Remarkable shape-sustaining, load-bearing, and self-healing properties displayed by a supramolecular gel derived from a bis-pyridyl-bis-amide of L -phenyl alanine

Chemistry - An Asian Journal

Volumn 9, Issue 9, 2014, Pages 2475-2482

  Das, Uttam Kumar ^a   Banerjee, Subhabrata ^b   Dastidar, Parthasarathi ^a  

^a DEPARTMENT OF MATERIALS SCIENCE   (India)

^b NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

Author keywords

gelators; load bearing; self healing; supramolecular gels; X ray diffraction

Indexed keywords

AMIDES; AMINO ACIDS; CRYSTAL STRUCTURE; GELATION; GELS; SINGLE CRYSTALS; SOLS; SUPRAMOLECULAR CHEMISTRY; X RAY DIFFRACTION;

DISSOCIATION TEMPERATURE; GELATORS; LOAD BEARING; POWDER X RAY DIFFRACTION; SELF-HEALING; SELF-HEALING PROPERTIES; STRUCTURE-PROPERTY CORRELATION; SUPRAMOLECULAR GELS;

SELF-HEALING MATERIALS;

AMIDE; GEL; MACROMOLECULE; PHENYLALANINE;

CHEMICAL STRUCTURE; CHEMISTRY; GEL; MACROMOLECULE; SYNTHESIS; WEIGHT BEARING;

AMIDES; GELS; MACROMOLECULAR SUBSTANCES; MOLECULAR STRUCTURE; PHENYLALANINE; WEIGHT-BEARING;

EID: 84906708104     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.201402053     Document Type: Article

References (72)

