Ferrocene-functionalized disubstituted polyacetylenes with high light refractivity: Synthesis through polymer reaction by using click chemistry and application as precursors to magnetic nanoparticles

Chemistry - An Asian Journal

Volumn 6, Issue 10, 2011, Pages 2753-2761

  Jim, Cathy K W ^a   Qin, Anjun ^b   Mahtab, Faisal ^a   Lam, Jacky W Y ^a   Tang, Ben Zhong ^a,b  

^a HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Hong Kong)

^b ZHEJIANG UNIVERSITY   (China)

Author keywords

ceramics; click chemistry; ferrocene; magnetic properties; refractive index

Indexed keywords

CERAMICS; CLICK CHEMISTRY; CLICK REACTION; FERROCENES; FERROCENYL; FILM-FORMING; HIGH REFRACTIVE INDEX; HIGH THERMAL STABILITY; HIGH YIELD; MAGNETIC CERAMICS; MAGNETIC NANOPARTICLES; MAGNETIZABILITIES; OPTICAL DISPERSION; ORGANOMETALLIC POLYMER; POLY(DIPHENYLACETYLENE); POLYMER REACTION; REDOX-ACTIVE; WAVELENGTH REGIONS;

ACETYLENE; CERAMIC MATERIALS; IRON COMPOUNDS; MAGNETIC PROPERTIES; NANOMAGNETICS; NANOPARTICLES; ORGANOMETALLICS; POLYACETYLENES; REFRACTIVE INDEX; SYNTHESIS (CHEMICAL);

FUNCTIONAL POLYMERS;

COPPER; FERROUS ION; NANOPARTICLE; POLYACETYLENE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; CLICK CHEMISTRY; LIGHT; MAGNETISM; OXIDATION REDUCTION REACTION; PARTICLE SIZE; RADIATION EXPOSURE; SURFACE PROPERTY; SYNTHESIS;

CATALYSIS; CLICK CHEMISTRY; COPPER; FERROUS COMPOUNDS; LIGHT; MAGNETICS; MOLECULAR STRUCTURE; NANOPARTICLES; OXIDATION-REDUCTION; PARTICLE SIZE; POLYACETYLENES; SURFACE PROPERTIES;

EID: 80053518415     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.201100286     Document Type: Article

References (114)

