Rhodium-mediated stereospecific carbene polymerization: From homopolymers to random and block copolymers

Macromolecules

Volumn 43, Issue 21, 2010, Pages 8892-8903

  Jellema, Erica ^a   Jongerius, Anna L ^a   Van Ekenstein, Gert Alberda ^b   Mookhoek, Steven D ^c   Dingemans, Theo J ^c   Reingruber, Eva M ^a,e   Chojnacka, Aleksandra ^a   Schoenmakers, Peter J ^a   Sprenkels, Rik ^d   Van Eck, Ernst R H ^d   Reek, Joost N H ^a   De Bruin, Bas ^a  

^a UNIVERSITY OF AMSTERDAM   (Netherlands)

^b UNIVERSITY OF GRONINGEN   (Netherlands)

^c DELFT UNIVERSITY OF TECHNOLOGY   (Netherlands)

^d RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

^e JOHANNES KEPLER UNIVERSITY LINZ   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

CARBENES; CARBON ATOMS; CROSS-LINKED POLYMERS; DIAZOACETATE; DYNAMIC MECHANICAL THERMAL ANALYSIS; ELEVATED TEMPERATURE; ESTER GROUPS; ETHYL ESTERS; GLASS TRANSITION TEMPERATURE; GRADIENT CHROMATOGRAPHY; HOMOPOLYMERS; LYOTROPICS; NEMATIC PHASIS; NMR SPECTROSCOPY; POLARIZING OPTICAL MICROSCOPY; PYROLYSIS-GAS CHROMATOGRAPHY-MASS SPECTROMETRIES; RANDOM COPOLYMER; SEMICRYSTALLINES; STEREOREGULAR; STEREOSPECIFIC; STORAGE MODULI; TERT-BUTYL ESTERS; THERMAL ANALYSIS; THERMALLY STABLE;

BLOCK COPOLYMERS; COPOLYMERIZATION; DIFFERENTIAL SCANNING CALORIMETRY; DYNAMIC MECHANICAL ANALYSIS; ELASTIC MODULI; ESTERIFICATION; ESTERS; GAS CHROMATOGRAPHY; GLASS TRANSITION; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OPTICAL MICROSCOPY; POLYMERS; PYROLYSIS; RHODIUM; SIZE EXCLUSION CHROMATOGRAPHY; THERMOANALYSIS;

PLASTIC PRODUCTS;

EID: 78149242399     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma101792v     Document Type: Article

References (52)

