Bromohydration and bromination of the pendant vinylbenzene groups of commercial poly(divinylbenzene-co-ethylvinylbenzene) resins with subsequent modifications of the (1,2-dibromoethyl)benzene groups: Thiol-containing styrenic resins

Reactive and Functional Polymers

Volumn 39, Issue 3, 1999, Pages 207-225

  Hubbard, K Lise ^a   Finch, James A ^a   Darling, Graham D ^b  

^a MCGILL UNIVERSITY   (Canada)

^b Active Materials Inc   (Canada)

Author keywords

Amberlite XAD 4, poly(divinylbenzene co ethylvinylbenzene); Pendant vinyl group

Indexed keywords

AROMATIC POLYMERS; BROMINE COMPOUNDS; CHEMICAL MODIFICATION; COPOLYMERS; MOLECULAR STRUCTURE; SULFUR COMPOUNDS;

BROMINATION; BROMOHYDRATION; DIMETHYLTHIOFORMAMIDE; ISOTHIOURONIUM BROMIDE; METHANOLYSIS; POLYDIVINYLBENZENE; POLYETHYLVINYLBENZENE; THIOUREA;

VINYL RESINS;

EID: 0033097438     PISSN: 13815148     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1381-5148(98)00014-5     Document Type: Article

References (62)