1. T. J. Burchell, R. Puddephatt, Inorg. Chem. 2005, 44, 3718
2. F. Mohr, M. C. Jennings, R. J. Puddephatt, Angew. Chem. 2004, 116, 987
3. Angew. Chem. Int. Ed. 2004, 43, 969
4. J. Bill, F. Aldinger, Adv. Mater. 1995, 7, 775
5. R. J. P. Corriu, Angew. Chem. 2000, 112, 1432
6. Angew. Chem. Int. Ed. 2000, 39, 1376
7. L. V. Interrante, Q. Liu, I. Rushkin, Q. Shen, J. Organomet. Chem. 1996, 521, 1
8. M. Häüler, J. W. Y. Lam, R. Zheng, H. Dong, H. Tong, B. Z. Tang, J. Inorg. Organomet. Polym. Mater. 2005, 15, 519
9. W. Y. Wong, L. Liu, S. Y. Poon, K. H. Choi, K. W. Cheah, J. X. Shi, Macromolecules 2004, 37, 4496
10. M. J. MacLachlan, M. Ginzburg, N. Commbs, N. P. Raju, J. E. Greedan, G. A. Ozin, I. Manners, J. Am. Chem. Soc. 2000, 122, 3878
11. C. K. A. Gregson, V. C. Gibson, N. J. Long, E. L. Marshall, P. J. Oxford, A. J. P. White, J. Am. Chem. Soc. 2006, 128, 7410.
12. J. Q. Lu, T. E. Kopley, N. Moll, D. Roitman, D. Chamberlin, Q. Fu, J. Liu, T. P. Russell, D. A. Rider, I. Manners, M. A. Winnik, Chem. Mater. 2005, 17, 2227
13. D. J. Caruana, A. Heller, J. Am. Chem. Soc. 1999, 121, 769.
14. E. W. Neuse, L. Bednarik, Macromolecules 1979, 12, 187
15. K. Sanechika, T. Yamamoto, A. Yamamoto, Polym. J. 1981, 13, 255
16. T. Yamamoto, K. Sanechika, A. Yakamoto, M. Katada, I. Motoyama, H. Sano, Inorg. Chim. Acta 1983, 73, 75
17. H. P. Withers, Jr., D. Seyferth, J. D. Fellmann, P. E. Garrou, S. Martin, Organometallics 1982, 1, 1283
18. T. Itoh, H. Saitoh, S. Iwatsuki, J. Polym. Sci. Part A 1995, 33, 1589
19. T. Michinobu, H. Kumazawa, K. Noguchi, K. Shigehara, Macromolecules 2009, 42, 5903
20. N. Zhou, Z. Zhang, J. Zhu, Z. Cheng, X. Zhu, Macromolecules 2009, 42, 3898
21. F. Wurm, F. J. L. Villanueva, H. Frey, J. Polym. Sci. Part A 2009, 47, 2518
22. C. Ornelas, J. Ruiz, C. Belin, D. Astruc, J. Am. Chem. Soc. 2009, 131, 590
23. J. O. Enlow, H. Jiang, J. T. Grant, K. Eyink, W. Su, T. J. Bunning, Polymer 2008, 49, 4042
24. M. Cazacu, G. Munteanu, C. Racles, A. Vlad, M. Marcu, J. Organomet. Chem. 2006, 691, 3700
25. J.-C. Eloi, D. A. Rider, J.-Y. Wang, T. P. Russell, I. Manners, Macromolecules 2008, 41, 9474
26. Y. Gao, J. M. Shreeve, J. Polym. Sci. Part A 2005, 43, 974
27. R. Jain, R. A. Lalancette, J. B. Sheridan, Organometallics 2005, 24, 1458
28. G. Wei, S. Saitoh, H. Saitoh, K. Fujiki, T. Yamauchi, N. Tsubokawa, Polymer 2004, 45, 8723
29. O. Reynes, C. Bucher, J.-C. Moutet, G. Royal, E. Saint-Aman, Chem. Commun. 2004, 428.
30. D. A. Foucher, B. Z. Tang, I. Manners, J. Am. Chem. Soc. 1992, 114, 6246
31. E. Fossum, K. Matyjaszewski, R. Rulkens, I. Manners, Macromolecules 1995, 28, 401
32. I. Manners, J. Polym. Sci. Part A 2002, 40, 179
33. R. Petersen, D. A. Foucher, B. Z. Tang, A. Lough, N. P. Raju, J. E. Greedan, I. Manners, Chem. Mater. 1995, 7, 2045
34. D. A. Foucher, R. Ziembinski, B. Z. Tang, P. M. MacDonald, J. Massey, C. R. Jaeger, G. J. Vancso, I. Manners, Macromolecules 1993, 26, 2878
35. I. Manners, Science 2001, 294, 1664
36. P. Nguyen, P. Gomez-Elipe, I. Manners, Chem. Rev. 1999, 99, 1515.
37. C. Kloninger, M. Rehahn, Macromolecules 2004, 37, 1720
38. K. Temple, K. Kulbaba, K. N. Power-Billard, I. Manners, K. A. Leach, T. Xu, T. P. Russell, C. J. Hawker, Adv. Mater. 2003, 15, 297
39. H. B. Eitouni, N. P. Balsara, J. Am. Chem. Soc. 2004, 126, 7446