1. Chen, E. Y.-X. Chem. Rev. 2009, 109, 5157-5214
2. Collins, S.; Ward, D. G. J. Am. Chem. Soc. 1992, 114, 5460
3. Bolig, A. D.; Chen, E. Y.-X. J. Am. Chem. Soc. 2001, 123, 7943
4. Deng, H.; Shiono, T.; Soga, K. Macromolecules 1995, 28, 3067
5. Cui, C.; Shafir, A.; Reeder, C. L.; Arnold, J. Organometallics 2003, 22, 3357
6. Goode, W. E.; Owens, F. H.; Fellman, R. P.; Snyder, W. H.; Moore, J. E. J. Polym. Sci. 1960, 46, 317-331
7. Hatada, K.; Kitayama, T.; Ute, K. Prog. Polym. Sci. 1988, 13, 189-276
8. For recent reviews on coordination-insertion copolymerization of polar monomers, see: Boffa, L. S.; Novak, B. M. Chem. Rev. 2000, 100, 1479
9. Ittel, S. D.; Johnson, L. K.; Brookhart, M. Chem. Rev. 2000, 100, 1169
10. Nakamura, A.; Ito, S.; Nozaki, K. Chem. Rev. 2009, 109, 5215
11. Satoh, K.; Kamigaito, M. Chem. Rev. 2009, 109, 5120
12. For radical polymerization of dialkyl fumarates, see, for example: Toyoda, N.; Yoshida, M.; Otsu, T. Polym. J. (Tokyo) 1983, 15, 255
13. Jellema, E.; Jongerius, A. L.; Reek, J. N. H.; de Bruin, B. Chem. Soc. Rev. 2010, 39, 1706
14. Ihara, E.; Fujioka, M.; Haida, N.; Itoh, T.; Inoue, K. Macromolecules 2005, 38, 2101-2108
15. Ihara, E.; Kida, M.; Fujioka, M.; Haida, N.; Itoh, T.; Inoue, K. J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 1536-1545
16. Ihara, E.; Nakada, A.; Itoh, T.; Inoue, K. Macromolecules 2006, 39, 6440-6444
17. Ihara, E.; Ishiguro, Y.; Yoshida, N.; Hiraren, T.; Itoh, T.; Inoue, K. Macromolecules 2009, 42, 8608-8610
18. Ihara, E.; Hiraren, T.; Itoh, T.; Inoue, K. J. Poly. Sci., Part A: Polym. Chem. 2008, 46, 1638
19. Ihara, E.; Hiraren, T.; Itoh, T.; Inoue, K. Polym. J. (Tokyo) 2008, 40, 1094
20. Ihara, E.; Haida, N.; Iio, M.; Inoue, K. Macromolecules 2003, 36, 36
21. Shea, K. J.; Walker, J. W.; Zhu, H.; Paz, M. M.; Greaves, J. J. Am. Chem. Soc. 1997, 119, 9049
22. Busch, B. B.; Paz, M. M.; Shea, K. J.; Staiger, C. L.; Stoddard, J. M.; Walker, J. R.; Zhou, X.-Z.; Zhu, H. J. Am. Chem. Soc. 2002, 124, 3636
23. Shea, K. J.; Busch, B. B.; Paz, M. M. Angew. Chem., Int. Ed. 1998, 38, 1391
24. Wagner, C. E.; Kim, J.-S.; Shea, K. J. J. Am. Chem. Soc. 2003, 125, 12179
25. Wagner, C. E.; Rodriguez, A. A.; Shea, K. J. Macromolecules 2005, 38, 7286
26. Hetterscheid, D. G. H.; Hendriksen, C.; Dzik, W. I.; Smits, J. M. M.; van Eck, E. R. H.; Rowan, A. E.; Busico, V.; Vacatello, M.; Van Axel Castelli, V.; Segre, A.; Jellema, E.; Bloemberg, T. G.; de Bruin, B. J. Am. Chem. Soc. 2006, 128, 9746-9752
27. Jellema, E.; Budzelaar, P. H. M.; Reek, J. N. H.; de Bruin, B. J. Am. Chem. Soc. 2007, 129, 11631-11641
28. Rubio, M.; Jellema, E.; Siegler, M. A.; Spek, A. L.; Reek, J. N. H.; de Bruin, B. Dalton Trans. 2009, 8970
29. Jellema, E.; Jongerius, A. L.; Walters, A. J. C.; Smits, J. M. M.; Reek, J. N. H.; de Bruin, B. Organometallics 2010, 29, 2823-2826
30. 2-hybridized polymers, polyisocyanides, see: Suginome, M.; Ito, Y. Adv. Polym. Sci. 2004, 171, 77
31. Patel, R. P.; Price, S. J. Org. Chem. 1965, 30, 3575-3576
32. Myhre, P. C.; Maxey, C. T.; Bebout, D. C.; Swedberg, S. H.; Petersen, B. L. J. Org. Chem. 1990, 55, 3417-3421
33. Otsu, T.; Yasuhara, T.; Shiraishi, K.; Mori, S. Polym. Bull. (Heidelberg, Ger.) 1984, 12, 449
34. Szwarc, M. Nature 1956, 178, 1168-1169
35. Beginn, U. Colloid Polym. Sci. 2008, 286, 1465-1474
36. Wang, L.; Broadbelt, L. J. Macromolecules 2009, 42, 7961-7968
37. Matyjaszewski, K.; Ziegler, M. J.; Arehart, S. V.; Greszta, D.; Pakula, T. J. Phys. Org. Chem. 2000, 13, 775-786
38. The small amount of homopoly(EA) was not observed in the GPC trace of the copolymer, probably due to the fact that the signals are overlapping and because the benzyl groups of BnA give rise to a much higher RI and UV response as compared to that of the EA components.
39. w ∼ 40 kDa.
40. Reingruber, E. M.; Chojnacka, A.; Jellema, E.; de Bruin, B.; Buchberger, W.; Schoenmakers, P. J. Manuscript in preparation.
41. Philipsen, H. J. A. J. Chromatogr., A 2004, 1037, 329-350
42. Chang, T. Adv. Polym. Sci. 2003, 163, 1-60
43. van Hulst, M.; Schoenmakers, P. J. Chromatogr., A 2006, 1130, 54-63
44. van der Horst, A.; Schoenmakers, P. J. J. Chromatogr., A 2003, 1000, 693-709
45. Ungar, G. Macromolecules 1986, 19, 1317
46. Li, L.; de Jeu, W. H. Macromolecules 2003, 36, 4862
47. Li, L.; de Jeu, W. H. Phys. Rev. Lett. 2004, 92, 075506/1-075506/3
48. Naga, N.; Yabe, T.; Sawaguchi, A.; Sone, M.; Noguchi, K.; Murase, S. Macromolecules 2008, 41, 7448
49. Ihara, E.; Goto, Y.; Itoh, T.; Inoue, K. Polym. J. (Tokyo) 2009, 41, 1117
50. Otsu, T.; Shiraishi, K.; Matsumoto, A. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 885
51. Mansur, C. R. E.; Tavares, M. I. B.; Monteiro, E. E. C. J. Appl. Polym. Sci. 2000, 75, 495
52. Otsu, T.; Yoshioka, M.; Matsumoto, A.; Shiraishi, K. Polym. Bull. (Heidelberg, Ger.) 1991, 26, 159