DOI: 10.1039/A907280B
(Paper)
Reference Section for: Chem. Commun., 1999, 2347-2348
A comparison of 1,4-bis(halomethyl)benzenes as monomers for the modified Gilch route to poly[2-methoxy-5-(2′-ethylhexyloxy)-p-phenylenevinylene]
(Note: The full text of this document is currently only available in the PDF Version )
Elizabeth M. Sanford, Angela L. Perkins, Betty Tang, Aimee M. Kubasiak, Jonathan T. Reeves and Kevin W. Paulisse
Abstract
A comparison of 1,4-bis(bromomethyl)- and 1,4-bis(chloromethyl)-2-(2′-ethylhexyloxy)-5-methoxybenzene as monomers for the modified Gilch route to poly[2-methoxy-5-(2′-ethylhexyloxy)-p-phenylenevinylene] was made; the bis(bromomethyl) monomer was found to give substantially higher yields of MEH–PPV with consistently higher molecular weights and narrower polydispersities than the corresponding bis(chloromethyl) monomer.
References
- P. K. H. Ho, D. S. Thomas, R. H. Friend and N. Tessler, Science, 1999, 285, 233 CrossRef CAS.
- B. R. Hsieh, Polym. Mater. Encycl., 1996, 6537 Search PubMed.
- J. H. Burroughes, D. D. C. Bradley, A. R. Brown, R. N. Marks, K. MacKay, R. H. Friend, P. L. Burn and A. B. Holmes, Nature, 1990, 347, 539 CrossRef CAS.
- R. W. Lenz, C. C. Han, J. Stenger Smith and F. E. Karasz, J. Polym Sci., Part A: Polym. Chem., 1998, 26, 3241 CrossRef CAS.
- P. M. Lahti, D. A. Modarelli, F. R. Denton III, R. W. Lenz and F. E. Karasz, J. Am. Chem. Soc., 1988, 110, 7258 CrossRef CAS.
- W. J. Swatos and B. Gordon III, Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.), 1990, 30, 505 Search PubMed.
- B. R. Hsieh, H. Antoniadis, D. C. Bland and W. A. Feld, Adv. Mater., 1995, 7, 36 CrossRef CAS.
- B. R. Hsieh, V. E. Choong, H. Razafitrimo, Y. L. Gao, H. Antoniadis, D. Roitman and W. A. Feld, Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.), 1996, 75, 323 Search PubMed.
- B. R. Hsieh, G. E. Johnson, H. Antoniadis, K. M. McCrane and M. Stolka, US Pat. 5,558,904, 1996 Search PubMed.
- H. G. Gilch and W. L. Wheelwright, J. Polym. Sci., Polym. Chem. Ed., 1966, 4, 1337 CAS.
- F. Wudl, P. M. Allemand, G. Srdanov, Z. Ni and D. McBranch, ACS Symp. Ser., 1991, 455, 683 CAS.
- P. L. Burn, A. Kraft, D. R. Baigent, D. D. C. Bradley, A. R. Brown, R. H. Friend, R. W. Gymer, A. B. Holmes and R. W. Jackson, J. Am. Chem. Soc., 1993, 115, 10 117 CrossRef CAS.
- F. Wudl, G. Srdanov, US Pat., 5,189,136, 1993 Search PubMed.
- B. R. Hsieh, Y. Yu, A. C. VanLaeken and H. Lee, Macromolecules, 1997, 30, 8094 CrossRef CAS.
- M. Gates, J. Org. Chem., 1982, 47, 578 CrossRef CAS.