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http://dx.doi.org/10.5012/bkcs.2004.25.11.1648

Syndiotactic Polymerization of Amino-functionalized Styrenes Using (Pentamethylcyclopentadienyl)titanatrane/MMAO Catalyst System  

Kim, Young-Jo (Performance Polymers Research Institute, LG Chem., Ltd.)
Park, Sung-Jin (Department of Chemistry, School of Molecular Science-BK21 and Center for Molecular Design and Synthesis, Korea Advanced Institute of Science and Technology)
Han, Yong-Gyu (Department of Chemistry, School of Molecular Science-BK21 and Center for Molecular Design and Synthesis, Korea Advanced Institute of Science and Technology)
Do, Young-Kyu (Department of Chemistry, School of Molecular Science-BK21 and Center for Molecular Design and Synthesis, Korea Advanced Institute of Science and Technology)
Publication Information
Abstract
A set of unprecedented syndiospecific dimethyl- and diethylamino-functionalized polystyrenes was prepared by catalytically polymerizing the corresponding monomers using (pentamethylcyclopentadienyl)titanatrane/MMAO catalytic system. Dialkylamino-functionalized styrene monomers were synthesized by Wittig reaction from the corresponding aldehyde in high yield. The resulting polymers are soluble in polar organic solvents such as THF and show good thermal stability. The chemical transformation of the syndiospecific poly(4-diethylaminostyrene) also gave new polar polymers, namely syndiotactic poly(4-diethylaminostyrene hydrochloride), which is unattainable by traditional synthetic methods.
Keywords
Polystyrene; Poly(4-dimethylaminostyrene); Poly(4-diethylaminostyrene); Metallocene catalyst; Syndiospecific polymerization;
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1 Purgett, M. D.; Vogl, O. J. Macromol. Sci.-Pure Appl. Chem. 1987, 24, 1465.   DOI
2 Perrin, D. D.; Armarego, W. L. F.; Perrin, D. R. The Purification of Laboratory Chemicals; Pergamon: New York, 1980.
3 Mani, R.; Burns, C. M. Macromolecules 1991, 24, 5476.   DOI
4 Woo, H.-G.; Kim, B.-H.; Cho, M.-S.; Kim, M.-S.; Ham, H.-S.; Paek, C.-S.; Hwang, T. S.; Jun, M.-J.: Li, H. Bull. Korean Chem. Soc. 2002, 23, 1343.   DOI   ScienceOn
5 Boor, J. Ziegler-Natta Catalysts and Polymerization; Academic Press: New York, 1979.
6 Stehling, U. M.; Stein, K. M.; Kesti, M. R.; Waymouth, R. M. Macromolecules 1998, 31, 2019.   DOI   ScienceOn
7 Ishihara, N.; Kuramoto, M.; Uoi, M. Macromolecules 1988, 21, 3356.   DOI   ScienceOn
8 Xu, G.; Chung, T. C. Macromolecules 1999, 32, 8689.   DOI   ScienceOn
9 Kim, D. H.; Kim, K. H.; Jo, W. H.; Kim, J. Macromol. Chem. Phys. 2000, 201, 2699.   DOI   ScienceOn
10 Kim, Y.; Hong, E.; Lee, M. H.; Kim, J.; Han, Y.; Do, Y. Organometallics 1999, 18, 36.   DOI   ScienceOn
11 Nakatani, H.; Nitta, K.; Takata, T.; Soga, K. Polym. Bulletin 1997, 38, 43.   DOI
12 Kesti, M. R.; Coates, G. W.; Waymouth, R. M. J. Am. Chem. Soc. 1992, 114, 9679.   DOI
13 Li, C. L.; Chan, S. H.; Ting, C.; Jiang, G. J. J. Appl. Polym. Sci. 2002, 86, 1038.   DOI   ScienceOn
14 Stehling, U. M.; Stein, K. M.; Fisher, D.; Waymouth, R. M. Macromolecules 1999, 32, 14.   DOI   ScienceOn
15 Kim, Y.; Koo, B. H.; Do, Y. J. Organomet. Chem. 1997, 527, 155.   DOI   ScienceOn
16 Zambelli, A.; Pellecchia, C.; Oliva, L; Longo, P.; Grassi, A. Makromol. Chem. 1991, 192, 223.   DOI
17 Padwa, A. R. Prog. Poly. Sci. 1989, 14, 811.   DOI   ScienceOn
18 Chung, T. C.; Rhubright, D. Macromolecules 1993, 26, 3019.   DOI   ScienceOn
19 Ishihara, N.; Kuramoto, M. Syntheses and Properties of Syndiotactic Polystyrene in Catalyst Design for Tailor-Made Polyolefins; Soga, K.; Terano, M., Eds.; Kodansha: Tokyo, 1994; p 339.
