, E.; Ruff, Y.; Moulin, E.; Giuseppone, N. Nanoscale 2013, 5, 7098-7140
45. Giuseppone, N. Acc. Chem. Res. 2012, 45, 2178-2188
46. Moulin, E.; Cid, J.-J.; Giuseppone, N. Adv. Mat. 2013, 25, 477-487