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http://dx.doi.org/10.5012/bkcs.2013.34.6.1637

Synthesis and Properties of Poly[oxy(arylene)oxy(tetramethyldisilylene)]s via Melt Copolymerization Reaction  

Jung, Eun Ae (Department of Chemistry, Keimyung University)
Park, Young Tae (Department of Chemistry, Keimyung University)
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Abstract
We carried out the melt copolymerization reactions of 1,2-bis(diethylamino)tetramethyldisilane with several aryldiols such as, 4,4'-biphenol, 4,4'-isopropylidenediphenol, 9H-fluoren-9,9-dimethanol, and 4,4'-(9-fluorenylidene) bis(2-phenoxyethanol) to afford poly[oxy(arylene)oxy(tetramethyldisilylene)]s containing fluorescent aromatic chromophore groups in the polymer main chain: poly[oxy(4,4'-biphenylene)oxy(tetramethyldisilylene)], poly[oxy{(4,4'-isopropylidene) diphenylene}oxy(tetramethyldisilylene)], poly[oxy(9H-fluorene-9,9-dimethylene) oxy(tetramethyldisilylene)], and poly[oxy{4,4'-(9-fluorenylidene)bis(2-phenoxyethylene)}oxy(tetramethyldisilnylene)]. These prepared materials are soluble in common organic solvents such as $CHCl_3$ and THF. The obtained polymers were characterized by several spectroscopic methods such as $^1H$, $^{13}C$, and $^{29}Si$ NMR. Further, FTIR spectra of all the polymers exhibited characteristic Si-O stretching frequencies at 1014-1087 $cm^{-1}$. These polymeric materials in THF showed strong maximum absorption peaks at 268-281 nm, strong maximum excitation peaks at 263-291 nm, and strong maximum fluorescence emission bands at 314-362 nm due to the presence of tetramethyldisilylene and several arylene chromophores in the polymer main chain. TGA thermograms indicated that most of the polymers were stable up to $200^{\circ}C$ with a weight loss of 3-16% in nitrogen.
Keywords
Poly[oxy(arylene)oxy(tetramethyldisilylene)]s; Absorption; Excitation; Fluorescence; Thermal stability;
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1 Chen, J.; Cao, Y. Macromol. Rapid Commun. 2007, 28, 1714.   DOI   ScienceOn
2 Jenekhe, S. A. Chem. Mater. 2004, 16, 4381.   DOI   ScienceOn
3 Clarson, S. J.; Semlyen, J. A. In Siloxane Polymers; PTR Prentice Hall, Inc.: Englewood Cliffs, New Jersey, 1993.
4 Baran, D.; Balan, A.; Celebi, S.; Esteban, B. M.; Neugebauer, H.; Sariciftci, N. S.; Toppare, L. Chem. Mater. 2010, 22, 2978.   DOI   ScienceOn
5 Barashkov, N. N.; Gunder, O. A. In Fluorescent Polymers; Ellis Horwood: London, UK, 1994.
6 Bisberg, J.; Cumming, W. J.; Gaudiana, R. A.; Hutchinson, K. D.; Ingwall, R. T.; Kolb, E. S.; Mehta, P. G.; Minns, R. A.; Petersen, C. P. Macromolecules 1995, 28, 386.   DOI   ScienceOn
7 Toulokhonova, I.; Bjerke-Kroll, B.; West, R. J. Organomet. Chem. 2003, 686, 101.   DOI   ScienceOn
8 Jim, C. K. W.; Hu, R.; Faisal, M,; Lam, J. W. Y.; Tang, B. Z. Polymer Preprints 2011, 52(2), 842.
9 Homrighausen, C. L.; Keller, T. D. J. Polym. Sci., Part A: Polym. Chem. 2002, 40, 88.   DOI   ScienceOn
10 Dias, F. B.; Lima, J. C.; Macanita, A,; Clarson. S. J.; Horta, A.; Pierola, I. Macromolecules 2000, 33, 4772.   DOI   ScienceOn
11 Xu, C.; Wakamiya, A.; Yamaguchi, S. J. Am. Chem. Soc. 2005, 127, 1638.   DOI   ScienceOn
12 Son, H.-J.; Han, W.-S.; Kim, H.; Kim, C.; Ko, J.; Lee, C.; Kang, S. O. Organometallics 2006, 25, 766.   DOI   ScienceOn
13 Backer, M. W.; Pernisz, U. C. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 2001, 42(1), 122.
14 Mukherjee, I.; Drake, K.; Berke-Schlessel, D.; Lelkes, P. I.; Yeh, J.-M.; Wei, Y. Macrmolecules 2010, 43, 3277.   DOI   ScienceOn
15 Chandrasekhar, V. In Inorganic and Organometallic Polymers; Springer-Verlag: Berlin, 2005.
16 Rubinsztajn, S.; Cella, J. A. Macromolecules 2005, 38, 1061.   DOI   ScienceOn
17 Cai, G.; Weber, W. P. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 2001, 42(1), 171.
18 Nguyen, K.-A. T.; Shamshurin, A.; Clarke, S.; Matisons, J. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 2004, 45(1), 706.
19 Carraher, C. E., Jr; Klimiuk, G. H. J. Polym. Sci., Part A-1: Polym. Chem. 1970, 8(4), 973.   DOI
20 Yun, S. B.; Park, Y. T. Bull. Korean Chem. Soc. 2008, 29, 2373.   DOI   ScienceOn
21 Jung, I. K.; Park, Y. T. Bull. Korean Chem. Soc. 2011, 32, 1303.   DOI   ScienceOn
22 Hwang, I.-W.; Song, N. W.; Kim, D.; Park, Y. T.; Kim, Y.-R. J. Polym. Sci., Part B: Polym. Phys. 1999, 37, 2901.   DOI   ScienceOn
23 Choi, S. H.; Hwang, I.-W.; Kim, S. H.; Park, Y. T.; Kim, Y.-R. J. Polym. Sci., Part B: Polym. Phys. 2002, 40, 1298.   DOI   ScienceOn
24 Jung, E. A.; Park, Y. T. Bull. Korean Chem. Soc. 2012, 33, 2031.   DOI   ScienceOn
25 Krieble, R. H.; Burkhard, C. A. J. Am. Chem. Soc. 1947, 69, 2689.   DOI
26 Curry, J. K.; Byrd, J. D. J. Appl. Polym. Sci. 1965, 9, 295.   DOI
27 Pretsch, E.; Bühlmann, P.; Affolter, C. In Structure Determination of Organic Compounds, Tables of Spectral Data, 3rd ed.; Springer- Verlag: Berlin, 2000.
28 Williams, E. A. NMR Spectroscopy of Organosilicon Compounds, In The Chemistry of Organic Silicon Compunds; Patai, S; Rappoport, Z., Eds., Wiley: Chichester, UK, 1989, Vol. 1, Chapter 8.
29 Padmanaban, M.; Kakimoto, M.; Imai, Y. J. Polym. Sci. Part A: Polym. Chem. 1990, 28, 2997.   DOI
30 Abe, Y.; Takeuchi, T.; Kijima, I. Bull. Chem. Soc. Jpn. 1970, 43, 2495.   DOI
31 Armarego, W. L. F.; Perrin, D. D. In Purification of Laboratory Chemicals, 4th ed.; Butterworth-Heinemann: Oxford, 1996.
32 Bellamy, L. J. In The Infra-red of Complex Molecules, 3rd ed.; John Wiley and Sons: New York, 1975.