40. K. T. Kim, J. Han, C. Y. Ryu, F. C. Sun, S. S. Sheiko, M. A. Winnik, I. Manners, Macromolecules 2006, 39, 7922
41. D. A. Foucher, C. H. Honeyman, J. M. Nelson, B. Z. Tang, I. Manners, Angew. Chem. 1993, 105, 1843
42. Angew. Chem. Int. Ed. Engl. 1993, 32, 1709
43. B. Z. Tang, R. Petersen, D. A. Foucher, A. Lough, N. Coombs, R. Sodhi, I. Manners, J. Chem. Soc. Chem. Commun. 1993, 523.
44. Q. Sun, J. W. Y. Lam, K. Xu, B. Z. Tang, Chem. Mater. 2000, 12, 2617
45. Z. Li, J. W. Y. Lam, Y. Q. Dong, Y. P. Dong, H. H. Y. Sung, I. D. Williams, B. Z. Tang, Macromolecules 2006, 39, 6458
46. J. Shi, B. Tong, W. Zhao, J. Shen, J. Zhi, Y. Dong, M. Häüler, J. W. Y. Lam, B. Z. Tang, Macromolecules 2007, 40, 5612
47. J. Shi, B. Tong, Z. Li, J. Shen, W. Zhao, H. Fu, J. Zhi, Y. Dong, M. Häüler, J. W. Y. Lam, B. Z. Tang, Macromolecules 2007, 40, 8195
48. J. Shi, C. K. W. Jim, F. Mahtab, J. Liu, J. W. Y. Lam, H. H. Y. Sung, I. D. Williams, Y. Dong, B. Z. Tang, Macromolecules 2010, 43, 680.
49. A. S. Abd-El-Aziz, E. K. Todd, T. H. Afifi, Macromol. Rapid Commun. 2002, 23, 113
50. A. S. Abd-El-Aziz, T. H. Afifi, W. R. Budakowski, K. J. Friesen, E. K. Todd, Macromolecules 2002, 35, 8929
51. M. Teraguchi, T. Masuda, J. Macromol. Sci. Pure Appl. Chem. A 2003, 40, 115
52. M. R. Buchmeiser, N. Schuler, G. Kaltenhauser, K. H. Ongania, I. Lagoja, K. Wurst, H. Schottenberger, Macromolecules 1998, 31, 3175
53. C. K. W. Jim, A. Qin, J. W. Y. Lam, M. Häüler, B. Z. Tang, J. Inorg. Organomet. Polym. Mater. 2007, 17, 289
54. K. Tamura, N. Akutagawa, M. Satoh, J. Wada, T. Masuda, Macromol. Rapid Commun. 2008, 29, 1944
55. M. Teraguchi, T. Masuda, J. Macromol. Sci. Pure Appl. Chem. A 2003, 40, 115.
56. R. Huisgen, in 1,3-Dipolar Cycloaddition Chemistry (Ed.:, A. Padun,), Wiley, New York 1984.
57. V. V. Rostovtsev, L. G. Green, V. V. Fokin, K. B. Sharpless, Angew. Chem. 2002, 114, 2708
58. Angew. Chem. Int. Ed. 2002, 41, 2596
59. C. W. Torńe, C. Christensen, M. Meldal, J. Org. Chem. 2002, 67, 3057.
60. V. D. Bock, H. Hiemstra, J. H. vanMaarseveen, Eur. J. Org. Chem. 2006, 51
61. M. Sawa, T.-L. Hsu, T. Itoh, M. Sugiyama, S. R. Hanson, P. K. ogt, C.-H. Wong, Proc. Natl. Acad. Sci. USA 2006, 103, 12371
62. B. Helms, J. L. Mynar, C. J. Hawker, J. M. J. Fréchet, J. Am. Chem. Soc. 2004, 126, 15020
63. A. Qin, J. W. Y. Lam, B. Z. Tang, Chem. Soc. Rev. 2010, 39, 2522
64. O. Altintas, B. Yankul, G. Hizal, U. Tunca, J. Polym. Sci. Part A 2006, 44, 6458
65. Q. C. Liu, Y. M. Chen, J. Polym. Sci. Part A 2006, 44, 6103
66. R. Hoogenboom, B. C. Moore, U. S. Schubert, Chem. Commun. 2006, 4010
67. H. F. Gao, K. Matyjaszewski, Macromolecules 2006, 39, 4960
68. A. Qin, C. K. W. Jim, W. Lu, J. W. Y. Lam, M. Häüler, Y. Dong, H. H. Y. Sung, I. D. Williams, G. K. L. Wong, B. Z. Tang, Macromolecules 2007, 40, 2308
69. A. Qin, L. Tang, J. W. Y. Lam, C. K. W. Jim, Y. Yu, H. Zhao, J. Sun, B. Z. Tang, Adv. Funct. Mater. 2009, 19, 1891
70. X. Xue, J. Zhu, W. Zhang, Z. Zhang, X. Zhu, Polymer 2009, 50, 4512
71. L. Q. Xu, F. Yao, G.-D. Fu, L. Shen, Macromolecules 2009, 42, 6385
72. L. Billiet, D. Fournier, F. Du Prez, Polymer 2009, 50, 3877
73. A. Oral, M. A. Tasdelen, A. L. Demirel, Y. Yagci, Polymer 2009, 50, 3905
74. A. Qin, J. W. Y. Lam, L. Tang, C. K. W. Jim, H. Zhao, J. Sun, B. Z. Tang, Macromolecules 2009, 42, 1421.
75. Q. Wang, S. Chittaboina, H. N. Barnhill, Lett. Org. Chem. 2005, 2, 293