1. Gao J.P., Morin F.G., Darling G.D. Macromolecules. 26:1993;1196.
2. K.L. Hubbard, J.A. Finch, G.D. Darling, React. Funct. Polym. (1999) in press; K.L. Hubbard, Doctoral Thesis, McGill University, 1997, Chapter 4.
3. K.L. Hubbard, J.A. Finch, G.D. Darling, React. Funct. Polym. (1999) in press; K.L. Hubbard, Doctoral Thesis, McGill University, 1997, Chapter 5.
4. K.L. Hubbard, J.A. Finch, G.D. Darling, React. Funct. Polym. (1998) submitted; K.L. Hubbard, Doctoral Thesis, McGill University, 1997, Chapter 6.
5. K.L. Hubbard, J.A. Finch, G.D. Darling, React. Funct. Polym. 36 (1998) 1; K.L. Hubbard, Doctoral Thesis, McGill University, 1997, Chapter 2.
6. K.L. Hubbard, J.A. Finch, G.D. Darling, React. Funct. Polym. 36 (1998) 17; K.L. Hubbard, Doctoral Thesis, McGill University, 1997, Chapter 3.
7. R. Kunin, Amberhilites, No. 161. Rohm and Haas Co., 1979.
8. R. Kunin, Amberhilites, No. 163. Rohm and Haas Co., 1980.
9. E.F. Meitzner, J.A. Oline, US Patent 4,382,124, 1983.
10. Food and Drug Administration, US Government, 173.65, Code of Federal Regulations, 21, Food and Drugs, Parts 170-199, 1994, p. 100.
11. Albright R.L. React. Polym. 4:1986;155.
12. Supelco Product Catalogue, 1995, p. 264.
13. de Munck N.A., Verbruggen M.W., Scholten J.J.F. J. Mol. Catal. 10:1981;313.
14. Bootsma J.P.C., Eling B., Challa G. React. Polym. 3:1984;17.
15. Periyasamy M., Ford W.T., McEnroe F.J. J. Polym. Sci., Polym. Chem. Ed. 27:1989;2357.
16. Faber M.C., van den Berg H.J., Challa G., Pandit U.K. React. Polym. 11:1989;117.
17. Zhengpu Z., Hodge P., Stratford P.W. React. Polym. 15:1991;71.
18. Buckles R.E., Maurer J.E. J. Org. Chem. 18:1953;1585.
19. Guss C.O., Rosenthal R. J. Am. Chem. Soc. 77:1955;2549.
20. D.R. Dalton, J.B. Hendrickson, D. Jones, J. Chem. Soc., Chem. Commun. (1966) 591.
21. Dalton D.R., Dutta V.P., Jones D.C. J. Am. Chem. Soc. 90:1968;5498.
22. Hanzlik R.P. Org. Synth. Coll. 6:1988;560.
23. Yoshida Y., Nishiyama A., Inoue S. Polym. J. 14:1982;327.
24. Farrall M.J., Frechet J.M.J. J. Org. Chem. 41:1976;3877.
25. Tomoi M., Kori N., Kachiuchi H. React. Polym. 3:1985;341.
26. Hagen A.J., Farrall M.J., Frechet J.M.J. Polym. Bull. (Berlin). 5:1981;111.
27. Utkelov B.A., Ergozhin E.E., Ashkeeva R.K. React. Polym. 14:1991;187.
28. Yamamizu T., Akiyama M., Takeda K. React. Polym. 3:1985;173.
29. M. Martinez, J. Aracil, F. Addo-Yobo, C.N. Kenney, DECHEMA Biotechnology Conferences, 2 (Bioreactors, Downstream Processing, Process and Reactor Modelling, Bioprocesses), 1988, p. 83; Chem. Abstr. 112 (1990) 18539y.
30. M. Martinez, J. Aracil, F. Addo-Yobo, C.N. Kenney, DECHEMA Biotechnology Conferences, 2 (Bioreactors, Downstream Processing, Process and Reactor Modelling, Bioprocesses), 1988, p. 83; Chem. Abstr. 112 (1990) 18539y.
31. J.L. Casillas, J.L. Garrido, J. Aracil, M. Martinez, F. Addo-Yobo, C.N. Kenney, Separations for Biotechnology, 2. Papers presented at the International Symposium on Separations for Biotechnology, 2nd (1990) 285; Chem. Abstr. 114 (1991) 183777y.
32. J.L. Casillas, J.L. Garrido, J. Aracil, M. Martinez, F. Addo-Yobo, C.N. Kenney, Separations for Biotechnology, 2. Papers presented at the International Symposium on Separations for Biotechnology, 2nd (1990) 285; Chem. Abstr. 114 (1991) 183777y.
33. Mitsubishi product literature and Supelco Product Catalogue, 1994, p. 280.
34. A. Warshawsky, in: M. Streat, D. Naden (Eds.), Ion Exchange and Sorption Processed in Hydrometallurgy, John Wiley and Sons, Chichester, 1987, p. 127.
35. Jackson M.B., Vickers L.J. React. Polym. 8:1988;211.
36. Zuo G., Muhammed M. React. Funct. Polym. 24:1995;165.
37. C.D.S. Lee, W.H. Daly, in: H.J. Cantow et al. (Eds.), Advances in Polymer Science, vol. 15, Springer-Verlag, Berlin, 1974, p. 61.
38. Yamashita K., Saba H., Tsuda K. J. Macromol. Sci.-Chem. A26:1989;1291.
39. Phillips R.J., Fritz J.S. Anal. Chem. 50:1978;1504.
40. Frechet J.M.J., de Smet M.D., Farrall M.J. Polymer. 20:1979;675.
41. Frechet J.M.J., de Smet M.D., Farrall M.J. J. Org. Chem. 44:1979;1774.
42. J. Kalal, V. Marousek, Czech Patent 166,481, 1973; Chem. Abstr. 87 (1977) 6866e.
43. J. Kalal, V. Marousek, Czech Patent 166,481, 1973; Chem. Abstr. 87 (1977) 6866e.
44. Rohm and Haas Co., Duolite GT-73, Ion Exchange Resin, Product Literature, 1994.
45. K.L. Hubbard, Doctoral Thesis, McGill University, 1997.
46. H. Hauptmann, F.O. Bobbio, Chem. Ber. 93 (1960) 2187 (in German); Chem. Abstr. 55 (1961) 3648e.
47. H. Hauptmann, F.O. Bobbio, Chem. Ber. 93 (1960) 2187 (in German); Chem. Abstr. 55 (1961) 3648e.
48. Rohm and Haas Co., Amberlite XAD-4, Polymeric Adsorbent, Product Literature, 1993.
49. Bartholin M., Boissier G., Dubois J. Makromol. Chem. 182:1981;2075.
50. R.M. Silverstein, G.C. Bassler, T.C. Morrill, Spectrometric Identification of Organic Compounds, 5th ed., John Wiley and Sons, Inc., New York, NY, 1991, pp. 111, 112, 127.
51. J.B. Lambert, H.F. Shurvell, D.A. Lightner, R.G. Cooks, Introduction to Organic Spectroscopy, MacMillan Publishing Co., New York, NY, 1987, pp. 178, 215.
52. C.J. Pouchert (Ed.), The Aldrich Library of FT-IR Spectra, vol. 1, 1st ed., Aldrich Chemical Company, Inc., Milwaukee, 1985, pp. 795, 974.
53. K. Hattori, T. Takido, K. Itabashi, Nippon Kagaku Kaishi (1979) 105 (in Japanese); Chem. Abstr. 90 (1979) 137380b.
54. K. Hattori, T. Takido, K. Itabashi, Nippon Kagaku Kaishi (1979) 105 (in Japanese); Chem. Abstr. 90 (1979) 137380b.
55. 1H FT-NMR Spectra, 1st ed., Aldrich Chemical Company, Inc., Milwaukee, 1993, p. 267 (vol. 1); p. 65 (vol. 2).
56. 1H FT-NMR Spectra, 1st ed., Aldrich Chemical Company, Inc., Milwaukee, 1993, p. 267 (vol. 1); p. 65 (vol. 2).
57. T.A. Armer, Ph.D. Thesis, Tulane University, Diss. Abstr. Int. B43 (6) (1982) 1910; Chem. Abstr. 98 (1983) 35435w.
58. T.A. Armer, Ph.D. Thesis, Tulane University, Diss. Abstr. Int. B43 (6) (1982) 1910; Chem. Abstr. 98 (1983) 35435w.
59. Gregor H.P., Dolar D., Hoeschele G.K. J. Am. Chem. Soc. 77:1955;3675.
60. Overberger C.G., Lebovits A. J. Am. Chem. Soc. 77:1955;3675.
61. R. Bogoczek, E. Kociolek-Balawejder, Przem. Chem. 65 (1986) 368 (in Polish); Chem. Abstr. 106 (1987) 34148b.
62. R. Bogoczek, E. Kociolek-Balawejder, Przem. Chem. 65 (1986) 368 (in Polish); Chem. Abstr. 106 (1987) 34148b.