1. P. Terech, R. G. Weiss, Chem. Rev. 1997, 97, 3133-3160
2. Molecular Gels:Materials with Self-Assembled Fibrillar Networks (Eds.:, R. G. Weiss, P. Terech,), Springer, Dordrecht, 2005.
3. A. Ballabh, D. R. Trivedi, P. Dastidar, Chem. Mater. 2006, 18, 3795-3800
4. S. Bhattacharya, Y. K. Ghosh, Chem. Commun. 2001, 185-186
5. S. R. Jadhav, P. K. Vemula, R. Kumar, S. R. Raghavan, G. John, Angew. Chem. Int. Ed. 2010, 49, 7695-7698
6. Angew. Chem. 2010, 122, 7861-7864.
7. K. Murata, M. Aoki, T. Nishi, A. Ikeda, S. Shinkai, J. Chem. Soc. Chem. Commun. 1991, 1715-1718
8. J. J. D. de Jong, L. N. Lucas, R. M. Kellogg, J. H. van Esch, B. L. Feringa, Science 2004, 304, 278-281.
9. E. Carretti, L. Dei, in Molecular Gels: Materials with Self-Assembled Fibrillar Networks (Eds.:, G. Weiss, P. Terech,), Springer, Dordrecht, 2005, Chap. 27, pp. 929-938.
10. T. Kato, Science 2002, 295, 2414-2418
11. A. Ajayaghosh, V. K. Praveen, C. Vijayakumar, S. George, Angew. Chem. Int. Ed. 2007, 46, 6260-6265
12. Angew. Chem. 2007, 119, 6376-6381
13. A. Ajayaghosh, C. Vijayakumar, V. K. Praveen, S. Santhosh Babu, R. Varghese, J. Am. Chem. Soc. 2006, 128, 7174-7175.
14. A. Wynne, M. Whitefield, A. J. Dixon, S. Anderson, J. Dermatol. Treat. 2002, 13, 61-66
15. V. Jenning, A. Gysler, M. Schafer-Korting, S. H. Gohla, Eur. J. Pharm. Biopharm. 2000, 49, 211-218.
16. K. J. C. van Bommel, A. Friggeri, S. Shinkai, Angew. Chem. Int. Ed. 2003, 42, 980-999
17. Angew. Chem. 2003, 115, 1010-1030
18. H. Basit, A. Pal, S. Sen, S. Bhattacharya, Chem. Eur. J. 2008, 14, 6534-6545
19. S. Ray, A. K. Das, A. Banerjee, Chem. Commun. 2006, 2816-2818
20. G. Gundiah, S. Mukhopadhyay, U. G. Tumkurkar, A. Govindaraj, U. Maitra, C. N. R. Rao, J. Mater. Chem. 2003, 13, 2118-2122.
21. B. Escuder, F. R. Llansola, J. F. Miravet, New J. Chem. 2010, 34, 1044-1054.
22. Z. Yang, G. Liang, L. Wang, B. Xu, J. Am. Chem. Soc. 2006, 128, 3038-3043.
23. K. Y. Lee, D. J. Mooney, Chem. Rev. 2001, 101, 1869-1880.
24. J. A. Foster, M-O. M. Piepenbrock, G. O. Lloyd, N. Clarke, J. A. K. Howard, J. W. Steed, Nat. Chem. 2010, 2, 1037-1043.
25. P. Mukhopadhyay, N. Fujita, A. Takada, T. Kishida, M. Shirakawa, S. Shinkai, Angew. Chem. Int. Ed. 2010, 49, 6338-6342
26. Angew. Chem. 2010, 122, 6482-6486.
27. A. Vidyasagar, K. Handore, K. M. Sureshan, Angew. Chem. Int. Ed. 2011, 50, 8021-8024
28. Angew. Chem. 2011, 123, 8171-8174.
29. Q. Wang, J. L. Mynar, M. Yoshida, E. Lee, M. Lee, K. Okuro, K. Kinbara, T. Aida, Nature 2010, 463, 339-343.
30. A. B. W. Brochu, S. L. Craig, W. M. Reichert, J. Biomed. Mater. Res. Part A 2011, 96, 492-506.
31. M. Chiesa, P. P. Cardenas, F. Ot'on, J. Martinez, M. Mas-Torrent, F. Garcia, J. C. Alonso, C. Rovira, R. Garcia, Nano Lett. 2012, 12, 1275-1281.
32. E. D. Rodriguez, X. Luo, P. T. Mather, ACS Appl. Mater. Interfaces 2011, 3, 152-161.
33. F. Y. Liu, F. Y. Li, G. H. Deng, Y. M. Chen, B. Q. Zhang, J. Zhang, C. Y. Liu, Macromolecules 2012, 45, 1636-1645.
34. K. Itoga, M. Yamato, J. Kobayashi, A. Kikuchi, T. Okano, Biomaterials 2004, 25, 2047-2053.
35. J. Nji, G. Q. Li, Polymer 2010, 51, 6021-6029.