76. R. K. OReilly, M. J. Joralemon, K. L. Wooley, C. J. Hawker, Chem. Mater. 2005, 17, 5976
77. Y. Sohma, Y. Kiso, Eur. J. Chem. Biol. Chem. 2006, 7, 1549
78. Y. L. Angell, K. Burgess, Chem. Soc. Rev. 2007, 36, 1674
79. J. E. Moses, A. D. Moorhouse, Chem. Soc. Rev. 2007, 36, 1249
80. H. Nandivada, X. W. Jiang, J. Lahann, Adv. Mater. 2007, 19, 2197
81. A. B. Braunschweig, W. R. Dichtel, O. S. Miljanic, M. A. Olson, J. M. Spruell, S. I. Khan, J. R. Heath, J. F. Stoddart, Chem. Asian J. 2007, 2, 634.
82. T. Masuda, J. Polym. Sci. Part A 2007, 45, 165 and references therein
83. C. J. Hawker, K. L. Wooley, Science 2005, 309, 1200
84. V. Percec, J. G. Rudick, M. Peterca, M. Wagner, M. Obata, C. M. Mitchell, W.-D. Cho, V. S. K. Balagurusamy, P. A. Heiney, J. Am. Chem. Soc. 2005, 127, 15257
85. K. Okoshi, S. Sakurai, S. Ohsawa, J. Kumaki, E. Yashima, Angew. Chem. 2006, 118, 8353
86. Angew. Chem. Int. Ed. 2006, 45, 8173
87. T. Aoki, T. Kaneko, Polym. J. 2005, 37, 717
88. A. P. H. J. Schenning, M. Fransen, E. W. Meijer, Macromol. Rapid Commun. 2002, 23, 265
89. S. K. Choi, Y. S. Gal, S. H. Jin, H. K. Kim, Chem. Rev. 2000, 100, 1645
90. R. DAmato, T. Sone, M. Tabata, Y. Sadahiro, W. V. Russo, A. Furlani, Macromolecules 1998, 31, 8660
91. K. Akagi, G. Piao, S. Kaneko, K. Sakamaki, H. Shirakawa, M. Kyotani, Science 1998, 282, 1683
92. J. W. Y. Lam, B. Z. Tang, Acc. Chem. Res. 2005, 38, 745
93. J. W. Y. Lam, B. Z. Tang, J. Polym. Sci. Part A 2003, 41, 2607
94. J. Liu, J. W. Y. Lam, B. Z. Tang, Chem. Rev. 2009, 109, 5799
95. Q. Zeng, Z. Li, Z. Li, C. Ye, J. Qin, B. Z. Tang, Macromolecules 2007, 40, 5634
96. Q. Zeng, P. Cai, Z. Li, J. Qin, B. Z. Tang, Chem. Commun. 2008, 1094
97. Z. Li, W. Wu, Q. Li, G. Yu, L, Xiao, Y. Liu, C. Ye, J. Qin, Z. Zhen, Angew. Chem. 2010, 122, 2823
98. Angew. Chem. Int. Ed. 2010, 49, 2763.
99. T. Masuda, B. Z. Tang, T. Higashimura, H. Yamaoka, Macromolecules 1985, 18, 2369
100. T. Masuda, B. Z. Tang, T. Tanaka, T. Higashimura, Macromolecules 1986, 19, 1459.
101. Z. Li, Q. Li, A. Qin, Y. Q. Dong, J. W. Y. Lam, Y. P. Dong, C. Ye, J. Qin, B. Z. Tang, J. Polym. Sci. Part A 2006, 44, 5672
102. Z. Li, Y. Q. Dong, M. Häüler, J. W. Y. Lam, Y. P. Dong, L. Wu, K. S. Wong, B. Z. Tang, J. Phys. Chem. B 2006, 110, 2302
103. I. Li, Y. Q. Dong, J. W. Y. Lam, Y. P. Dong, W. Yuan, J. Sun, J. Hua, K. S. Wong, B. Z. Tang, Macromolecules 2006, 39, 467.
104. O. Elsner, D. Ruiz-Molina, I. Ratera, J. Vidal-Gancedo, C. Rovira, J. Veciana, J. Organomet. Chem. 2001, 637, 251.
105. rd ed., (Eds.: J. Brandrup, E.H. Immergut,), Wiley, New York, 1989, pp. 11 /451- 461
106. N. J. Mills, in Concise Encydopedia of Polymer Science and Engineering (Eds:, J.I. Kroschwitz,), Wiley, New York, 1990, pp. 683-687.
107. C. J. Yang, S. A. Jenekhe, Chem. Mater. 1995, 7, 1276
108. C. J. Yang, S. A. Jenekhe, Chem. Mater. 1994, 6, 196.
109. R. J. P. Corriu, Angew. Chem. 2000, 112, 1432
110. Angew. Chem. Int. Ed. 2000, 39, 1376.
111. P. Mills, J. L. Sullivan, J. Phys. D 1983, 16, 723.
112. G. Allen, M. Curtis, A. J. Hopper, P. M. Tucker, J. Chem. Soc. Dalton Trans. 1974, 1525.
113. C. S. Fradley, in Electron Spectroscopy (Eds.:, D.A. Shirley,), North-Holland, Amsterdam, 1972, pp. 781.
114. S.-J. Luo, Y.-H. Liu, C.-M. Liu, Y.-M. Liang, Y.-X. Ma, Synth. Commun. 2000, 30, 1569.