20 Tsuchida, A.; Bolln, C.; Sernetz, F. G.; Frey, H.; Mulhaupt, R. Macromolecules 1997, 30, 2818.   DOI   ScienceOn
21 Aaltonen, P.; Lofgren, B. Macromolecules 1995, 28, 5353.   DOI   ScienceOn
22 Dias, M. L.; Giarrusso, A.; Porri, L. Macromolecules 1993, 26, 6664.   DOI   ScienceOn
23 Wilen, C. E.; Auer, M.; Nasman, J. H. J. Polym. Sci., Part A: Polym. Chem. 1992, 30, 1163.   DOI
24 Kim, Y.; Do, Y. Macromol. Rapid Commun. 2000, 21, 1148.   DOI   ScienceOn
25 Simonazzi, T.; Nicola, A. D.; Aglietto, M.; Ruggeri, G. Comprehensive Polymer Science, 1st Supplement; Pergamon Press: New York, 1992; Chapter 7, pp 133-158.
26 Kim, Y.; Han, Y.; Hwang, J. W.; Kim, M. W.; Do, Y. Organometallics 2002, 21, 1127.   DOI   ScienceOn
27 Kawabe, M.; Murata, M. Macromol. Chem. Phys. 2002, 203, 24.   DOI   ScienceOn
28 Borsig, E.; Capla, M.; Fiedlerova, A.; Lazar, M. Polym. Commun. 1990, 31, 293.
29 Brintzinger, H. H.; Fischer, D.; Mulhaupt, R.; Rieger, B.; Waymouth, R. M. Angew. Chem., Int. Ed. 1995, 34, 1143   DOI   ScienceOn
30 Foster, P.; Chien, J. C. W.; Rausch, M. D. Organometallics 1996, 15, 2404.   DOI   ScienceOn
31 Ramakrishan, S.; Berluche, E.; Chung, T. C. Macromolecules 1990, 23, 378.   DOI
32 Galimberti, M.; Giannini, U.; Albizzati, E.; Caldari, S.; Abis, L. J. Mol. Catal. Part A 1995, 101, 1.   DOI   ScienceOn
33 Purgett, M. D.; Vogl, O. J. Polym. Sci., Part A: Poly. Chem. 1989, 27, 2051.   DOI   ScienceOn
34 Ruggeri, G.; Aglietto, M.; Petragnani, A.; Ciardelli, F. Eur. Polym. J. 1983, 19, 863.   DOI   ScienceOn
35 Kim, K. H.; Jo, W. H.; Kwak, S.; Kim, K. U.; Kim, J. Macromol. Rapid Commun. 1999, 20, 175.   DOI   ScienceOn
36 Lee, W.; Lee, S.-E.; Kim, M.-K.; Lee, C.-H.; Kim, Y.-S. Bull. Korean Chem. Soc. 2002, 23, 1067.   DOI   ScienceOn
37 Chung, T. C.; Rhubright, D. Macromolecules 1991, 24, 970.   DOI
38 Schulz, D. N.; Bock, J. J. Macromol. Sci.-Pure Appl. Chem. 1991, A28, 1235.
39 Datta, S. High Value Polymers; Fawcett, A. H., Ed.; The Royal Society of Chemistry: Cambridge, 1991; pp 33-57.
40 Aaltonen, P.; Fink, G.; Lofgren, B.; Seppala, J. Macromolecules 1996, 29, 5255.   DOI   ScienceOn
41 Bruzaud, S.; Cramail, H.; Duvignac, L.; Deffieux, A. Macromol. Chem. Phys. 1997, 198, 291.   DOI   ScienceOn
42 Giannini, U.; Bruckner, G.; Pellino, E.; Cassata, A. J. Polym. Sci., Part C 1968, 22, 157.
43 Dong, J. Y.; Manias, E.; Chung, T. C. Macromolecules 2002, 35, 3439.   DOI   ScienceOn
44 Xu, G.; Chung, T. C. Macromolecules 2000, 33, 5803.   DOI   ScienceOn
45 Schriver, D. F. The Manipulation of Air-Sensitive Compounds; McGraw-Hill: New York, 1969.
46 Zambelli, A.; Pellecchia, C. Stud. Surf. Sci. Catal. 1994, 89, 209.   DOI
47 Ready, T. E.; Day, R. O.; Chien, J. C. W.; Rausch, M. D. Macromolecules 1993, 26, 5822.   DOI   ScienceOn