36. X. D. Yu, X. H. Cao, L. M. Chen, H. C. Lan, B. Liu, T. Yi, Soft Matter 2012, 8, 3329-3334.
37. J. A. Syrett, C. R. Becer, D. M. Haddleton, Polym. Chem. 2010, 1, 978-987.
38. P. Dastidar, Chem. Soc. Rev. 2008, 37, 2699-2715.
39. K. Hanabusa, K. Shimura, K. Hirose, M. Yamada, H. Shirai, Chem. Lett. 1996, 885-886
40. H. Shi, Z. Huang, S. Kilic, J. Xu, R. M. Enick, E. J. Beckman, A. J. Carr, R. E. Melendez, A. D. Hamilton, Science 1999, 286, 1540-1543
41. J. H. van Esch, S. De Feyter, R. M. Kellogg, F. De Schryver, B. L. Feringa, Chem. Eur. J. 1997, 3, 1238-1243.
42. E. J. de Vries, R. M. Kellogg, J. Chem. Soc. Chem. Commun. 1993, 238-240
43. K. Hanabusa, J. Tange, Y. Taguchi, T. Koyama, H. Shirai, J. Chem. Soc. Chem. Commun. 1993, 390-392
44. A. Aggeli, M. Bell, N. Boden, J. N. Keen, P. F. Knowles, T. C. B. McLeish, M. Pitkeathly, S. E. Radford, Nature 1997, 386, 259-262.
45. S. Yamamoto, J. Soc. Chem. Ind. Jpn. 1943, 46, 279-281 (CA46: 7047h)
46. F. R. Taravel, B. Pfannemueller, Makromol. Chem. 1990, 191, 3097-3106
47. S. Yamasaki, H. Tsutsumi, Bull. Chem. Soc. Jpn. 1994, 67, 2053-2056
48. R. J. H. Hafkamp, M. C. Feiters, R. J. M. Nolte, J. Org. Chem. 1999, 64, 412-426
49. U. Beginn, S. Keinath, M. Mçller, Macromol. Chem. Phys. 1998, 199, 2379-2384
50. K. Yoza, N. Amanokura, Y. Ono, T. Akao, H. Shinmori, S. Shinkai, D. N. Reinhoudt, Chem. Eur. J. 1999, 5, 2722-2729.
51. Y.-C. Lin, R. G. Weiss, Macromolecules 1987, 20, 414-417
52. R. Mukkamala, R. Weiss, Langmuir 1996, 12, 1474-1482
53. C. Geiger, M. Stabescu, L. Chen, D. G. Whitten, Langmuir 1999, 15, 2241-2245.
54. W. Gu, L. Lu, G. B. Chapman, R. G. Weiss, Chem. Commun. 1997, 543-544
55. R. Oda, I. Huc, S. Candau, Angew. Chem. Int. Ed. 1998, 37, 2689-2691
56. Angew. Chem. 1998, 110, 2835-2838.
57. H. Engelkamp, S. Middelbeek, R. J. M. Nolte, Science 1999, 284, 785-788.
58. P. Terech, P. Gebel, R. Ramasseul, Langmuir 1996, 12, 4321-4323.
59. C. Geiger, M. Stabescu, L. Chen, D. G. Whitten, Langmuir 1999, 15, 2241-2245.
60. M. George, R. G. Weiss, Acc. Chem. Res. 2006, 39, 489-497.
61. K. J. C. van Bommel, C. van der Pol, I. Muizebelt, A. Friggeri, A. Heeres, A. Meetsma, B. L. Feringa, J. van Esch, Angew. Chem. Int. Ed. 2004, 43, 1663-1667
62. Angew. Chem. 2004, 116, 1695-1699.
63. P. Sahoo, D. K. Kumar, S. R. Raghavan, P. Dastidar, Chem. Asian J. 2011, 6, 1038-1047.
64. P. Sahoo, V. G. Puranik, A. K. Patra, P. U. Sastryc, P. Dastidar, Soft Matter 2011, 7, 3634-3641.
65. P. Sahoo, R. Sankolli, H.-Y. Lee, S. R. Raghavan, P. Dastidar, Chem. Eur. J. 2012, 18, 8057-8063.
66. J. Majumder, J. Deb, M. R. Das, S. S. Jana, P. Dastidar, Chem. Commun. 2014, 50, 1671-1674.
67. M. Suzuki, K. Hanabusa, Chem. Soc. Rev. 2009, 38, 967-975
68. X. Yan, P. Zhua, J. Li, Chem. Soc. Rev. 2010, 39, 1877-1890.
69. S. A. Khan, J. R. Royer, S. R. Raghavan, Aviation Fuels with Improved Fire Safety: A Proceedings 1997, 6, 31-46.
70. P. Martinetto, P. Terech, A. Grand, R. Ramasscul, E. Dooryhe, M. Anne, J. Phys. Chem. A 2006, 110, 15127-15133.
71. E. Ostuni, P. Kamaras, R. G. Weiss, Angew. Chem. Int. Ed. Engl. 1996, 35, 1324-1326
72. Angew. Chem. 1996, 108, 1423-1425.